2024/02/09 更新

写真a

キムラ ユキタカ
木村 幸敬
KIMURA Yukitaka
所属
環境生命自然科学学域 教授
職名
教授
外部リンク

学位

  • 農学博士 ( 京都大学 )

研究キーワード

  • スラグ流

  • 亜臨界水

  • 食品工学

  • 化学プロセス工学

  • 環境プロセス工学

研究分野

  • ライフサイエンス / 食品科学

  • ライフサイエンス / 生物有機化学

  • 環境・農学 / 環境材料、リサイクル技術  / 環境プロセス工学

学歴

  • 京都大学    

    - 1990年

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    国名: 日本国

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  • 京都大学   Graduate School, Division of Agriculture  

    - 1990年

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  • 京都大学   Faculty of Agriculture  

    - 1985年

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    国名: 日本国

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  • 京都大学   Faculty of Agriculture   Food Science and Technology

    - 1985年

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経歴

  • 岡山大学   学術研究院環境生命科学学域(工)   教授

    2021年4月 - 現在

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    国名:日本国

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  • 岡山大学   大学院環境生命科学研究科   教授

    2012年4月 - 2021年3月

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    国名:日本国

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  • 岡山大学   大学院環境学研究科   教授

    2008年10月 - 2012年3月

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    国名:日本国

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  • - 京都大学大学院農学研究科助教授   准教授

    2003年11月 - 2008年9月

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  • 文部省在外研究員としてスウェ-デンウプサラ大学で研究

    1995年 - 1996年

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  • 京都大学   Faculty of Agriculture

    1990年 - 2003年

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▼全件表示

所属学協会

委員歴

  • 生物工学会   編集委員  

    1998年   

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    団体区分:学協会

    生物工学会

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論文

  • Classification of binding property of amyloid β to lipid membranes: Membranomic research using quartz crystal microbalance combined with the immobilization of lipid planar membranes. 国際誌

    Toshinori Shimanouchi, Miki Iwamura, Yasuhiro Sano, Keita Hayashi, Minoru Noda, Yukitaka Kimura

    Biochimica et biophysica acta. Proteins and proteomics   1872 ( 3 )   140987 - 140987   2023年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    A biomembrane-related fibrillogenesis of Amyloid β from Alzheimer' disease (Aβ) is closely related to its accumulation behavior. A binding property of Aβ peptides from Alzheimer' disease to lipid membranes was then classified by a quartz crystal microbalance (QCM) method combined with an immobilization technique using thiol self-assembled membrane. The accumulated amounts of Aβ, Δfmax, was determined from the measurement of the maximal frequency reduction using QCM. The plots of Δfmax to Aβ concentration gave the slope and saturated value of Δfmax, (Δfmax)sat that are the parameters for binding property of Aβ to lipid membranes. Therefore, the Aβ-binding property on lipid membranes was classified by the slope and (Δfmax)sat. The plural lipid system was described as X + Y where X = L1, L1/L2, and L1/L2/L3. The slope and (Δfmax)sat values plotted as a function of mixing ratio of Y to X was classified on a basis of the lever principle (LP). The LP violation observed in both parameters resulted from the formation of the crevice or pothole, as Aβ-specific binding site, generated at the boundary between ld and lo phases. The LP violation observed only in the slope resulted from glycolipid-rich domain acting as Aβ-specific binding site. Furthermore, lipid planar membranes indicating strong LP violation favored strong fibrillogenesis. Especially, lipid planar membranes indicating the LP violation only in the slope induced lateral aggregated and spherulitic fibrillar aggregates. Thus, the classification of Aβ binding property on lipid membranes appeared to be related to the fibrillogenesis with a certain morphology.

    DOI: 10.1016/j.bbapap.2023.140987

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  • Hydrothermal Preparation of Faceted Vesicles Made of Span 40 and Tween 40 and Their Characterization

    Toshinori Shimanouchi, Yui Komori, Kazuki Toramoto, Keita Hayashi, Kazuma Yasuhara, Ho Sup Jung, Yukitaka Kimura

    Applied Sciences (Switzerland)   13 ( 12 )   2023年6月

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    掲載種別:研究論文(学術雑誌)  

    The Span 40 (sorbitan monooleate)/Tween 40 (polyoxyethylene sorbitan monolaurate) system gives faceted vesicles with angular surfaces, rather than spherical vesicles. Herein, a continuous and facile preparation method, based on the subcritical water-assisted emulsification and solvent diffusion, was presented to yield faceted vesicles with two major and minor axes (Type A) and vesicles closer to a polyhedron (Type B). Type A, rather than Type B, vesicles were likely to be formed. From the measurements concerning ζ-potential, membrane fluidity, and the polarization environment of the membranes, faceted vesicles could be obtained at 0.25 wt% of the surfactant concentration. The phase-separated behavior of Span 40 and Tween 40 within vesicle membranes could explain the structural feature of faceted vesicles and calcein leakage behavior. The significant advantage is that Type A vesicles would be utilized as alternative drug carriers for others with low encapsulation efficiency, although the present technical limitations cause difficulty in the selective formation of Type A and B vesicles and the selection of adequate solvent to accelerate the solvent diffusion step.

    DOI: 10.3390/app13126893

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  • Conversion of Glycerol to Lactic Acid by Using Platinum-supported Catalyst Combined with Phosphatidylcholine Vesicles

    Toshinori Shimanouchi, Yuki Takahashi, Kazuma Yasuhara, Yukitaka Kimura

    Chemistry Letters   52 ( 6 )   426 - 429   2023年

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    掲載種別:研究論文(学術雑誌)  

    A combination of metal-supported catalysts with vesicles successfully achieved a conversion of glycerol to lactic acid (lactate) under mild heated and alkaline condition. A high reaction yield (reaction temperature: 333 K; yield: 90% for 24 h) was achieved, which was an environmentally-friendly reaction process.

    DOI: 10.1246/cl.230117

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  • Possible Role of Vesicles on Metallocatalytic Reduction Reaction of 5-Hydroxymethylfurfural to 2,5-Dimethylfuran

    Toshinori Shimanouchi, Yuki Takahashi, Keita Hayashi, Kazuma Yasuhara, Yukitaka Kimura

    Compounds   2 ( 4 )   321 - 333   2022年11月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:MDPI AG  

    A reduction reaction of 5-hydroxymethylfurfural to 2,5-dimethylfuran (2,5-DMF) has been previously performed in an organic solvent under high-temperature conditions. For the relaxation of such reaction conditions, conventional palladium on carbon (Pd/C) was combined with vesicles composed of phospholipids or surfactants. Pd/C combined with 1,2-dioleoyl-sn-glycero-3-phosphocholine indicated a yield (25%) at 60 °C compared with Pd/C (17%). Vesicles at the liquid crystalline phase were advantageous for the reduction reaction of HMF. The yield of 2,5-DMF catalyzed by Pd/C combined with the vesicles depended on the lipid composition of the vesicles. It was clarified that the yield of 2,5-DMF could be controlled by the hydration property of the vesicles. Compared with conventional 2,5-DMF synthesis in an organic solvent, the use of vesicles made it possible to reduce the burden of using organic solvents in high-temperature conditions, although limitedly.

    DOI: 10.3390/compounds2040027

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  • Amyloid-β aggregates induced by β-cholesteryl glucose-embedded liposomes

    Toshinori Shimanouchi, Yasuhiro Sano, Kazuma Yasuhara, Yukitaka Kimura

    Biochimica et Biophysica Acta - Proteins and Proteomics   1870 ( 8 )   2022年8月

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    掲載種別:研究論文(学術雑誌)  

    Senile plaques that is characterized as an amyloid deposition found in Alzheimer's disease are composed primarily of fibrils of an aggregated peptide, amyloid β (Aβ). The ability to monitor senile plaque formation on a neuronal membrane under physiological conditions provides an attractive model. In this study, the growth behavior of amyloid Aβ fibrils in the presence of liposomes incorporating β-cholesteryl-D-glucose (β-CG) was examined using total internal reflection fluorescence microscopy, transmittance electron microscopy, and other spectroscopic methods. We found that β-CG on the liposome membrane induced the spontaneous formation of spherulitic Aβ fibrillar aggregates. The β-CG cluster formed on liposome membranes appeared to induce the accumulation of Aβ, followed by the growth of the spherulitic Aβ aggregates. In contrast, DMPC and DMPC incorporated cholesterol-induced fibrils that are laterally associated with each other. A comparison study using three types of liposomes implied that the induction of glucose contributed to the agglomeration of Aβ fibrils and liposomes. This agglomeration required the spontaneous formation of spherulitic Aβ fibrillary aggregates. This action can be regarded as a counterbalance to the growth of fibrils and their toxicity, which has great potential in the study of amyloidopathies.

    DOI: 10.1016/j.bbapap.2022.140816

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  • Amyloid-β aggregates induced by β-cholesteryl glucose-embedded liposomes

    Toshinori Shimanouchi, Yasuhiro Sano, Kazuma Yasuhara, Yukitaka Kimura

    Biochimica et Biophysica Acta (BBA) - Proteins and Proteomics   1870 ( 8 )   140816 - 140816   2022年8月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:Elsevier BV  

    DOI: 10.1016/j.bbapap.2022.140816

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  • Microfluidic and hydrothermal preparation of vesicles using sorbitan monolaurate/polyoxyethylene (20) sorbitan monolaurate (Span 20/Tween 20)

    Toshinori Shimanouchi, Tetsuya Hayashi, Kazuki Toramoto, Saki Fukuma, Keita Hayashi, Kazuma Yasuhara, Yukitaka Kimura

    Colloids and Surfaces B: Biointerfaces   205   2021年9月

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    掲載種別:研究論文(学術雑誌)  

    Here, we present a method for preparing vesicles by combining hydrothermal emulsification with solvent diffusion (SD). The sorbitan monolaurate/polyoxyethylene (20) sorbitan monolaurate (Span 20/Tween 20) system was used as the target lipid because these lipids are cheap and advantageous for the production scale. The water-in-oil (W/O) emulsion stabilized with lipids was formed under hydrothermal conditions (240 °C under 10 MPa), followed by mixing with water that included lipids to obtain a W/O-in-water (W/O/W) emulsion. The SD for the W/O/W emulsion as a subsequent process yielded vesicles. The optimal preparation conditions were 50:50 wt% Span 20/Tween 20 as a mixing ratio (final lipid concentration 12 mM), octanoic acid as an organic solvent, 240 °C for 4 min during the hydrothermal treatment, and 4 °C for 24 h in the SD process. The diameter of the vesicles obtained was at most 100 nm, which was comparable to that of the W/O/W emulsion before SD. This suggested that the W/O/W emulsion acted as a template for vesicle formation. The number density, diameter, and membrane properties of vesicles depend on the mixing ratio of the water/oil/lipid system. Specifically, the number density of vesicles was low relative to that of vesicles prepared by the conventional method.

    DOI: 10.1016/j.colsurfb.2021.111836

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  • Fibril growth behavior of amyloid β on polymer-based planar membranes: Implications for the entanglement and hydration of polymers

    Toshinori Shimanouchi, Miki Iwamura, Shintaro Deguchi, Yukitaka Kimura

    Applied Sciences (Switzerland)   11 ( 10 )   2021年5月

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    掲載種別:研究論文(学術雑誌)  

    The design of biosensors and artificial organs using biocompatible materials with a low affinity for amyloid β peptide (Aβ) would contribute to the inhibition of fibril growth causing Alzheimer’s disease. We systematically studied the amyloidogenicity of Aβ on various planar mem-branes. The planar membranes were prepared using biocompatible polymers, viz., poly(methyl methacrylate) (PMMA), polysulfone (PSf), poly(L-lactic acid) (PLLA), and polyvinylpyrrolidone (PVP). Phospholipids from biomembranes, viz., 1,2-dioleoyl-phosphatidylcholine (DOPC), 1,2-dipalmitoyl-phosphatidylcholine (DPPC), and polyethylene glycol-graft-phosphatidyl ethanolamine (PEG-PE) were used as controls. Phospholipid-and polymer-based membranes were prepared to determine the kinetics of Aβ fibril formation. Rates of Aβ nucleation on the PSf-and DPPC-based membranes were significantly higher than those on the other membranes. Aβ accumulation, cal-culated by the change in frequency of a quartz crystal microbalance (QCM), followed the order: PSf > PLLA > DOPC > PMMA, PVP, DPPC, and PEG-PE. Nucleation rates exhibited a positive correlation with the corresponding accumulation (except for the DPPC-based membrane) and a negative correlation with the molecular weight of the polymers. Strong hydration along the polymer backbone and polymer–Aβ entanglement might contribute to the accumulation of Aβ and subsequent fibrillation.

    DOI: 10.3390/app11104408

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  • Characterization of water/organic biphasic system in liquid-liquid slug flow under hydrothermal conditions: Solvation, vorticity, and hydrophobicity

    Toshinori Shimanouchi, Satoko Fujioka, Tatsuya Tanifuji, Kenta Yamamoto, Koichi Terasaka, Yukitaka Kimura

    Solvent Extraction Research and Development   28 ( 1 )   21 - 35   2021年

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    掲載種別:研究論文(学術雑誌)  

    The microcapillary was combined with the liquid-liquid slug flow to build the separation field. The partition behavior of seventeen kinds of substrates was investigated by using six kinds of water/organic biphasic systems under hydrothermal conditions (25 - 190° C at 10 MPa). The scale of hydrophobicity (HF) of water/organic biphasic system was estimated. The HF value for the biphasic system used here was comparable to the conventional aqueous two-phase systems and depended on the (de)solvation of substrates by water and organic solvent. Besides, the vortex field in the slug contributed to the enhanced mass transfer of substrates. Those results are available for the selection of water/organic biphasic system as the reactive separation of target materials.

    DOI: 10.15261/SERDJ.28.21

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  • Analysis of the Partitioning Behavior of Horseradish Peroxidase to Phospholipid and Surfactant Membranes

    Saki Fukuma, Toshinori Shimanouchi, Kazuma Yasuhara, Yukitaka Kimura

    Solvent Extraction Research and Development   27 ( 2 )   113 - 213   2020年

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    掲載種別:研究論文(学術雑誌)  

    The partitioning behavior of horseradish peroxidase (HRP) to phospholipid- and surfactant vesicles has been analyzed. Peripheral binding of the zwitterionic phospholipid vesicle membranes is proposed with insertion into the membrane interior of negatively charged surfactant vesicles, resulting from non-electrostatic interaction. The insertion of HRP is interpreted by considering the interaction between headgroups of phospholipid and between headgroups of surfactant.

    DOI: 10.15261/serdj.27.113

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  • Application of liposome membrane as the reaction field: A case study using the Horner–Wadsworth–Emmons reaction

    Toshinori Shimanouchi, Yuki Kitagawa, Yukitaka Kimura

    Journal of Bioscience and Bioengineering   128 ( 2 )   198 - 202   2019年8月

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    掲載種別:研究論文(学術雑誌)  

    The properties of the liposome membrane as a reaction field were investigated by focusing on the Horner–Wadsworth–Emmons reaction as a case study. Use of the liposomes existing in the gel phase resulted in the enhanced activity of the substrates and furnished the products with same E/Z stereoselectivity as in the liposome-free system. The membrane environment in the gel phase most likely assisted the formation of adducts that induced selective generation of the E-isomer. The possible role of liposomes is to assist the proton removal from the reactant, rather than providing the basic interfacial environment.

    DOI: 10.1016/j.jbiosc.2019.01.015

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  • Temperature Measurement by Sublimation Rate as a Process Analytical Technology Tool in Lyophilization

    Hidenori Kawasaki, Toshinori Shimanouchi, Hiroyuki Sawada, Hiroshi Hosomi, Yuta Hamabe, Yukitaka Kimura

    Journal of Pharmaceutical Sciences   108 ( 7 )   2305 - 2314   2019年7月

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    掲載種別:研究論文(学術雑誌)  

    Product temperature (Tb) and drying time constitute critical material attributes and process parameters in the lyophilization process and especially during the primary drying stage. In the study, we performed a temperature measurement by the sublimation rate (TMbySR) to monitor the Tb value and determine the end point of primary drying. First, the water vapor transfer resistance coefficient through the main pipe from the chamber to the condenser (Cr) was estimated via the water sublimation test. The use of Cr value made it possible to obtain the time course of Tb from the measurement of pressure at the drying chamber and at the condenser. Second, a Flomoxef sodium bulk solution was lyophilized by using the TMbySR system. The outcome was satisfactory when compared with that obtained via conventional sensors. The same was applicable for the determination of the end point of primary drying. A laboratory-scale application of the TMbySR system was evidenced via the experiment using 220-, 440-, and 660-vial scales of lyophilization. The outcome was not dependent on the loading amount. Thus, the results confirmed that the TMbySR system is a promising tool in laboratory scale.

    DOI: 10.1016/j.xphs.2019.02.015

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  • Kinetic pH Titration to Predict the Acid and Hydrothermal Conditions for the Hydrolysis of Disaccharides: Use of a Microcapillary System

    Toshinori Shimanouchi, Ryota Mano, Yu Yoshioka, Ayaka Fukuda, Kyung Min Park, Yukitaka Kimura

    Journal of Chemistry   2019   2019年

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    掲載種別:研究論文(学術雑誌)  

    The hydrolysis of disaccharides was conducted using a microcapillary system under hydrothermal conditions (up to 190°C at 10 MPa and pH 4-11). The hydrolysis reaction showed a sigmoidal progression with time, especially under alkaline conditions. Analysis using a kinetic model yielded the reaction induction period. The specific pH value (pHamb) at the induction time, which is the pH value corresponding to the progression of disaccharide hydrolysis, was peculiar to each disaccharide. Finally, the calculation of the electron density around the oxygen atom of the glycosidic bond between saccharides was found to roughly predict the pHamb value required for the progression of hydrolysis.

    DOI: 10.1155/2019/3985915

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  • Recent Development of Optimization of Lyophilization Process

    Hidenori Kawasaki, Toshinori Shimanouchi, Yukitaka Kimura

    Journal of Chemistry   2019   2019年

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    掲載種別:研究論文(学術雑誌)  

    The objective of this review is to survey the development of the optimization of lyophilization. The optimization study of the lyophilizer has been roughly developing by the order of (i) trial-and-error approach, (ii) process modeling using mathematical models, (iii) scalability, and (iv) quality-by-design. From the conventional lyophilization studies based on the trial-and-error, the key parameters to optimize the operation of lyophilization were found out, i.e., critical material attributes (CMAs), critical process parameters (CPPs), and critical quality attributes (CQAs). The mathematical models using the key parameters mentioned above have been constructed from the viewpoints of the heat and mass transfer natures. In many cases, it is revealed that the control of the primary drying stage determines the outcome of the lyophilization of products, as compared with the freezing stage and the secondary drying stage. Thus, the understanding of the lyophilization process has proceeded. For the further improvement of the time and economical cost, the design space is a promising method to give the possible operation range for optimizing the lyophilization operation. This method is to search the optimized condition by reducing the number of key parameters of CMAs, CPPs, and CQAs. Alternatively, the transfer of lyophilization recipe among the lab-, pilot-, and production-scale lyophilizers (scale-up) has been examined. Notably, the scale-up of lyophilization requires the preservation of lyophilization dynamics between the two scales, i.e., the operation of lab- or pilot-scale lyophilizer under HEPA-filtrated airflow condition. The design space determined by focusing on the primary drying stage is large and involves the undesired variations in the quality of final products due to the heterogeneous size distribution of ice crystals. Accordingly, the control of the formation of the ice crystal with large size gave impact on the product quality and the productivity although the large water content in the final product should be improved. Therefore, the lyophilization should take into account the quality by design (QbD). The monitoring method of the quality of the product in lyophilization process is termed the "process analytical technology (PAT)." Recent PAT tools can reveal the lyophilization dynamics to some extent. A combination of PAT tools with a model/scale-up theory is expected to result in the QbD, i.e., a quality/risk management and an in situ optimization of lyophilization operation.

    DOI: 10.1155/2019/9502856

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  • Scale-up procedure for primary drying process in lyophilizer by using the vial heat transfer and the drying resistance

    Hidenori Kawasaki, Toshinori Shimanouchi, Masaharu Yamamoto, Kanako Takahashi, Yukitaka Kimura

    Chemical and Pharmaceutical Bulletin   66 ( 11 )   1048 - 1056   2018年

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    掲載種別:研究論文(学術雑誌)  

    The objective of this study is to design primary drying conditions in a production lyophilizer based on a pilot lyophilizer. Although the shelf temperature and the chamber pressure need to be designed to maintain the sublimation interface temperature of the formulation below the collapse temperature, it is difficult to utilize a production lyophilizer to optimize cycle parameters for manufacturing. In this report, we assumed that the water vapor transfer resistance (Rp) in the pilot lyophilizer can be used in the commercial lyophilizer without any correction, under the condition where both lyophilizers were operated in the high efficiency particulate air (HEPA)-filtrated airflow condition. The shelf temperature and the drying time for the commercial manufacturing were designed based on the maximum Rp value calculated from the pilot lyophilizer (1008 vials) under HEPA-filtrated airflow condition and from the vial heat transfer coefficient of the production lyophilizer (6000 vials). And, the cycle parameters were verified using the production lyophilizer of 60000 vials. It was therefore concluded that the operation of lab- or pilot-scale lyophilizer under HEPA-filtrated airflow condition was one of important factors for the scale-up.

    DOI: 10.1248/cpb.c18-00516

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  • Effect of controlled nucleation of ice crystals on the primary drying stage during lyophilization

    Hidenori Kawasaki, Toshinori Shimanouchi, Kanako Takahashi, Yukitaka Kimura

    Chemical and Pharmaceutical Bulletin   66 ( 12 )   1122 - 1130   2018年

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    掲載種別:研究論文(学術雑誌)  

    The freezing stage cannot be directly controlled, which leads to variation in product quality and low productivity during the lyophilization process. Our objective was to establish a robust design space for the primary drying stage using ice nucleation control based on the pressurization and depressurization technique. We evaluated the specific surface area (SSA), water content, scanning electron microscopy (SEM) images, and water vapor transfer resistance of the dried layer (Rp) of the products. The ice nucleation control resulted in a reduction of the SSA value and in an increase in water content. SEM observation suggested that the ice nucleation control enabled formation of large ice crystals, which was consistent with the reduction in the Rp value. As a result, the generation of collapsed cakes was inhibited, whereas 18% of the collapsed cakes were observed without ice nucleation control. Finally, this technique succeeded in determining a robust design space for the primary drying stage to produce uniform products of higher productivity. It was considered, from the present findings, that controlling the formation of large ice crystals impacted the product quality and productivity.

    DOI: 10.1248/cpb.c18-00494

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  • Indocyanine green-laden poly(ethylene glycol)-block-polylactide (PEG-b-PLA) nanocapsules incorporating reverse micelles: Effects of PEG-b-PLA composition on the nanocapsule diameter and encapsulation efficiency

    Takaichi Watanabe, Yui Sakamoto, Tetsuya Inooka, Yukitaka Kimura, Tsutomu Ono

    Colloids and Surfaces A: Physicochemical and Engineering Aspects   520   764 - 770   2017年5月

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    掲載種別:研究論文(学術雑誌)  

    Reverse micelles are thermodynamically stable systems, with a capacity to encapsulate hydrophilic molecules in their nanosized core, which is smaller than the core generally obtained with water-in-oil-emulsion droplets. Herein, we present a simple technique for the preparation of poly(ethylene glycol)-block-polylactide (PEG-b-PLA) nanocapsules encapsulating a hydrophilic photosensitizer (indocyanine green, ICG), which exploits reverse micelle formation and subsequent emulsion-solvent diffusion. We establish the effect of the PEG-b-PLA composition and the co-surfactant volume on the diameter and water content of the reverse micelles. We demonstrate that the composition of PEG-b-PLA affects also the diameter and encapsulation efficiency of the resulting nanocapsules. We show that the ICG-laden nanocapsules fabricated under the most optimal conditions have a diameter of approximately 100 nm and an ICG encapsulation efficiency of 58%. We believe that the method proposed here is a promising step towards the preparation of hydrophilic drug-laden polymer nanocapsules with a small diameter and therefore suitable for use in drug delivery applications based on enhanced permeability and retention (EPR) effect-driven passive targeting.

    DOI: 10.1016/j.colsurfa.2017.02.039

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  • Effect of wet and dry torrefaction process on fuel properties of solid fuels derived from bamboo and Japanese cedar

    Wei Yang, Shengji Wu, Hui Wang, Pengyu Ma, Toshiniri Shimanouchi, Yukitaka Kimura, Jie Zhou

    BioResources   12 ( 4 )   8629 - 8640   2017年

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    掲載種別:研究論文(学術雑誌)  

    Torrefaction is a promising pretreatment process to convert biomass into high energy density solid fuel for further thermal conversion systems. In this study, the effects of wet and dry torrefaction on the properties of solid fuels prepared from bamboo and Japanese cedar were investigated in a batch reactor. The yields of solid fuels decreased with increasing treatment temperature in both torrefaction processes, mainly due to the decomposition of cellulose and hemicellulose. Cellulose showed higher reactivity than hemicellulose in both biomasses. The higher heating values (HHV) of solid fuels prepared at the treatment temperatures higher than 240 °C in both torrefaction processes reached the same level as those of commercial coals. Wet torrefaction was better than dry torrefaction for decomposing bamboo and Japanese cedar. Dry torrefaction had more favorable impact than wet torrefaction on improving the fuel properties of bamboo and Japanese cedar because of its lower energy input, higher solid fuel yield, higher energy yield, and similar HHV under the same conditions. The crystalline structure of solid fuel had no great change below 260 °C in both torrefaction processes and was completely destroyed at 300 °C during dry torrefaction.

    DOI: 10.15376/biores.12.4.8629-8640

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  • Calcein leakage behavior from vesicles induced by proteinvesicle interaction: A study by surface pressurearea isotherms

    Saki Fukuma, Toshinori Shimanouchi, Keita Hayashi, Yukitaka Kimura

    Chemistry Letters   46 ( 7 )   1036 - 1039   2017年

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    掲載種別:研究論文(学術雑誌)  

    The release behavior of substrates encapsulated in the vesicle can be controlled by the interaction between the vesicular membrane and the protein. However, its control mechanism is still now unknown. Therefore, the proteinvesicle interaction was investigated by a A isotherm. It was clarified that the released amount of encapsulated substrates increased with increasing proteinvesicle interaction. This result leads to the development of drug delivery systems (DDS) and of biosensor technology.

    DOI: 10.1246/cl.170119

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  • Chemical conversion and liquid-liquid extraction of 5-hydroxymethylfurfural from fructose by slug flow microreactor

    Toshinori Shimanouchi, Yoshitaka Kataoka, Tatsuya Tanifuji, Yukitaka Kimura, Satoko Fujioka, Koichi Terasaka

    AIChE Journal   62 ( 6 )   2135 - 2143   2016年6月

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    掲載種別:研究論文(学術雑誌)  

    A dehydration of fructose in the water/methyl isobuthyl ketone (MIBK) biphasic system can yield 5-hydroxymethylfurfural (HMF) to be successfully extracted into the organic MIBK phase. The HMF production and yield in MIBK phase was discussed by using a simplified model taking into consideration of the slug flow. The extraction resistance of HMF across the interface between water and MIBK depended on the line velocity and the flow rate ratio. It was likely that the velocity field generated in the slug flow contributed to an increase in the mass transfer of HMF.

    DOI: 10.1002/aic.15201

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  • Surface properties of woody thin boards composed of commercially available lignin and cellulose: Relationship between the orientation of lignin and water repellency

    Toshinori Shimanouchi, Tomoya Kamba, Wei Yang, Satoka Aoyagi, Yukitaka Kimura

    Applied Surface Science   347   406 - 413   2015年8月

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    掲載種別:研究論文(学術雑誌)  

    Woody thin boards were prepared from lignin, cellulose, and water by compression molding at 180°C and 25 MPa for 10 min. Boards with higher contact angles gave lower values of relative permittivity on their surface. Attenuated-total reflection Fourier transfer infrared spectroscopy suggested that more lignin existed on the surface of the boards with the high contact angle, which was also supported by scanning electron microscopy and atomic force microscopy. Our findings thus revealed that the orientation of lignin at the surface resulted in increased hydrophobicity of the surface and contributed to the enhancement of water repellency.

    DOI: 10.1016/j.apsusc.2015.03.139

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  • Characterization of the residue and liquid products produced from husks of nuts from carya cathayensis sarg by hydrothermal carbonization

    Wei Yang, Toshinori Shimanouchi, Yukitaka Kimura

    ACS Sustainable Chemistry and Engineering   3 ( 4 )   591 - 598   2015年4月

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    掲載種別:研究論文(学術雑誌)  

    Hydrothermal carbonization is considered to be an environment-friendly method to pretreat biomass. Therefore, hydrothermal carbonization of the husks of nuts from Carya cathayensis Sarg, at various temperatures and pHs were performed and the fuel properties of the obtained residue, water-soluble products (WSP) and acetone-soluble products (ASP) were characterized. It was found that the residue yield decreased with increasing hydrothermal carbonization temperature while the yield of total soluble products (WSP and ASP) was nearly the same. The residue and total soluble products yields had no large changes in the pH range of 4.0-10.0, but fewer residues and more total soluble products were obtained at pH 13.0. It was confirmed that hemicellulose was more reactive than cellulose and lignin during hydrothermal carbonization and that lignin could be effectively hydrolyzed/decomposed at pH 13.0. The higher heating values (HHVs) of residues were in the ranges of 22.0 to 28.2 MJ kg-1 at temperatures from 180 to 260 °C and pH from 4.0 to 10.0. The HHVs of these residues could be comparable with those of some commercial coals, such as lignite. However, the HHVs of residues decreased when the pH reached to 13.0. The WSP and ASP showed lower HHVs compared with heavy fuel oils, which meant the HHVs of WSP and ASP should be increased before being applied as bio-fuels.

    DOI: 10.1021/acssuschemeng.5b00103

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  • Elevating the fuel properties of Humulus lupulus, Plumeria alba and Calophyllum inophyllum L. through wet torrefaction

    Wei Yang, Toshinori Shimanouchi, Miki Iwamura, Yuki Takahashi, Ryota Mano, Kohei Takashima, Tatsuya Tanifuji, Yukitaka Kimura

    Fuel   146   88 - 94   2015年4月

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    掲載種別:研究論文(学術雑誌)  

    Wet torrefaction is an effective process to improve the fuel properties of a biomass. However, different biomasses have different component weight ratios and it is possible that not all biomasses are suitable for wet torrefaction treatment. Here we conducted wet torrefaction using three types of biomass with different component weight ratios: Humulus lupulus (HL, the common hop), Plumeria alba (PA, an evergreen shrub) and Calophyllum inophyllum L. (CIL, an evergreen tree). The fuel properties of the obtained solid fuels were characterized. We found that lignin made the main contribution to the solid fuel yield. The reactivity of cellulose and hemicellulose in each biomass was affected by the biomass species and the component weight ratio of the biomass. The wet torrefaction was observed to efficiently elevate the fuel properties of carbon content, atomic H/C and O/C ratios, higher heating value (HHV) and hydrophobicity of all three types of biomass. The HHVs of the solid fuels prepared at 260 °C are comparable to those of commercial coals such as Northumerland No. 81/2 Sem. Anth. Coal, Jhanjra Bonbahal Seam Coal-R-VII, and German Braunkohole lignite. These solid fuels could be co-combusted with German Braunkohole lignite without a significant change in the combustion properties of German Braunkohole lignite because of their similar atomic H/C and O/C ratios as well as HHVs. At the wet torrefaction temperature of 260 °C, the solid fuel delivered from CIL had lower HHV compared to those from HL and PA although CIL contained the highest lignin content, which has a higher HHV than those of cellulose and hemicellulose. Scanning electron microscopy images of the solid fuels revealed that wet torrefaction was able to completely destroy the biomass surface and create numerous pores and cracks on the solid fuels surface, indicating that the solid fuels have the potential to be used as a source of carbon materials such as activated carbon in addition to their use as bio-fuels.

    DOI: 10.1016/j.fuel.2015.01.005

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  • Influence of sugar surfactant structure on the encapsulation of oil droplets in an amorphous sugar matrix during freeze-drying 査読

    S. Nakayama, Y Kimura, S. Miki, J. Oshitani, T. Kobayashi, S. Adachi, T. Matsuura, H. Imanaka, N. Ishida, H. Tada, K. Nakanishi, K. Imamura

    Food Research International   70   143 - 149   2015年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCIENCE BV  

    The encapsulation of O/W emulsion droplets in a freeze-dried amorphous sugar matrix was investigated, focusing on the impact of the molecular structure of the emulsifying surfactant. O/W emulsions, containing various surfactants, were freeze-dried in the presence of a sugar. Thirty types of surfactants, including eighteen different sugar surfactants and ten types of commercially available sugar ester mixtures, were used. Linoleic acid methyl ester and trehalose were used as the oil phase and sugar. The amounts of oil droplets encapsulated in freeze-dried amorphous sugar matrix were analyzed by Fourier transform Infrared spectroscopy. Sugar surfactants were generally superior to the other classes of surfactants for oil droplet encapsulation during freeze-drying, and there was the optimum alkyl chain length of the sugar surfactant. Sugar esters generally exhibited greater oil encapsulation than sugar ethers. Larger sugar head group appeared to result in better encapsulation in the case of sugar esters, but the opposite tendency was found for sugar ethers. A limited combination of sugar surfactants (15% sucrose mono- and 85% di-stearate) resulted in the maximum oil droplet encapsulation efficiency although these surfactants are individually quite poor in the encapsulation and other tested combinations did not improve the encapsulation efficiency relative to their individual effectiveness. (C) 2015 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.foodres.2015.02.003

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  • Characterization of hydrochar prepared from hydrothermal carbonization of peels of Carya cathayensis sarg

    Wei Yang, Toshinori Shimanouchi, Yukitaka Kimura

    Desalination and Water Treatment   53 ( 10 )   2831 - 2838   2015年3月

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    掲載種別:研究論文(学術雑誌)  

    Hydrothermal carbonization of peels of Carya cathayensis sarg (PCCS) by subcritical water or acetone- and ethanol-modified subcritical water was carried out at the temperature from 280 to 360°C and coal-like hydrochar was obtained. The hydrochar yield decreased with increasing of treatment temperature, but the higher heating value (HHV) and carbon content of hydrochar were promoted at higher treatment temperature. The HHV of hydrochar was in range of 30–46 MJ/kg with an increase from 52.4 to 127.6%, compared to the original PCCS. The HHVs of hydrochars obtained at 360°C could be comparable with those of heavy fuel oil (42.9 MJ/kg) and diesel oil (45.7 MJ/kg). The O/C and H/C values of hydrochar were similar to those of lignite and subbituminous, except the ash content. Especially, the O/C and H/C values of hydrochars prepared at 360°C could be compatible with those of bituminous. When treated with acetone- or ethanol-modified subcritical water, a synergistic effect of acetone–water or ethanol–water for hydrothermal carbonization was observed; the liquefaction rate with acetone–water or ethanol–water mixture was larger than that of water or acetone or ethanol only. There was no significant change on the O/C and H/C values and HHV on the hydrochar, although more PCCS, was decomposed when using acetone–water or ethanol–water mixture.

    DOI: 10.1080/19443994.2014.931537

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  • Preparation of biodegradable foam from walnut shells treated by subcritical water

    Wei Yang, Ichiro Shimizu, Tsutomu Ono, Yukitaka Kimura

    Journal of Chemical Technology and Biotechnology   90 ( 1 )   44 - 49   2015年1月

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    掲載種別:研究論文(学術雑誌)  

    BACKGROUND: Subcritical water treatment is considered an environment-friendly method to liquefy biomass to prepare valuable chemicals. Several researchers have studied the solid obtained after autohydrolysis treatment for use as reinforcement in biocomposities and was the base pulp and paper technologies. The novelty of this present research is the use of solid in the manufacture of starch foams. RESULTS: Subcritical water was used to extract hemicellulosic carbohydrate from walnut shells at temperatures from 160 to 260°C for 15min and at 200°C for various treatment times. The maximum yield was obtained at 200°C for 15min. The residue of the walnut shells obtained at the maximum carbohydrates extraction yield was used to prepare a biodegradable foam by compounding with corn starch using a technique similar to compression molding. It was found that replacing 20% of the corn starch by the residue had no deleterious effects on the density and morphology, as indicated by scanning electron microscopy. The prepared foams had a dense outer skin and a less dense interior with large, mostly open cells. The flexural strains were similar to that of foamed polystyrene and the flexural modulus and flexural stresses were larger. CONCLUSION: It was considered that the prepared biodegradable foam was a promising material to take the place of plastic products in the future.

    DOI: 10.1002/jctb.4451

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  • Investigation of the degradation kinetic parameters and structure changes of microcrystalline cellulose in subcritical water

    Wei Yang, Toshinori Shimanouchi, Shengji Wu, Yukitaka Kimura

    Energy and Fuels   28 ( 11 )   6974 - 6980   2014年11月

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    掲載種別:研究論文(学術雑誌)  

    Cellulose is the most abundant nature polymer and the main component in all biomass. In this study, the degradation kinetic parameters and structure changes of microcrystalline cellulose (MCC), which served as fundamental studies for degradation of biomass in subcritical water, were investigated at the temperature range from 100 to 300 °C. The yield of the MCC residue began to decrease at 205 °C and reached the lowest value at 275 °C. However, it showed an increase at the temperature higher than 275 °C. The degradation area of MCC (205-275 °C) was separated into zones 1 and 2 with 245 °C as a boundary. The activation energy (E), pre-exponential factor (A), and reaction order (n) of MCC in each zone were 226.5 kJ mol-1, 2.3 × 1023 s-1, and 0.6 (zone 1) and 423.1 kJ mol-1, 9.0 × 1040 s-1, and 0.5 (zone 2), respectively. There showed a breaking point of 245 °C for the Arrhenius plot in the reaction area. The surface morphology of the MCC residue had no significant change below 260 °C, as indicated by scanning electron microscopy (SEM) images. However, it was completely destroyed at the temperature above 275 °C, and MCC residues with strong pore structures were obtained at higher temperatures. The structures of the crystalline region of the MCC residue below 275 °C had no significant change, although 89.2% MCC was degraded at 275 °C. However, they nearly disappeared at higher temperatures with the steeply reducing crystallinity index of MCC at the same time. As for the degradation mechanism of MCC, it was proposed that only the surface of MCC was degraded at 205-245 °C and the hydrogen and glycosidic bonds on the interior of MCC fibrils were destroyed at the temperature range from 245 to 275 °C. Finally, the remaining MCC as well as generated oligomer and monomer were further degraded at higher temperatures.

    DOI: 10.1021/ef501702q

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  • Extraction of reducing sugar with anti-oxidative scavengers from peels of Carya cathayensis sarg.: Use of subcritical water

    Toshinori Shimanouchi, Shohei Ueno, Wei Yang, Yukitaka Kimura

    Environmental Engineering Research   19 ( 1 )   41 - 45   2014年3月

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    掲載種別:研究論文(学術雑誌)  

    The peels of Carya cathayensis Sarg. (PCCS) were treated under subcritical water conditions (130°C to 280 °C for 0 to 120 min). The extract from PCCS included reducing sugar, proteins, and compounds with radical scavenging activity. Addressing the reducing sugar that is a resource of bioethanol, we could maximize the reducing sugar under the subcritical water (190°C for 60 min) and obtain 0.24 g/g-sample together with 9.7 units/mg-sample of radical scavenging activity. The obtained extract was estimated to correspond to 1 L of bioethanol/100 g-sample. It was therefore considered that the treatment by subcritical water could yield reducing sugar and natural compounds with radical scavenging activity. © 2014 Korean Society of Environmental Engineers.

    DOI: 10.4491/eer.2014.19.1.041

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  • Rapid conversion of glycerol to lactic acid under alkaline hydrothermal conditions, by using a continuous flow reaction system

    Toshinori Shimanouchi, Shouhei Ueno, Kazuki Shidahara, Yukitaka Kimura

    Chemistry Letters   43 ( 4 )   535 - 537   2014年

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    掲載種別:研究論文(学術雑誌)  

    A rapid conversion of glycerol to lactic acid (lactate) could be successfully achieved under alkaline hydrothermal conditions, by using a continuous flow reaction system. A rapid conversion by a continuous flow-type reaction system made it possible to achieve the reaction under high-temperature conditions without side reactions. The rapid conversion and high reaction yield (reaction: 2min; yield: 90%) resulted from the rapid temperature-shift advantageous for the inhibition of side reactions. © 2014 The Chemical Society of Japan.

    DOI: 10.1246/cl.131160

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  • Monodisperse polylactide microcapsules with a single aqueous core prepared via spontaneous emulsification and solvent diffusion

    Takaichi Watanabe, Yukitaka Kimura, Tsutomu Ono

    RSC Advances   4 ( 10 )   4872 - 4877   2014年

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    掲載種別:研究論文(学術雑誌)  

    A simple approach to preparing monodisperse poly(d,l-lactide) (PDLLA) microcapsules with a single aqueous core is developed. The method is based on automatic water-in-oil-in-water double emulsion formation from oil-in-water single emulsion via spontaneous emulsification which voluntarily disperses part of continuous aqueous phase into the dispersed oil phase dissolving oil-soluble amphiphilic diblock copolymer, poly(d,l-lactide)-b-poly(2-dimethylaminoethyl methacylate)(PDLLA-b-PDMAEMA), followed by coalescence of tiny water droplets within the polymer droplets, coupled with quick precipitation of polymers by diluting the emulsion with water. In this study, we have investigated the effect of PDLLA to PDLLA-b-PDMAEMA ratios and flow rates of each solution during preparing the emulsion on the final morphology and the size of the microcapsules. It was found that the polymer blend ratio played a crucial role in determining internal structure of the microcapsules. The microcapsules size decreased with the increment of the flow rate ratios of the continuous phase to the dispersed phase and eventually reached 10 μm, while maintaining narrow size distribution. In addition, we have demonstrated that the microcapsules can encapsulate both hydrophilic and hydrophobic compounds during the formation. © 2014 The Royal Society of Chemistry.

    DOI: 10.1039/c3ra44066d

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  • Water / Methyl isobutyl ketone (MIBK) biphasic system in slug flow under high temperature and pressure conditions

    Toshinori Shimanouchi, Tatsuya Tanifuji, Satoko Fujioka, Koichi Terasaka, Yukitaka Kimura

    Solvent Extraction Research and Development   21 ( 2 )   201 - 209   2014年

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    掲載種別:研究論文(学術雑誌)  

    The clarification of the partition property of substrates in a water / organic biphasic system is useful in the development of a reaction / separation process for value-added materials, especially under high temperature and pressure conditions. In this study, the water / methyl isobuthyl ketone (MIBK) biphasic system was investigated under various temperatures (25 - 190 °C) at 10 MPa. The partitioning behavior of substrates such as furfural derivatives, amino acids, and saccharides, depended on the temperature and the flow rate ratio of MIBK to the water phase. The scale of hydrophobicity (HF) of the water / MIBK biphasic system to determine the partitioning behavior of substrates was estimated based on the partitioning behavior of amino acids. The HF value for the water / MIBK phase flow system of was greater than that for the batch system and comparable to that for conventional aqueous two-phase systems such as polyethylene glycol / dextran and liposome membrane systems. It was probably because an increase of the surface-to-volume ratio and the vortex field in the slug flow contributed to the mass transfer of substrates and their distribution.

    DOI: 10.15261/serdj.21.201

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  • Subcritical water-Assisted emulsification of oil/water: The effect of the solubility of the organic solvent and surfactants

    Toshinori Shimanouchi, Takashi Tange, Yukitaka Kimura

    Solvent Extraction Research and Development   21 ( 2 )   223 - 230   2014年

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    掲載種別:研究論文(学術雑誌)  

    The formation of finely monodispersed oil-in-water (O/W) emulsions under high temperature and pressure conditions (240 °C and 10 MPa) depended on the solubility of the oil in water. Fatty acids with large solubilities in water favored the formation of oil droplets in emulsions of less than 100 nm in diameter. The water dissolved in the oil droplets participated throughout the cooling process, followed by the break-down of the oil droplets. In contrast, organic solvents with lower solubilities in water formed oil droplets in emulsions that had at most a diameter of 300 nm.

    DOI: 10.15261/serdj.21.223

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  • Subcritical water-assisted emulsification of decane/water: Influence of surfactants

    Toshinori Shimanouchi, Takashi Tange, Yukitaka Kimura

    Solvent Extraction Research and Development   21 ( 1 )   103 - 110   2014年

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    掲載種別:研究論文(学術雑誌)  

    A finely monodispersed oil-in-water (O/W)emulsion was obtainedunder high temperature and pressureconditions(240 °C and 10 MPa). A coarse emulsion stabilized by Tween 20 was prepared in advance from the decane/water system to be treated under the subcritical conditions. The treated coarse emulsion was thereafter mixed with the aqueous solution including surfactants to improve the monodispersity of the oil droplets. The subcritical condition could supply sufficient energy to produce finely dispersed oil droplets (~233 nm in diameter).

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  • Microfluidic fabrication of monodisperse polylactide microcapsules with tunable structures through rapid precipitation

    Takaichi Watanabe, Yukitaka Kimura, Tsutomu Ono

    Langmuir   29 ( 46 )   14082 - 14088   2013年11月

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    掲載種別:研究論文(学術雑誌)  

    We describe a versatile and facile route to the continuous production of monodisperse polylactide (PLA) microcapsules with controllable structures. With the combination of microfluidic emulsification, solvent diffusion, and internal phase separation, uniform PLA microcapsules with a perfluorooctyl bromide (PFOB) core were successfully obtained by simply diluting monodisperse ethyl acetate (EA)-in-water emulsion with pure water. Rapid extraction of EA from the droplets into the aqueous phase enabled the solidification of the polymer droplets in a nonequilibrium state during internal phase separation between a concentrated PLA/EA phase and a PFOB phase. Higher-molecular-weight PLA generated structural complexity of the microcapsules, yielding core-shell microcapsules with covered with small PFOB droplets. Removal of the PFOB via freeze drying gave hollow microcapsules with dimpled surfaces. The core-shell ratios and the diameter of these microcapsules could be finely tuned by just adjusting the concentration of PFOB and flow rates on emulsification, respectively. These biocompatible microcapsules with controllable size and structures are potentially applicable in biomedical fields such as drug delivery carriers of many functional molecules. © 2013 American Chemical Society.

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  • Simplified model for extraction of 5-hydroxymethylfurfural from fructose: Use of water/oil biphasic system under high temperature and pressure conditions

    Toshinori Shimanouchi, Yoshitaka Kataoka, Masahiro Yasukawa, Tsutomu Ono, Yukitaka Kimura

    Solvent Extraction Research and Development   20   205 - 212   2013年

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    掲載種別:研究論文(学術雑誌)  

    5-Hydroxymethylfurfural (HMF) was obtained from the dehydration of fructose under high temperature and pressure conditions (180 °C and 10 MPa). To avoid the decomposition of HMF in the bulk aqueous phase, we dehydrated fructose in the water / metyl isobuthyl ketone (MIBK) biphasic system. The HMF could be successfully extracted into the organic MIBK phase without further decomposition of HMF. We present a simplified model taking into consideration of the slug flow with the wall film to maximize the HMF yield in the MIBK phase. It was likely that the slug flow contributed to an increase in the surface-to-volume ratio for the mass transfer of HMF.

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  • Absorption of the indigestible disaccharide, β-1,4-mannobiose, from coconut by the Rat Portal Vein 査読

    Hiroyuki Kanatani, Yukitaka Kimura, Masashi Asanoma, Akihiro Nakamura, Motohiko Hirotsuka, Shuji Adachi

    Bioscience, Biotechnology and Biochemistry   76 ( 3 )   575 - 577   2012年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    The intestinal absorption of β-1,4-mannobiose by rats was investigated. Mannobiose was detected in the portal vein plasma by matrix-assisted laser desorption ionization/time of flight mass spectrometry after its administration to rats. The presence of mannobiose in the rat plasma was confirmed by an experiment using β-mannosidase. These results indicate that mannobiose was directly absorbed through the intestines even without being hydrolyzed.

    DOI: 10.1271/bbb.110731

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  • Continuous fabrication of monodisperse polylactide microspheres by droplet-to-particle technology using microfluidic emulsification and emulsion-solvent diffusion 査読

    Takaichi Watanabe, Tsutomu Ono, Yukitaka Kimura

    Soft Matter   7 ( 21 )   9894 - 9897   2011年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    Monodisperse polylactide (PLA) microspheres were continuously fabricated by microfluidic emulsification and subsequent dilution in water. The diameter was precisely tuned from 6 to 50 μm by changing the flow rate of the fluids in microfluidics or the PLA concentration in the dispersed phase. The use of amphiphilic oil-soluble poly(ethylene glycol)-b-polylactide (o-PEG-PLA) as a matrix resulted in a highly porous microsphere morphology, and the porosity was controlled by blending PLA. Therefore, monodisperse PLA microspheres with the predetermined surface porosity were continuously produced by just enough reagents and energy. © 2011 The Royal Society of Chemistry.

    DOI: 10.1039/c1sm05910f

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  • Decomposition and discoloration kinetics of L-ascorbic acid powders in superheated steam 査読

    Yuka Horagai, Lan-hsin Hung, Yukitaka Kimura, Shuji Adachi

    LWT-FOOD SCIENCE AND TECHNOLOGY   41 ( 10 )   2113 - 2117   2008年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCIENCE BV  

    The decomposition and discoloration of powdery L-ascorbic acid in superheated steam were observed in the temperature range of 140-180 degrees C. For comparison, the decomposition and discoloration were also measured in the temperature range in hot air and at 180 degrees C in nitrogen. L-Ascorbic acid decomposed faster in superheated steam than in hot air. Discoloration was also more remarkable for the L-ascorbic acid treated in the superheated steam. The Weibull equation was applicable to the decomposition in both superheated steam and hot air. The early stage of discoloration was assumed to be expressed by zeroth-order kinetics. In the latter stage, fading occurred and the process was expressed by first-order kinetics which was modified to level off at a certain value. (C) 2007 Swiss Society of Food Science and Technology. Published by Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.lwt.2007.11.014

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  • Synthesis of glyceryl ferulate by immobilized ferulic acid esterase 査読

    Takemasa Matsuo, Takashi Kobayashi, Yukitaka Kimura, Moriyasu Tsuchiyama, Tadanobu Oh, Tatsuji Sakamoto, Shuji Adachi

    BIOTECHNOLOGY LETTERS   30 ( 12 )   2151 - 2156   2008年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SPRINGER  

    Glyceryl ferulate was synthesized by the condensation of ferulic acid with glycerol using Pectinase PL "Amano" from Aspergillus niger, which contained ferulic acid esterase, to improve the water-solubility of ferulic acid. The optimum reaction medium was glycerol/0.1 M acetate buffer, pH 4.0, (98:2 v/v). The enzyme immobilized onto Chitopearl BCW3003 exhibited the highest activity among the those immobilized onto various kinds of Chitopearl BCW resins. The optimum temperature for the immobilized enzyme was 50 degrees C, and it could be reused at least five times without a significant loss in activity for the synthesis of glyceryl ferulate in batch reaction. Storage of the reaction mixture at 25 degrees C improved the molar fraction of glyceryl ferulate relative to the dissolved ferulic residues.

    DOI: 10.1007/s10529-008-9814-2

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  • Thermal Stability of Immobilized Lipase from Candida antarctica in Glycerols with Various Water Contents at Elevated Temperatures 査読

    Takashi Kobayashi, Takemasa Matsuo, Yukitaka Kimura, Shuji Adachi

    JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY   85 ( 11 )   1041 - 1044   2008年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SPRINGER  

    The immobilized lipase from Candida antarctica (fraction B, CALB) was incubated in glycerols with various water contents at 80-100 degrees C to measure the residual activity as a function of time. The glycerol-containing water stabilized the immobilized CALB, especially at 30-60 wt% water contents. The thermal inactivation behaviors of the immobilized CALB were expressed by a model in which the free energy of activation for the inactivation of the immobilized lipase molecules obeyed a Gaussian distribution.

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  • Properties of Extracts from Wheat Bran by Subcritical Water Treatment 査読

    KATAOKA Masaaki, WIBOONSIRIKUL Jintana, KIMURA Yukitaka, ADACHI Shuji

    Food science and technology research   14 ( 6 )   553 - 556   2008年11月

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    記述言語:英語   出版者・発行元:Japanese Society for Food Science and Technology  

    Wheat bran was extracted with water and subcritical water from 50°C to 260°C for 5 min. The highest extracted yield of ca. 53% on a weight basis was achieved at 200°C, at which the maximum saccharide content was also obtained. The protein, total phenolic, hydroxymethylfurfural and furfural contents were the highest at 240°C. The radical scavenging activity was also the highest at 240°C. It was demonstrated that the extract prepared at 250°C had the ability to suppress the autoxidation of linoleic acid by lengthening the induction period. The bran extracts prepared from 50°C to 200°C exhibited emulsifying activity.

    DOI: 10.3136/fstr.14.553

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  • 種々の含水率のL-アスコルビン酸2-グルコシドの消失および着色の動力学 査読

    洪 蘭心, 木村 幸敬, 安達 修二

    日本食品工学会誌   9 ( 3 )   135 - 141   2008年9月

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    記述言語:英語   出版者・発行元:日本食品工学会  

    食品成分の変質は一般に好ましくない現象であり, 品質劣化の一因となる.品質劣化の合理的な抑制法の開発には, 質的な変化に関する化学的な解明とともに, 速度論的な知見も必要である.そこで著者らは, 酸化防止剤などとして各種食品に広く使用され, 劣化しやすいことが知られているL-アスコルビン酸 (ビタミンC) の粉末状態での分解と着色について速度論的な検討を行っている.<BR>まず, 種々の含水率に調整したL-アスコルビン酸粉末の60~90℃における分解および着色過程を測定した [4] .いずれの含水率および温度でも分解過程は一次反応速度式で表現できたが, 着色過程は1次速度式が適用できず, 含水率と温度に依存して異なる最大着色度に漸近するように修正したWeibull式で表現した.また, 各過程に対する速度定数の温度依存性はいずれの含水率においてもArrhenius式で整理できた.なお, 保存温度が高く試料の含水率が高いほど最大着色度が大きかった.<BR>次に, L-アスコルビン酸の疎水性誘導体である6-O-パルミトイル-L-アスコルビン酸の消失および着色過程に及ぼす含水率と温度の影響を検討した [8] .消失過程は形状係数が約0.8の単純なWeibull式で表現でき, 着色過程はL-アスコルビン酸と同様に, 含水率と温度に依存して異なる最大着色度に漸近するように修正したWeibull式で表現できた.また, 消失および着色過程に対する速度定数の温度依存性はいずれもArrhenius式で整理できた.さらに, 同じモル比の水を含むL-アスコルビン酸と6-O-パルミトイルーL-アスコルビン酸の着色過程の比較から, 疎水性のパルミトイル基の導入はL-アスコルビン酸の着色を抑制することを示した.<BR>そこで本研究では, L-アスコルビン酸に親水性のグルコース残基を付加したL-アスコルビン酸2-グルコシドの消失および着色過程に対する含水率と温度の影響を検討した.L-アスコルビン酸2-グルコシドの消失過程も単純なWeibull式で表現でき, 速度定数kdと形状係数ndはいずれも保存温度が高いほど, また含水率が高いほど大きかった.L-アスコルビン酸2-グルコシドは, L-アスコルビン酸とグルコースに加水分解されたのち, レアスコルビン酸が他の物質に変化する逐次過程を考え, 各過程が1次反応速度式に従うと仮定して, L-アスコルビン酸量の経時変化を解析した.L-アスコルビン酸2-グルコシドの加水分解過程の速度定数klとレアスコルビン酸2-グルコシドの消失過程の速度定数kdの比較から, レアスコルビン酸2-グルコシドの消失はすべてが上述の逐次的な過程を経るのではなく, L-アスコルビン酸2-グルコシド自体の分解などにより消失する過程も並列的に進行することを示唆した.<BR>L-アスコルビン酸2-グルコシドの500nmにおける吸光度の変化は, レアスコルビン酸および6-O-パルミトイルーレアスコルビン酸と同様に, 最大吸光度Amaxに漸近するように修正したWeibull式で表現できた.Amaxは含水率が高いほど大きく, 保存温度による影響は顕著ではなかった.また, 形状係数ncも温度に依存せずほぼ2.0±0.5であった.速度定数kcは高温ほど大きく, また含水率が高い試料ほど小さかった.<BR>L-アスコルビン酸, 6-O-パルミトイルーL-アスコルビン酸およびL-アスコルビン酸2-グルコシドについて, モル基準で同程度の水 (モル比0.92~1.13) を添加した試料の70℃における着色過程を比較した.レアスコルビン酸2-グルコシドの着色過程はL-アスコルビン酸より遅く, 6-O-パルミトイルーL-アスコルビン酸より速かった.したがって, L-アスコルビン酸へのグルコース残基の導入は着色を抑制するが, その効果はパルミトイル基のそれより弱いことが示された.その理由として, L-アスコルビン酸2-グルコシドが親水的で加水分解されやすく, 生成したレアスコルビン酸が着色しやすいことが考えられる.

    DOI: 10.11301/jsfe2000.9.135

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  • Effects of sodium chloride on the degradation of hexoses and the hydrolysis of sucrose in subcritical water 査読

    Jin Ohshima, Shabnam Haghighat Khajavi, Yukitaka Kimura, Shuji Adachi

    EUROPEAN FOOD RESEARCH AND TECHNOLOGY   227 ( 3 )   799 - 803   2008年7月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SPRINGER  

    The effects of sodium chloride on the degradation of hexoses at 220 degrees C and the hydrolysis of sucrose at 170 degrees C in subcritical water were examined. Sodium chloride accelerated the degradation at 220 degrees C of any hexose, especially the degradation of galactose which significantly accelerated depending on the sodium chloride concentration. On the other hand, the hydrolysis of sucrose at 170 degrees C was not affected by sodium chloride.

    DOI: 10.1007/s00217-007-0788-4

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  • Extraction of defatted rice bran by subcritical water treatment 査読

    Shigeru Hata, Jintana Wiboonsirikul, Atsushi Maeda, Yukitaka Kimura, Shuji Adachi

    Biochemical Engineering Journal   40 ( 1 )   44 - 53   2008年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    Defatted rice bran was treated with subcritical water in the temperature range of 180-280 °C for 5 min using 117 mL and 9 mL vessels to produce the extracts. The total sugar and protein contents and radical scavenging activity of the extracts were then estimated for both vessels. The total sugar concentration of ca. 0.3 g/L-extract was the highest for the extracts at 200 °C, and it significantly decreased at the higher temperatures. The protein concentration and radical scavenging activity were higher at the higher temperatures. Extraction was also done at 200 °C and 260 °C for various times using the small vessel. The total sugar concentration decreased with the increasing extraction time, while the protein concentration and radical scavenging activity only slightly depended on the extraction time. The extracts at 200 °C or lower temperatures using the large vessel possessed the emulsifying and emulsion-stabilizing activities. The HPLC analysis of the extract at 260 °C for 5 min using the small vessel indicated that it contained both hydrophilic and hydrophobic substances. The hydrophilic fraction of the extract mainly contained low-molecular-mass substances. © 2007 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.bej.2007.11.016

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  • Production and characterization of functional substances from a by-product of rice bran oil and protein production by a compressed hot water treatment 査読

    Jintana Wiboonsirikul, Yukitaka Kimura, Yumi Kanaya, Takuo Tsuno, Shuji Adachi

    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY   72 ( 2 )   384 - 392   2008年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:TAYLOR & FRANCIS LTD  

    A by-product of rice bran oil and protein production was treated with water and compressed hot water at 20 degrees C to 260 degrees C for 5 min, and at 200 degrees C and 260 degrees C for 5 to 120 min. Each extract was evaluated for its yield, radical scavenging activity,.carbohydrate, protein, total phenolic and furfural contents, molecular-mass distribution and antioxidative activity. The maximum yield was obtained at 200 degrees C. The radical scavenging activity and the protein, total phenolic and furfural contents of the extract increased with increasing temperature. However, the carbohydrate content abruptly decreased when treated at above 200 degrees C. The extract treated at 260 degrees C for 5min exhibited suppressive activity toward the autoxidation of linoleic acid. Each extract obtained at temperatures lower than or equal to 200 degrees C exhibited emulsifying ability.

    DOI: 10.1271/bbb.70464

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  • Degradation of Pentoses and Hexouronic Acids in Subcritical Water 査読

    USUKI Chisako, KIMURA Yukitaka, ADACHI Shuji

    Chem Eng Technol   31 ( 1 )   133 - 137   2008年1月

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  • Mutagenicity of the Extract from Defatted Rice Bran by Subcritical Water Treatment 査読

    Jintana Wiboonsirikul, Yukitaka Kimura, Shuji Adachi, Yukihiro Sakai, Asao Hosoda, Hisaji Taniguchi, Hisahiro Morita, Takuo Tsuno

    Japan Journal of Food Engineering   9 ( 1 )   75 - 78   2008年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    The mutagenicity of the extracts from defatted rice bran by water or subcritical water treatment at 50°C to 250°C was examined using the Umulac AT test, which is a kit reagent for assaying the genotoxin-induced umu gene expression. The examination revealed that the extract at any temperature was negative for the mutagenicity for both the -S9 and +S9 tests, which assess the mutagenicity of the sample itself and its metabolites, respectively. © 2008, Japan Society for Food Engineering. All rights reserved.

    DOI: 10.11301/jsfe2000.9.75

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  • Production of functional substances from black rice bran by its treatment in subcritical water 査読

    Jintana Wiboonsirikul, Shigeru Hata, Takuo Tsuno, Yukitaka Kimura, Shuji Adachi

    LWT - Food Science and Technology   40 ( 10 )   1732 - 1740   2007年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    Black rice bran was treated by water and subcritical water at temperatures ranging from 20 to 260 °C for 5 min and at 200 and 260 °C for 5-120 min. The bran extracts were analyzed for their radical scavenging activity, protein and carbohydrate contents, molecular-mass distribution, antioxidation activity, emulsifying activity, and emulsion-stabilizing activity. The radical scavenging activity and the protein content of the extract were higher at higher treatment temperature. The carbohydrate content also increased with increasing temperature up to 200 °C, then steeply decreased at the temperatures higher than 200 °C. The bran extracts treated at 260 °C for 5 min exhibited a suppressive activity toward autoxidation of linoleic acid with the increasing the weight ratio of the bran extract to linoleic acid. The bran extracts prepared at 40-200 °C for 5 min showed the emulsifying- and emulsion-stabilizing activities, while the extracts prepared at 220-260 °C were low in the activities. © 2007 Swiss Society of Food Science and Technology.

    DOI: 10.1016/j.lwt.2007.01.003

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  • Decomposition and discoloration of L-ascorbic acid freeze-dried with saccharides 査読

    Lan-hsin Hung, Yuka Horagai, Yukitaka Kimura, Shuji Adachi

    INNOVATIVE FOOD SCIENCE & EMERGING TECHNOLOGIES   8 ( 4 )   500 - 506   2007年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    L-Ascorbic acid (vitamin C) was freeze-dried along with the following six types of wall materials: soluble soybean polysaccharide (SSPS), gum arabic (GA), maltodextrin (MD), alpha-cyclodextrin (alpha-CD), trehalose (Tre) and lactose (Lac). alpha-CD, Tre and Lac were used in mixtures with MD (weight ratio of 1:1). The decomposition kinetics of L-ascorbic acid in these powders stored at 80 degrees C and relative humidities of 11, 51 and 79% were expressed by the Weibull equation. The discoloration of the powders was also monitored by measuring the absorbance at 500 nm for solutions which were obtained by dissolving the systems in water. The L-ascorbic acid powders prepared with GA and SSPS were significantly discolored and the processes could be expressed by a modified Weibull equation. The discoloration of the L-ascorbic acid powders prepared with other saccharides was very slow. The discoloration rate constants were significantly greater at temperatures higher than the glass transition temperatures of the saccharides under the stated storage conditions, while the decomposition rate constant was only slightly affected by the system glass transition temperature. (c) 2007 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.ifset.2007.02.003

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  • Properties of extracts from defatted rice bran by its subcritical water treatment 査読

    Jintana Wiboonsirikul, Yukitaka Kimura, Megumi Kadota, Hisahiro Morita, Takuo Tsuno, Shuji Adachi

    Journal of Agricultural and Food Chemistry   55 ( 21 )   8759 - 8765   2007年10月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    Defatted rice bran was extracted with water and subcritical water at 50-250°C for 5 min. The highest extract yield was achieved at 200°C, at which the maximum amounts of protein and carbohydrate were also obtained. The total phenolic and furfural contents, radical scavenging activity, and antioxidative activity for the autoxidation of linoleic acid increased with increasing treatment temperature. The bran extracts exhibited emulsifying activity except for the extract prepared at 250°C, which was concomitant with the disappearance of its high-molecular-mass substances. The extract prepared at 200°C also had the highest emulsion-stabilizing activity. © 2007 American Chemical Society.

    DOI: 10.1021/jf072041l

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  • Isomerization of hexoses in subcritical water 査読

    Chisako Usuki, Yukitaka Kimura, Shuji Adachi

    FOOD SCIENCE AND TECHNOLOGY RESEARCH   13 ( 3 )   205 - 209   2007年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:KARGER  

    Mannose, fructose and glucose were treated in subcritical water at 220 degrees C, and the disappearance of each substrate and formation of other hexoses were observed at various residence times in a tubular reactor. Isomerization of mannose to fructose occurred most frequently, followed by mannose to glucose; no isomerization of glucose to mannose was observed. The temperature dependencies of mannose disappearance, the isomerization of mannose to fructose and glucose, and the resulting degradation of the produced fructose and glucose were observed in the range of 180 to 240 degrees C. The activation energy and frequency factor for each process were evaluated according to the Arrhenius equation, and it was found that the enthalpy-entropy compensation for the processes was maintained.

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  • Discoloration kinetics of L-ascorbyl 6-palmitate powders with various water contents 査読

    Lan-Hsin Hung, Yukitaka Kimura, Shuji Adachi

    FOOD SCIENCE AND TECHNOLOGY RESEARCH   13 ( 1 )   7 - 12   2007年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:KARGER  

    The discoloration of L-ascorbyl 6-palmitate, with water contents ranging from 2 to 10% (w/w) during storage at temperatures of 60 to 90 degrees C, was investigated by monitoring the absorbance at 500nm of its solutions dissolved in methanol. The discoloration process of the substrate was expressed by the modified Weibull equation under all conditions, and the kinetic parameters were evaluated. The activation energy and frequency factor were estimated based on the Arrhenius equation for the substrates of various water contents, and the enthalpy-entropy compensation held for the discoloration process. Comparison of the discoloration kinetic parameters for L-ascorbyl 6-palmitate with those for L-ascorbic acid revealed that the discoloration of L-ascorbyl 6-palmitate was weaker than that of L-ascorbic acid.

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  • Surface activities of monoacyl trehaloses in aqueous solution 査読

    Jie Chen, Yukitaka Kimura, Shuji Adachi

    LWT-FOOD SCIENCE AND TECHNOLOGY   40 ( 3 )   412 - 417   2007年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCIENCE BV  

    Saturated and unsaturated fatty acids were condensed with trehalose using Candida antarctica lipase in an organic solvent to synthesize the corresponding monoacyl trehaloses. Their surface tension curves were measured at various concentrations and at different temperatures. The critical micelle concentrations, CMC, surface tension at the CNIC, gamma(CMC) and residual area per molecule, a, were estimated from the curves. The CMC of the saturated acyl trehaloses decreased as the acyl chain length increased at all temperatures. There was no significant dependency of the gamma(CMC) value on the chain length. The CNIC values of the unsaturated monoacyl trehaloses having 18 carbon atoms in the acyl chain increased as the degree of unsaturation of the acyl chain increased. The a values were not affected by both the acyl chain length and the degree of unsaturation of the chain. (c) 2005 Swiss Society of Food Science and Technology. Published by Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.lwt.2005.11.006

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  • Continuous preparation of O/W nano-emulsion by the treatment of a coarse emulsion under subcritical water conditions 査読

    Seiko Katagi, Yukitaka Kimura, Shuji Adachi

    LWT-FOOD SCIENCE AND TECHNOLOGY   40 ( 8 )   1376 - 1380   2007年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCIENCE BV  

    A coarse oil-in-water (O/W) emulsion, the oil phase of which was octanoic acid, was prepared at a very low surfactant concentration using a rotor/stator homogenizer. The emulsion was passed in a stainless steel tube immersed in an oil bath at 220 degrees C at a residence time of 60 s, and then mixed with the surfactant solution to produce a finely dispersed emulsion. The diameter of oil droplets in the fine emulsion was ca. 40 nm at the weight ratio of surfactant to oil of ca. 0.35 or higher. (C) 2006 Swiss Society of Food Science and Technology. Published by Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.lwt.2006.09.004

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  • Production Optimization of the Extract with High Phenolic Content and Radical Scavenging Activity from Defatted Rice Bran by Subcritical Water Treatment 査読

    Jintana Wiboonsirikul, Pramote Khuwijitjaru, Yukitaka Kimura, Hisahiro Morita, Takuo Tsuno, Shuji Adachi

    NIHON SHOKUHIN KOUGAKUKAISHI (Japan Journal of Food Engineering)   8 ( 4 )   311 - 315   2007年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    The optimum conditions for subcritical water treatment to produce an extract with a high phenolic content and radical scavenging activity from defatted rice bran were determined using response surface methodology. The effects of the weight ratio of bran to water from 0.05 to 0.2 and treatment time from 20 to 120 min on the total phenolic content and DPPH radical scavenging activity were evaluated using the Design-Expert program. Both the total phenolic content and DPPH radical scavenging activity increased with an increase in the bran/water ratio, but decreased with the treatment time. The optimum bran/water ratio and treatment time were 0.2 and 20 min, respectively, to attain a relatively highest total phenolic content and DPPH radical scavenging activity. © 2007, Japan Society for Food Engineering. All rights reserved.

    DOI: 10.11301/jsfe2000.8.311

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  • Production of functional materials from defatted rice bran by its subcritical water treatment

    Wiboonsirikul Jintana, Kimura Yukitaka, Hisahiro Morita, Tsuno Takuo, Adachi Shuji

    化学工学会 研究発表講演要旨集   2007   772 - 772   2007年

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    出版者・発行元:公益社団法人 化学工学会  

    DOI: 10.11491/scej.2007f.0.772.0

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  • Hydrolysis kinetics of trisaccharides consisting of glucose, galactose, and fructose residues in subcritical water 査読

    Shabnam Haghighat Khajavi, Shuji Ota, Risa Nakazawa, Yukitaka Kimura, Shuji Adachi

    BIOTECHNOLOGY PROGRESS   22 ( 5 )   1321 - 1326   2006年10月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    The hydrolysis kinetics of trisaccharides consisting of glucose, galactose, and fructose residues with different glycosidic bonds, 1-kestose, D-melezitose, D-raffinose, and lactosucrose, in subcritical water were conducted over the temperature range of 150-230 degrees C and at a constant pressure of 10 MPa. The hydrolysis of trisaccharides in subcritical water proceeded consecutively, i.e., one cleavage of the two bonds antedated the other. The preceding cleavage was not expressed by the first-order kinetics, but by the kinetics considering the concentration of the acidic compounds, which were produced by the degradation of the constituent monosaccharides. The hydrolysis of the constituent disaccharides, except sucrose composed of the alpha-Glc-(1 -&gt; 2)-beta-Fru bond, obeyed first-order kinetics. All of the rate constants of the hydrolytic kinetics were determined, and the values were found to depend on the type of bond.

    DOI: 10.1021/bp060086l

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  • Continuous synthesis of alkyl ferulate by immobilized Candida antarctica lipase at high temperature 査読

    Yayoi Yoshida, Yukitaka Kimura, Megumi Kadota, Takuo Tsuno, Shuji Adachi

    Biotechnology Letters   28 ( 18 )   1471 - 1474   2006年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    1-Pentyl, 1-hexyl and 1-heptyl ferulates were continuously synthesized at 60-90°C using a reactor system in which a column packed with ferulic acid powders and another column packed with immobilized Candida antarctica lipase particles were connected in series. Conversions greater than 0.9 were achieved for the synthesis of the 1-hexyl and 1-heptyl ferulates at 90°C. The system could be stably operated for the 1-heptyl ferulate synthesis at 90°C for at least two weeks. © Springer Science+Business Media B.V. 2006.

    DOI: 10.1007/s10529-006-9113-8

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  • Oxidation of linoleoyl residue of its trehalose ester in an aqueous solution 査読

    Jie Chen, Yukitaka Kimura, Shuji Adachi

    FOOD SCIENCE AND TECHNOLOGY RESEARCH   12 ( 3 )   163 - 166   2006年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:KARGER  

    6-O-Monolinoleoyl trehalose synthesized by the immobilized-lipase-catalyzed condensation of linoleic acid and trehalose was dissolved in water at various concentrations, and its oxidation processes were then measured at 35 degrees C based on both the decrease in the linoleoyl residue and oxygen consumption. The stoichiometric coefficient of oxygen to the linoleoyl residue was in unity except during the late stage of the oxidation. The oxidation process could be expressed by the rate equation of the autocatalytic type. The rate constant was higher for the higher substrate concentration, but it was not in proportion to the concentration at substrate concentrations higher than its critical micelle concentration. These results suggested that the migration of oxygen into the hydrophobic core of the linoleoyl residues through the hydrophilic trehalose layer of the linoleoyl trehalose micelles affected the overall oxidation rate of the linoleoyl residue.

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  • Thermal inactivation of immobilized lipase in 1-alcohols 査読

    Yayoi Yoshida, Yukitaka Kimura, Shuji Adachi

    Journal of Bioscience and Bioengineering   102 ( 1 )   66 - 68   2006年7月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    The thermal inactivation of immobilized lipase from Candida antarctica in 1-alcohols with four to eight carbons at various temperatures could be well expressed using a model in which heterogeneity in the susceptibility of the enzyme to the inactivation was assumed. It was found that the enthalpy-entropy compensation held for inactivation in 1-alcohols. © 2006 The Society for Biotechnology, Japan.

    DOI: 10.1263/jbb.102.66

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  • Oral administration of insulin included in fine W/O/W emulsions to rats 査読

    M Shima, M Tanaka, T Fujii, K Egawa, Y Kimura, S Adachi, R Matsuno

    FOOD HYDROCOLLOIDS   20 ( 4 )   523 - 531   2006年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    Fine W/O/W emulsions having controlled median diameters between 0.7 and 30 mu m were prepared using octanoic acid triacylglycerol (C8:0TG) and soybean oil as the oil phases. Transport enhancement of a model hydrophilic compound by the soybean-oil hydrolysates was investigated using Caco-2 model intestinal epithelial cells. The results were compared with those from in vivo experiments; in which rats were administered various types of W/O/W emulsions encapsulating insulin. Transport enhancement effect of the emulsions was evaluated by the blood-sugar level collected from the coccygeal vein. The pancreatic lipase-catalyzed hydrolysates of soybean oil showed high transport enhancement effects in Caco-2 model system, but the administration of insulin included in the W/O/W emulsion prepared with soybean oil had no hypoglycemic effect on rats. The transport enhancement effect of the hydrolysates of soybean oil in Caco-2 model system was attenuated by the coexistence of a coating material used in spray-drying process or triacylglycerol. On the other hand, administration of the W/O/W emulsions prepared with C8:0TG and encapsulating insulin showed a hypoglycemic effect on rats. Administration of the W/O/W emulsion having an oil-droplet median diameter of 2.3 mu m also showed the hypoglycemic effect in the earlier period than that of the coarse W/O/W emulsion having a diameter of 38 mu m. However, the emulsion with the diameter of 0.7 mu m exhibited no effect. These results suggested that the transport enhancement effect of the W/O/W emulsion prepared with C8:0TG depended on the size of the oil droplets, while too fine an emulsion had no such effect. (c) 2005 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.foodhyd.2005.05.002

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  • Conversion of Linoleic Acid to Its Conjugated Isomers in Subcritical Water 査読

    USUKI Chisako, KIMURA Yukitaka, ADACHI Shuji

    Japan Journal of Food Engineering   7 ( 2 )   147 - 150   2006年6月

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    記述言語:英語   出版者・発行元:日本食品工学会  

    DOI: 10.11301/jsfe2000.7.147

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  • Kinetics of maltooligosaccharide hydrolysis in subcritical water 査読

    Shabnam Haghighat Khajavi, Shuji Ota, Yukitaka Kimura, Shuji Adachi

    Journal of Agricultural and Food Chemistry   54 ( 10 )   3663 - 3667   2006年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    The kinetics of the hydrolysis of maltooligosaccharides with a degree of polymerization (DP) of 3-6 in subcritical water was studied using a tubular reactor at temperatures between 200 and 260°C and at a constant pressure of 10 MPa. The maltooligosaccharide disappearance and product formation at residence times shorter than 50 s could be expressed by first-order kinetics. The rate constants for the hydrolysis of each maltooligosaccharide were evaluated. There was a tendency that the exo-site glucosidic bond was hydrolyzed faster than the endo-site one irrespective of the DP of the maltooligosaccharide. The hydrolysis of the maltooligosaccharides was consecutively preceded, and the time dependence of the hydrolysis for maltooligosaccharides with different DPs could be calculated by simultaneously solving the mass balance equations for all the possible saccharides. © 2006 American Chemical Society.

    DOI: 10.1021/jf060117s

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  • Decomposition kinetics of monoacyl glycerol and fatty acid in subcritical water under temperature-programmed heating conditions 査読

    T Fujii, P Khuwijitjaru, Y Kimura, S Adachi

    FOOD CHEMISTRY   94 ( 3 )   341 - 347   2006年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    The decompositions of monocaprylin, monocaprin, monolaurin and their corresponding fatty acids in subcritical water were measured under temperature-programmed heating conditions where the reaction temperature was linearly increased from room temperature to 350 degrees C at specified rates to estimate the activation energies E-i and the frequency factors k(i0) for the decompositions. The decompositions of both monoacyl glycerol and fatty acid obeyed first-order kinetics, and the decomposition of a monoacyl glycerol proceeded consecutively to form its constituent fatty acid and then further decomposition compounds. There was a tendency for both the E-i and k(i0) values for a monoacyl glycerol or fatty acid with a longer acyl chain to be smaller, and it was shown that the enthalpy-entropy compensation held for the decompositions of monoacyl glycerols and fatty acids as well as for those of fatty acid esters with various acyl and alkyl chains in subcritical water. (c) 2004 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.foodchem.2004.11.021

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  • 亜臨界水によるショ糖の加水分解に及ぼす塩の影響

    Haghighat_Khajavi Shabnam, 大嶌 臣, 中澤 梨沙, 木村 幸敬, 安達 修二

    化学工学会 研究発表講演要旨集   2006   414 - 414   2006年

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    記述言語:日本語   出版者・発行元:公益社団法人 化学工学会  

    DOI: 10.11491/scej.2006f.0.414.0

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  • Condensation reaction between angiotensin II and dicarboxylic acid in water at high temperature without any catalytic agent additive 査読

    Takamitsu Asano, Atsushi Maeda, Yukitaka Kimura, Taro Takahashi, Akihiro Nakamura, Hirokazu Maeda, Shuji Adachi

    Biotechnology Progress   21 ( 4 )   1169 - 1174   2005年7月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    The condensation reaction of angiotensin II and tartaric acid in water at 100-140°C proceeded without any added catalytic agent. One of the products, N-CO-tartarylangiotensin II, was confirmed by LC-MS, positive-ion MALDI-MS, and the fluorescamine method as a condensation product. The initial concentration of the substrates, temperatures, and initial pH affected the yield of the product. The higher concentrations and temperatures increased the concentration of the condensation product. The optimal pH for the condensation reaction was 3.0. The other C4 saturated dicarboxylic acids, malic and succinic acids, were also condensed by angiotensin II. © 2005 American Chemical Society and American Institute of Chemical Engineers.

    DOI: 10.1021/bp050058n

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  • Degradation kinetics of monosaccharides in subcritical water 査読

    Shabnam Haghighat Khajavi, Yukitaka Kimura, Toshinobu Oomori, Ryuichi Matsuno, Shuji Adachi

    Journal of Food Engineering   68 ( 3 )   309 - 313   2005年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    The degradation kinetics of the monosaccharides of both the aldohexose (glucose, galactose and mannose) and ketohexose (fructose and sorbose) types in subcritical water were studied using a tubular reactor in the temperature range of 180-260°C and at a constant pressure of 10 MPa. The relationship between the fraction of unreacted monosaccharide and the residence time could be expressed by the Weibull equation for all the monosaccharides at any temperature. The susceptibility to degradation was quite different among the saccharides. The activation energy and frequency factor were calculated from the Arrhenius equation and the enthalpy-entropy compensation was found to hold for the degradation of monosaccharides in subcritical water. The isokinetic temperature was similar to that for the hydrolysis of disaccharide. The conversion to 5-hydroxymethy-2-furaldehyde (HMF) and the decrease in pH of the effluent solution were measured and it was found that fructose had the highest value for both. © 2004 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.jfoodeng.2004.06.004

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  • Kinetics on sucrose decomposition in subcritical water 査読

    Shabnam Haghighat Khajavi, Yukitaka Kimura, Toshinobu Oomori, Ryuichi Matsuno, Shuji Adachi

    LWT - Food Science and Technology   38 ( 3 )   297 - 302   2005年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    The kinetics of the sucrose decomposition in subcritical water was investigated using a flow-type reactor in the temperature range of 160-200°C and at a constant pressure of 10 MPa. The decrease in pH during the decomposition was linearly related to the logarithm of the conversion and significantly affected the decomposition rate. The sucrose decomposition was expressed by a kinetic equation of the autocatalytic type, where the decomposition rate of sucrose was proportional to the product of the concentrations of the remaining sucrose and acidic compounds, the most of which originated from the reacted sucrose. The equation was applicable to the sucrose decomposition at its feed concentrations from 5-250 g/l and at different pHs. The conversion of sucrose to glucose and fructose almost stoichiometrically proceeded in the stated temperature range. It was also indicated that the pH of the reaction mixture played an important role in the sucrose decomposition in subcritical water. © 2004 Swiss Society of Food Science and Technology. Published by Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.lwt.2004.06.005

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  • Enhancement in transport of a hydrophilic marker through intestinal epithelial cell (Caco-2) monolayer by W/O/W multiple emulsion containing C8TG 査読

    M Shima, M Tanaka, Y Kimura, S Adachi, R Matsuno

    FOOD HYDROCOLLOIDS   19 ( 2 )   321 - 328   2005年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCI LTD  

    A W/O/W emulsion containing octanoic acid triacylglycerol (C8TG) was prepared as a carrier for hydrophilic bioactive substances. The absorption enhancement effect of the hydrolysates of C8TG in the W/O/W emulsion was investigated by measuring the transport of a hydrophilic marker through the intestinal epithelial (Caco-2) cell monolayer. First, the concentrations of gall and lipase in an artificial digestive fluid, of which the integrity of the Caco-2 monolayer was not affected, were both determined to be 0.1% (w/v). The W/O/W emulsion including the hydrophilic marker molecule was hydrolyzed by the artificial digestive fluid and the apparent permeability of the hydrophilic marker substance was measured. In order to clarify the components affecting the transport enhancement, octanoic acid monoacylglycerol (C8MG) was mixed with a W/O/W emulsion at the same concentration as that in the emulsion hydrolyzed by the digestive fluid. The dependence of the apparent permeability on the C8MG concentration was the same for both emulsions, indicating that C8MG, hydrolyzed from the oil phase of the W/O/W emulsions, played an important role in the transport enhancement effect of the W/O/W emulsions. (C) 2004 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.foodhyd.2004.07.004

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  • Continuous synthesis of 6-O-linoleoyl hexose using a packed-bed reactor system with immobilized lipase 査読

    Jie Chen, Yukitaka Kimura, Shuji Adachi

    Biochemical Engineering Journal   22 ( 2 )   145 - 149   2005年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    6-O-Linoleoyl mannose, glucose and galactose were continuously synthesized in acetone using a packed-bed reactor system with immobilized-lipase from Candida antarctica. The high solubility of mannose in acetone resulted in the highest product concentration among the hexoses tested. The factors affecting the product concentration such as the linoleic acid concentration in the feed, the residence time in the reactor and the reaction temperature were examined. Although the product concentration was higher at the higher linoleic acid concentration, a concentration four times the solubility of hexose at a given temperature seemed to be proper. The product concentration became almost constant at a residence time in the reactor longer than 20 min. Linoleoyl mannose was continuously synthesized at 60 and 70°C, and the operation at 60°C was indicated to be preferable to that at 70°C for long-term steady synthesis. © 2004 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.bej.2004.09.010

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  • Synthesis of linoleoyl disaccharides through lipase-catalyzed condensation and their surface activities 査読

    Jie Chen, Yukitaka Kimura, Shuji Adachi

    Journal of Bioscience and Bioengineering   100 ( 3 )   274 - 279   2005年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    Monolinoleoyl trehalose, maltose and cellobiose were synthesized by Candida antarctica lipase-catalyzed condensation in an organic solvent with a low water content. The use of a mixture of pyridine and tert-butanol as the reaction medium resulted in a high product concentration on the order of mmol/l for the synthesis of linoleoyl trehalose and maltose. The highest product concentration was achieved with the 0.4 volumetric fraction of pyridine. Linoleoyl cellobiose was also synthesized although its concentration was approximately one tenth the concentrations of linoleoyl trehalose and maltose. The surfactant properties of linoleoyl trehalose, maltose and cellobiose were measured. Among the esters, linoleoyl trehalose showed the strongest surface activity. © 2005, The Society for Biotechnology.

    DOI: 10.1263/jbb.100.274

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  • Kinetics of Moisture-induced-discoloration of L-Ascorbic Acid Powders 査読

    Lan-hsin Hung, Yukitaka Kimura, Shuji Adachi

    NIHON SHOKUHIN KOUGAKUKAISHI (Japan Journal of Food Engineering)   6 ( 4 )   289 - 296   2005年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    The discoloration of L-ascorbic acid (vitamin C) powders with a water content of 1 to 10% (w/w) during storage at a temperature of 60 to 90°C was investigated by monitoring the absorbance of L-ascorbic acid solutions at 360, 450 and 500 nm. The discoloration reaction of the L-ascorbic acid powders was expressed by the modified Weibull equation under any condition. The rate constant, the shape constant and the maximum absorbance were estimated based on the equation. The temperature dependence of the rate constant was expressed by the Arrhenius equation under every storage condition, and the values of the activation energy and frequency factor increased with the increase in the water content. Although the shape constant depended on the wavelength at which the discoloration was observed, it was independent of the temperature. The maximum absorbance at every wavelength was expressed as functions of the water content of L-ascorbic acid powders and the storage temperature. These results enable us to estimate the discoloration of L-ascorbic acid powders under any condition, while the water content and the temperature would be limited in the ranges of 0 to 10% (w/w) and 60 to 90°C, respectively. © 2005, Japan Society for Food Engineering. All rights reserved.

    DOI: 10.11301/jsfe2000.6.289

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  • Solubility of oleic and linoleic acids in subcritical water 査読

    Pramote Khuwijitjaru, Yukitaka Kimura, Ryuichi Matsuno, Shuji Adachi

    Food Science and Technology Research   10 ( 3 )   261 - 263   2004年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    The solubility of oleic and linoleic acids in water was measured in the range from 60°C to 230°C at 15 MPa. The solubility of oleic acid was almost the same as that of linoleic acid in this range, and the solubility of the fatty acids was higher at higher temperature. The logarithm of the solubility of the fatty acids was related to the reciprocal of the absolute temperature by a linear equation with a negative slope at temperatures above 150°C, and the enthalpy of the solution of each fatty acid in the liquid state in water was estimated to be 122 kJ/mol.

    DOI: 10.3136/fstr.10.261

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  • Solubility of oleic and linoleic acids in subcritical water 査読

    P Khuwijitjaru, Y Kimura, R Matsuno, S Adachi

    FOOD SCIENCE AND TECHNOLOGY RESEARCH   10 ( 3 )   261 - 263   2004年8月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:KARGER  

    The solubility of oleic and linoleic acids in water was measured in the range from 60 degrees C to 230 degrees C at 15 MPa. The solubility of oleic acid was almost the same as that of linoleic acid in this range, and the solubility of the fatty acids was higher at higher temperature. The logarithm of the solubility of the fatty acids was related to the reciprocal of the absolute temperature by a linear equation with a negative slope at temperatures above 150 degrees C, and the enthalpy of the solution of each fatty acid in the liquid state in water was estimated to be 122 kJ/mol.

    DOI: 10.3136/fstr.10.261

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  • Kinetics on Disaccharide Decomposition in Subcritical Water

    Kimura Yukitaka, Khajavi Shabnam Haghighat, Oomori Toshinobu, Matsuno Ryuichi, Adachi Shuji

    アジア・太平洋化学工学会議発表論文要旨集   2004   374 - 374   2004年

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    記述言語:英語   出版者・発行元:公益社団法人 化学工学会  

    Decomposition of disaccharides consisting of two glucose residues or glucose and fructose or galactose residues was measured using a tubular reactor at various residence time under the condition of 160 to 260°C and 10 MPa. The decomposition processes were expressed by the Weibull equation for all the disaccharides at any temperature. The susceptibility to decomposition depended on the type of glucosidic bond and was related to an electrostatic potential charge on the oxygen atom in the bond. Detail studies for decomposition kinetics were performed for maltose and sucrose. A change of pH during the decomposition intensively affected the decomposition rate, which could be also expressed by autocatalytic equation for sucrose decomposition.

    DOI: 10.11491/apcche.2004.0.374.0

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  • Trypsin-catalyzed synthesis of oligopeptides containing hydrophilic and essential amino acid, L-lysine. 査読

    Y Kimura, M Shima, T Notsu, S Adachi, R Matsuno

    DEVELOPMENTS IN FOOD ENGINEERING, PTS 1 AND 2   582 - 584   1994年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)   出版者・発行元:BLACKIE ACADEMIC & PROFESSIONAL  

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  • FACTORS AFFECTING PERFORMANCE OF A PROTEINASE-CATALYZED BIOREACTOR FOR OLIGOPEPTIDE SYNTHESES 査読

    R MATSUNO, Y KIMURA, S ADACHI, K NAKANISHI

    ANNALS OF THE NEW YORK ACADEMY OF SCIENCES   672   363 - 373   1992年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:NEW YORK ACAD SCIENCES  

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  • FACTORS AFFECTING PERFORMANCE OF A PROTEINASE-CATALYZED BIOREACTOR FOR OLIGOPEPTIDE SYNTHESES 査読

    R MATSUNO, Y KIMURA, S ADACHI, K NAKANISHI

    ENZYME ENGINEERING XI   672   363 - 373   1992年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)   出版者・発行元:NEW YORK ACAD SCIENCES  

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  • ENZYMATIC-SYNTHESIS OF PEPTIDES WITH HYDROPHILIC AMINO-ACID IN WATER-MISCIBLE ORGANIC-SOLVENT 査読

    Y KIMURA, Y TARI, S ADACHI, R MATSUNO

    ENZYME ENGINEERING XI   672   458 - 461   1992年

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    記述言語:英語   掲載種別:研究論文(国際会議プロシーディングス)   出版者・発行元:NEW YORK ACAD SCIENCES  

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  • KINETICS AND EQUILIBRIUM OF ENZYMATIC-SYNTHESIS OF PEPTIDES IN AQUEOUS ORGANIC BIPHASIC SYSTEMS - THERMOLYSIN-CATALYZED SYNTHESIS OF N-(BENZYLOXYCARBONYL)-L-ASPARTYL-L-PHENYLALANINE METHYL-ESTER 査読

    K NAKANISHI, Y KIMURA, R MATSUNO

    EUROPEAN JOURNAL OF BIOCHEMISTRY   161 ( 3 )   541 - 549   1986年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:SPRINGER VERLAG  

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  • Design of proteinase-cataiyzed synthesis of oligopeptides in an aqueous-organic biphasic system 査読

    Kazuhiro Nakanishi, Yukitaka Kimura, Ryuichi Matsuno

    Bio/Technology   4 ( 5 )   452 - 454   1986年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    Thermolysin-catalyzed condensation of N - (benzylxycarbyl) - glycyl - glycyl - L -phenylalanyl-L-leucine ethyl ester (Z-Gly-GlyPheLeuOEt), the precursor of the des-TyrMeucine enkephalin from N-(benzyl-oxycarbonyl)-glycyl-glycine (Z-GlyGly) and L-phenylalanyl-L-leucine ethyl ester (PheLeuOEt) was elucidated as a model reaction for the enzymatic synthesis of oligopeptides with many side reactions. In buffer solution, the yield of Z-GlyGly-PheLeuOEt was extremely low with considerable by-products. A large increase in both yield and purity became possible in the aqueous-organic biphasic system by the systematic selection of experimental conditions. © 1986, Nature Publishing Group. All Rights Reserved.

    DOI: 10.1038/nbt0586-452

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▼全件表示

MISC

  • 高温高圧水の特性と利用 木質バイオマスからのバイオマスプラスチックモノマーの調製~水が鍵となる3つの化学プロセス~

    木村幸敬, 島内寿徳

    水環境学会誌   44(A) ( 7 )   2021年

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  • 反応場としての脂質膜における動的な間隙構造の役割

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    膜   45 ( 3 )   2020年

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  • 水素発生を目指したリポソーム/単層カーボンナノチューブ/フラロデンドロン光触媒複合材料の評価

    寺井公亮, 島内寿徳, 内藤雅晴, 袴塚響, 田嶋智之, 高口豊, 木村幸敬

    化学工学会年会研究発表講演要旨集(CD-ROM)   85th   2020年

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  • 誘電分光法による膜界面の微視的ダイナミクス解析

    島内寿徳, 福間早紀, 木村幸敬

    表面と真空   62 ( 4 )   2019年

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  • 亜臨界水による木質バイオマスの分解とバイオプラスチックモノマーの生産

    木村幸敬

    農薬環境科学研究   ( 27 )   2019年

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  • 膜の動的特性を利用した分子認識/分子変換 (特集 境界領域シンポジウム Hierarchical Membrane : 動的構造と機能発現)

    島内 寿徳, 福間 早紀, 木村 幸敬

    膜 = Membrane   41 ( 5 )   244 - 250   2016年9月

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    記述言語:日本語   出版者・発行元:日本膜学会  

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  • Microfluidicsを利用したヒドロゲルカプセル新規調製法の開発

    安川政宏, 小野努, 木村幸敬

    化学とマイクロ・ナノシステム研究会講演要旨集   25th   2012年

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  • 水相をコアテンプレートとした新規ヒドロゲルカプセル調製法の開発

    安川政宏, 小野努, 木村幸敬

    高分子ゲル研究討論会講演要旨集   22nd   2011年

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  • ハイドロゲル内包マイクロカプセルの膜形成機構に及ぼす因子の検討

    谷昌彦, 安川政宏, 小野努, 木村幸敬

    化学工学会秋季大会研究発表講演要旨集(CD-ROM)   43rd   2011年

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  • ハイドロゲル粒子を芯物質とした鈴型構造を有する粒子の調製

    谷昌彦, 安川政宏, 小野努, 木村幸敬

    高分子学会予稿集(CD-ROM)   60 ( 2 Disk1 )   2011年

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  • マイクロ流体デバイスと液・液相分離を利用した単分散ゲルカプセル調製

    安川政宏, 小野努, 木村幸敬

    高分子学会予稿集(CD-ROM)   59 ( 2 Disk1 )   2010年

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  • マイクロ流体デバイスと光重合を利用した単分散ゲル粒子調製に関する検討

    安川 政宏, 小野 努, 木村 幸敬

    化学工学会 研究発表講演要旨集   2010 ( 0 )   475 - 475   2010年

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    記述言語:日本語   出版者・発行元:公益社団法人 化学工学会  

    DOI: 10.11491/scej.2010.0.475.0

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  • マイクロ流路を利用した単分散複合エマルション調製における制御因子の検討

    伊東 一行, 安川 政宏, 小野 努, 木村 幸敬

    化学工学会 研究発表講演要旨集   2010 ( 0 )   383 - 383   2010年

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    記述言語:日本語   出版者・発行元:公益社団法人 化学工学会  

    DOI: 10.11491/scej.2010.0.383.0

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  • 2Lp11 ハイスループットスクリーニングを目的とした単分散ゲル粒子内での大腸菌培養(生物化学工学,一般講演)

    鷲尾 直紀, 小野 努, 木村 幸敬

    日本生物工学会大会講演要旨集   21   175 - 175   2009年

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    記述言語:日本語   出版者・発行元:日本生物工学会  

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  • 水性二相系を利用したW/W/Oエマルションの調製とゲルカプセルへの応用

    安川政宏, 小野努, 木村幸敬

    ポリマー材料フォーラム講演予稿集   18th   2009年

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  • Continuous Synthesis of Glyceryl Ferulate Using Immobilized Candida antarctica Lipase 査読

    Takemasa Matsuo, Takashi Kobayashi, Yukitaka Kimura, Asao Hosoda, Hisaji Taniguchi, Shuji Adachi

    JOURNAL OF OLEO SCIENCE   57 ( 7 )   375 - 380   2008年7月

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    記述言語:英語   出版者・発行元:JAPAN OIL CHEMISTS SOC  

    Glyceryl ferulate was synthesized through condensation of ferulic acid and glycerol at 50 degrees C in glycerols with different water contents using an immobilized lipase from Candida antarctica in a batch reactor, and condensation in the glycerol with a 7.5% (w/w) water content was shown to be the favorite. The solubility of ferulic acid was higher at higher temperature in glycerol with a lower water content. The viscosity was lower at higher temperature for the glycerol with a higher water content. The condensation was carried out using a batch reactor at a temperature from 50 degrees C to 90 degrees C. These observations indicated that the condensation at 80 degrees C in the glycerol with a 7.5% (w/w) water content was the most adequate for continuously synthesizing glyceryl ferulate. A reactor system was constructed for the continuous synthesis and was steadily operated to realize a productivity of 430 kg/(m(3)-reactor(day) without any decrease in the conversion for at least 6 days.

    DOI: 10.5650/jos.57.375

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  • Thermal stability of immobilized lipase in n-alcohol - Abstracts

    Yayoi Yoshida, Yukitaka Kimura, Shuji Adachi

    JOURNAL OF MOLECULAR CATALYSIS B-ENZYMATIC   42 ( 3-4 )   120 - 121   2006年11月

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    記述言語:英語   掲載種別:研究発表ペーパー・要旨(国際会議)   出版者・発行元:ELSEVIER SCIENCE BV  

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  • 亜臨界水による食品成分の分解に及ぼす塩の影響に関する基礎的検討

    安達 修二, 木村 幸敬

    助成研究報告集   2006   147 - 153   2006年

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    記述言語:日本語   出版者・発行元:ソルト・サイエンス研究財団  

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  • Preparation of finely dispersed O/W emulsion from fatty acid solubilized in subcritical water

    P Khuwijitjaru, Y Kimura, R Matsuno, S Adachi

    JOURNAL OF COLLOID AND INTERFACE SCIENCE   278 ( 1 )   192 - 197   2004年10月

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    記述言語:英語   出版者・発行元:ACADEMIC PRESS INC ELSEVIER SCIENCE  

    A novel method for preparing a finely dispersed oil-in-water emulsion is proposed. Octanoic acid dissolved in water at a high temperature of 220 or 230 degreesC at 15 MPa was combined with an aqueous solution of a surfactant and then the mixture was cooled. When a nonionic surfactant, decaglycerol monolaurate (ML-750) or polyoxyethylene sorbitan monolaurate (Tween 20), was used, fine emulsions with a median oil droplet diameter of 100 nm or less were successfully prepared at ML-750 and Tween 20 concentrations of 0.083% (w/v) and 0.042%, respectively, or higher. The diameters were much smaller than those of oil droplets prepared by the conventional homogenization method using a rotor/stator homogenizer. However, an anionic surfactant, sodium dodecyl sulfate, was not adequate for the preparation of such fine emulsions by the proposed method. Although the interfacial tensions between octanoic acid and the surfactant solutions were measured at different temperatures, they were not an indication for selecting a surfactant for the successful preparation of the fine emulsion by the proposed method. (C) 2004 Elsevier Inc. All rights reserved.

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  • Effect of the hydrophilic surfactants on the preparation and encapsulation efficiency in course and fine W/O/W type emulsions

    M Shima, Y Kobayashi, Y Kimura, S Adachi, R Matsuno

    COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS   238 ( 1-3 )   83 - 90   2004年5月

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    記述言語:英語   出版者・発行元:ELSEVIER SCIENCE BV  

    Although the surfactant plays an important role in the preparation of a water-in-oil-in-water (W/O/W) emulsion, its concentration has been determined empirically. We investigated the location of a hydrophilic surfactant in a coarse W/O/W emulsion and a membrane-filtered fine emulsion. At first. appropriate concentrations of some hydrophilic surfactants to prepare a W/O/W emulsion were investigated from the viewpoints of the median diameter of the oil droplets and the encapsulation efficiency of a hydrophilic substance in the inner-water phase. The location of the surfactants and oil was examined for the W/O/W emulsions, prepared using polyglycerol monolaurate as a hydrophilic surfactant in the outer-phase solution at 1-10% (w/v) and octanoic acid triacylglycerol, which contained hexaglyceryl condensed ricinoleate as an oil-phase surfactant in the oil phase. The median diameter of the oil droplets in the W/O/W emulsion reached a minimum value at 3% (w/v) decaglycerol monolaurate (ML-750), and was constant over 4% (w/v). The excess decaglycerol monolaurate, that was not adsorbed on the oil-water interface was distributed to the outer-water and oil phases. The oil and hydrophobic surfactant were dissolved in the outer-phase solution at high concentrations of the hydrophilic Surfactant. These results suggest that the hydrophilic-surfactant concentration appropriate for preparing the W/O/W emulsion would be 3% (w/v) in the outer-phase solution and that the location of the components in the W/O/W emulsion would also be useful in estimating the adequate concentration of the surfactant. (C) 2004 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.colsurfa.2004.02.018

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  • Kinetics on the hydrolysis of fatty acid esters in subcritical water

    P Khuwijitjaru, T Fujii, S Adachi, Y Kimura, R Matsuno

    CHEMICAL ENGINEERING JOURNAL   99 ( 1 )   1 - 4   2004年5月

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    記述言語:英語   出版者・発行元:ELSEVIER SCIENCE SA  

    Hydrolysis of fatty acid esters with different acyl and alkyl chains in subcritical water was examined over a temperature range of 483-543 K in a batch reactor. The concentrations of fatty acid esters were sufficiently low to assume a homogeneous reaction at every temperature. The hydrolysis of every fatty acid ester at any temperature obeyed first-order kinetics. The rate constant was observed at various temperatures, and the apparent activation energy and frequency factor were evaluated according to the Arrhenius equation for each fatty acid ester. Steric hindrance of the acyl and alkyl chains was found to increase the activation energy of the hydrolysis. The enthalpy-entropy compensation held in the hydrolysis of the fatty acid esters tested. (C) 2003 Elsevier B.V. All rights reserved.

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  • Hydrolysis of disaccharides containing glucose residue in subcritical water

    T Oomori, SH Khajavi, Y Kimura, S Adachi, R Matsuno

    BIOCHEMICAL ENGINEERING JOURNAL   18 ( 2 )   143 - 147   2004年5月

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    記述言語:英語   出版者・発行元:ELSEVIER SCIENCE SA  

    The hydrolysis of disaccharides consisting of two glucose residues or of glucose and fructose or galactose residues in subcritical water was measured using a tubular reactor at 10 MPa and 180-260 degreesC. The relationship between the fraction of remaining disaccharide and the residence time could be expressed by the Weibull equation for all the disaccharides tested at any temperature. The susceptibility to hydrolysis largely depended on the type of disaccharide, and it was found that the electrostatic potential charge of a glucosidic oxygen atom was an indication for the susceptibility of disaccharide to the hydrolysis. It was also shown that the enthalpy-entropy compensation held for the hydrolysis of disaccharides in subcritical water. (C) 2003 Elsevier B.V. All rights reserved.

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  • Relationship between structure and permeability of dipeptide derivatives containing tryptophan and related compounds across human intestinal epithelial (Caco-2) cells

    R Ano, Y Kimura, M Urakami, M Shima, R Matsuno, T Ueno, M Akamatsu

    BIOORGANIC & MEDICINAL CHEMISTRY   12 ( 1 )   249 - 255   2004年1月

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    記述言語:英語   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    The permeability of dipeptide derivatives containing tryptophans and indole derivatives through Caco-2 cells was used as an in vitro intestinal absorption model in order to clarify structural factors which influence their intestinal epithelial permeation and metabolism. Most peptide derivatives were hydrolysed not only by the cytosolic enzymes in Caco-2 cells during permeation but also by enzymes released to the apical. solution before cell permeation. The N-terminal blocked dipeptides were more resistant to hydrolases expressed in the Caco-2 cells and indole derivatives were not entirely degraded. Based on compound concentration dependency and comparison of permeability coefficients in apical-to-basolateral and basolateral-to-apical directions, the main absorption mechanism of compounds were determined. Compounds were then classified into three groups; (1) passively transported compounds, (2) actively transported compounds and (3) compounds excreted by P-glycoprotein. (C) 2003 Elsevier Ltd. All rights reserved.

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  • Preparation of fine W/O/W emulsion through membrane filtration of coarse W/O/W emulsion and disappearance of the inclusion of outer phase solution

    M Shima, Y Kobayashi, T Fujii, M Tanaka, Y Kimura, S Adachi, R Matsuno

    FOOD HYDROCOLLOIDS   18 ( 1 )   61 - 70   2004年1月

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    記述言語:英語   出版者・発行元:ELSEVIER SCI LTD  

    A water-in-oil-in-water (W/O/W) emulsion was prepared as a carrier system for the daily uptake of a bioactive compound using decaglycerol monolaurate and hexaglyceryl condensed ricinolate as hydrophilic and lipophilic surfactants, respectively. 1,3,6,8-Pyrenetetrasulfonic acid tetrasodium salt (PTSA) was used as a hydrophilic model compound of a bioactive substance. Membrane filtration of a coarse W/O/W emulsion prepared with a rotor/stator homogenizer produced a fine emulsion which had a mean oil-droplet diameter of &lt; 1 mum. The emulsions were stable for I week at 4 degreesC. The encapsulation efficiency of PTSA was &gt; 90%. Microscopic observations revealed that the fluorescent material in the outer-phase solution was included into the oil phase during rotor/stator homogenization. It was suggested that because the rotor/stator homogenizer was used to produce both O/W and W/O/W emulsions, some part of the outer phase solution would be included in the oil phase during the second homogenization. The fluorescence shown in the oil droplets of the coarse W/O/W emulsion was diminished after membrane emulsification. This phenomenon suggested that the included outer-phase solution was released to the outer-phase solution from the interior of the W/O/W oil droplets during the membrane emulsification. (C) 2003 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/S0268-005X(03)00042-0

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  • Hydrolysis of the oil phase of a W/O/W emulsion by pancreatic lipase

    M Shima, M Tanaka, Y Kimura, S Adachi, R Matsuno

    JOURNAL OF CONTROLLED RELEASE   94 ( 1 )   53 - 61   2004年1月

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    記述言語:英語   出版者・発行元:ELSEVIER SCIENCE BV  

    W/O/W emulsions are expected to protect bioactive substances from degradation by pancreatic enzymes. We investigated the enzymatic hydrolysis of the oil phase and release of a marker substance from the inner-aqueous phase to the outer-aqueous phase using an artificial digestive fluid. Octanoic acid triacylglycerol (C8TG) was used as the oil phase. W/O/W emulsions were prepared by two-step homogenization and succeeding membrane filtration. When the artificial digestive fluid containing lipase and gall was added to the emulsion, release of the marker substance from the inner-phase solution, oil-phase hydrolysis, and emulsion coalescence occurred in that order. When a coarse emulsion and 0.2- and 0.8-mum membrane-filtered fine emulsions were treated with the fluid for 1 h, the degrees of C8TG hydrolysis were 3.8%, 55% and 57%, the fractions of the marker substance released from the inner-water phase were 2.7%, 89% and 72%, and the median diameters of the oil droplets were changed from 32 to 23 mum, 0.71 to 27 mum, and from 2.2 to 26 mum, respectively. These results suggested that the diameter of the oil droplets in the W/O/W emulsion significantly affected the release profile of the marker loaded in the inner-water phase of the emulsion. (C) 2003 Elsevier B.V. All rights reserved.

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  • Relationships between structure and high-throughput screening permeability of peptide derivatives and related compounds with artificial membranes: application to prediction of Caco-2 cell permeability

    R Ano, Y Kimura, M Shima, R Matsuno, T Ueno, M Akamatsu

    BIOORGANIC & MEDICINAL CHEMISTRY   12 ( 1 )   257 - 264   2004年1月

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    記述言語:英語   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    To evaluate absorption of compounds across the membrane via a transcellular route, the permeability of peptide derivatives and related compounds was measured by the parallel artificial membrane permeation assay (PAMPA). The permeability coefficients by PAMPA were analyzed quantitatively using classical QSAR and Volsurf approaches with the physicochemical parameters. The results from both approaches showed that hydrogen bonding ability of molecules in addition to hydrophobicity at a particular pH were significant in determining variations in PAMPA permeability coefficients. The relationship between Caco-2 cell permeability and artificial lipid membrane permeability was then determined. The compounds were sorted according to their absorption pathway in the plot of the Caco-2 cell and PAMPA permeability coefficients. (C) 2003 Elsevier Ltd. All rights reserved.

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  • Decomposition kinetics of maltose in subcritical water

    SH Khajavi, Y Kimura, T Oomori, R Matsuno, S Adachi

    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY   68 ( 1 )   91 - 95   2004年1月

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    記述言語:英語   出版者・発行元:TAYLOR & FRANCIS LTD  

    The decomposition process of maltose in subcritical water was studied using a tubular reactor in the temperature range of 180 to 260degreesC and at 10 MPa. The formation of glucose and 5-hydroxymethyl-2-furaldehyde during the maltose decomposition was also observed. The decomposition rate of maltose was faster at higher temperatures. The rate was approximated by first-order kinetics during the early stage of the decomposition, but was accelerated and deviated from these kinetics at the later stage. The effluent pH decreased as the residence time in the reactor increased and the decrease of pH affected the maltose decomposition rate and glucose formation. Low pH of a feed solution accelerated maltose decomposition. A good correlation was obtained between the pH of the effluent and the rate constant of the first-order kinetics.

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  • Anti-oxidant activity of acyl ascorbates in intestinal epithelial cells

    Y Kimura, H Kanatani, M Shima, S Adachi, R Matsuno

    BIOTECHNOLOGY LETTERS   25 ( 20 )   1723 - 1727   2003年10月

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    記述言語:英語   出版者・発行元:KLUWER ACADEMIC PUBL  

    The anti-oxidant activity of acyl ascorbates, with acyl chain lengths of 10 to 18, was measured in an intestinal epithelial cell line. All the acyl ascorbates exhibited the activity for the oxidization induced by three different types of oxidants, at levels higher than ascorbic acid. Myristoyl ascorbate was the most effective and showed activity at 3 x 10(-12) to 3 x 10(-6) M. Incubation with myristoyl ascorbate for more than 3 h was needed to sufficiently suppress the oxidization of the intestinal cell monolayers.

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  • Relationship between structure and permeability of tryptophan derivatives across human intestinal epithelial (Caco-2) cells

    M Urakami, R Ano, Y Kimura, M Shima, R Matsuno, T Ueno, M Akamatsu

    ZEITSCHRIFT FUR NATURFORSCHUNG C-A JOURNAL OF BIOSCIENCES   58 ( 1-2 )   135 - 142   2003年1月

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    記述言語:英語   出版者・発行元:VERLAG Z NATURFORSCH  

    L-Trp and its derivatives were used as model compounds to clarify structural factors which influence the intestinal epithelial permeation and metabolism of amino-acid derivatives. Permeability of model compounds through Caco-2 cells was used as an in vitro absorption model for human intestinal epithelial cells. The influence of compound concentration, the effects of various transporter substrates on permeability coefficients, and pH dependency of permeability coefficients were investigated. The transcellular permeability of Trp and Trp-NH2 in the direction from the apical side to the basolateral side, in which nutrients and drugs were ordinarily absorbed, declined with increasing concentration and saturated at more than 1 and 0.4 mm, respectively. The permeability coefficients for N-terminal protected Trp derivatives and Ac-Trp-NH2 showed similar and constant values in both from the apical-to-basolateral and basolateral-to-apical directions. In addition, significant inhibition of the apical-to-basolateral permeation of Trp by Leu and Phe was observed. The permeability coefficient ratio at pH 6.3 to that at pH 7.3 was explained by the ratio of the ionic form to the neutral form of the compounds. Based upon these results and the partition coefficients in the 1-octanol/water system, possible absorption mechanism of Trp and its derivatives across Caco-2 cells was proposed.

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  • 腸管吸収を促進する可食性エマルジョン

    バイオサイエンスとインダストリー   60   679 - 682   2002年

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  • Effects of medium-chain fatty acids on intracellular calcium levels and the cytoskeleton in human intestinal (Caco-2) cell monolayers

    Y Kimura, Y Hosoda, M Yamaguchi, H Nagano, M Shima, S Adachi, R Matsuno

    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY   65 ( 4 )   743 - 751   2001年4月

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    記述言語:英語   出版者・発行元:TAYLOR & FRANCIS LTD  

    The effects of medium-chain fatty acids (M(IFA) on intracellular calcium (Ca2+) levels and actin filaments in the Caco-2 monolayer were investigated, A site-dependent increase in intracellular Ca2+ levels caused by decanoic acid (C10) at 13 mM was observed by confocal laser scanning microscopy. The area in which the intracellular Ca2+ levels was increased was measured by image analysis, and increased to 11% of the total area of the monolayer within 1 minute, This was maintained far 5 minutes, and decreased thereafter, The other Ca2+FAs did not significantly increase the intracellular Ca2+ levels, Obvious morphological changes of actin filaments were induced by only C10 among C8-C14. The area in which actin filaments were depleted was also quantified, and the increase in area became significant after 40 minutes. The area of the actin-depleted spot corresponded to the area occupied by 5 to 10 cells as sell as that in which the intracellular Ca2+ level was increased. The effectiveness of only C10 suggested that the mechanism of the absorption enhancement by C10 a would be different from that by the other MCFAs, or that C10 has some additional physiological functions although the mechanism of the enhancement is the same as for:he other MGFAs.

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  • Recovery of Caco-2 cell monolayers to normal from the transport-enhanced state induced by capric acid sodium salt an its monoacylglycerol

    M Shima, Y Kimura, S Adachi, R Matsuno

    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY   63 ( 4 )   680 - 687   1999年4月

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    記述言語:英語   出版者・発行元:TAYLOR & FRANCIS LTD  

    Caco-2 cell monolayers were used as a model of the intestinal epithelium to investigate the recovery profile from the transport-enhanced state induced by the transport enhancers, capric acid sodium salt (C10FANa) and capric acid monoacylglycerol (C10MG), The transepithelial electrical resistance, MTT (3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyltetrazolium bromide) assay, and lactate dehydrogenase (LDH) release rate were investigated. The cell monolayer recovered depending on the concentration of the enhancer and on the exposure time, The MTT assay revealed that the cells recovered their mitochondrial dehydrogenase activity without proliferation. The cell monolayer exposed to C10FANa released LDH to both the apical and basolateral sides, but to C10MG, only to the apical side, The results were compared with those for SDS and taurocholic acid sodium salt, and the effect of C10FANa was found to be different. These results suggest that the damage by MCFA compounds is recoverable and that the recovery can be assessed by an MTT assay, but that the LDH-release behavior is different among the enhancers.

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  • Physico-chemical properties of fatty acids for assessing the threshold concentration to enhance the absorption of a hydrophilic substance

    Y Kimura, Y Hosoda, M Shima, S Adachi, R Matsuno

    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY   62 ( 3 )   443 - 447   1998年3月

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    記述言語:英語   出版者・発行元:TAYLOR & FRANCIS LTD  

    The effects of natural and non-natural fatty acids on enhancing the absorption of a hydrophilic marker through a human epithelial cell (Caco-2) monolayer were measured to elucidate the properties of the fatty acids. Fatty acids from C9 to C14 enhanced the absorption depending on the concentration and the carbon chain length. Those fatty acids with longer chains gave a higher permeability coefficient at low concentrations and a lower toxicity than those with shorter chains. The surface energy lowering coefficient (SELC), an intrinsic physico-chemical property, and the critical micellar concentration (CMC) were good criteria for identifying the threshold concentrations of a fatty acid to significantly enhance absorption.

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  • Absorption enhancement through intracellular regulation of tight junction permeability by medium chain fatty acids in Caco-2 cells

    T Lindmark, Y Kimura, P Artursson

    JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS   284 ( 1 )   362 - 369   1998年1月

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    記述言語:英語   出版者・発行元:AMER SOC PHARMACOLOGY EXPERIMENTAL THERAPEUTICS  

    Medium chain fatty acids (MCFAs) are used to enhance the permeability of mucosal tissues to hydrophilic drugs, but their mechanism of action is largely unknown, In this study, the absorption-enhancing effects of the sodium salts of two MCFAs, capric acid (C10) and lauric acid (C12), were studied in monolayers of human intestinal epithelial Caco-2 cells, Both MCFAs induced a rapid increase in epithelial permeability to the hydrophilic marker molecule sodium fluorescein. Inhibition of phospholipase C and inhibition or activation of various kinases and buffering of intracellular calcium indicated that the effects on epithelial permeability were mediated through phospholipase C-dependent inositol triphosphate/diacylglycerol pathways. Surprisingly, the inositol triphosphate and diacylglycerol pathways were found to have opposing effects on paracellular permeability. Exposure to the MCFAs also resulted in a concentration dependent reduction of cellular dehydrogenase activity and ATP levels. C10, but not C12, induced redistribution of the tight junction proteins ZO-1 and occludin. These results indicate that the two MCFAs have partially different and more complex mechanisms than previously recognized, which has important implications for their use in vivo.

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  • The relationship between transport-enhancement effects and cell viability by capric acid sodium salt, monocaprin, and dicaproin

    M Shima, Y Kimura, S Adachi, R Matsuno

    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY   62 ( 1 )   83 - 86   1998年1月

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    記述言語:英語   出版者・発行元:TAYLOR & FRANCIS LTD  

    Using Caco-2 cell monolayers and MTT assay, the relationship between cell viability (a) and transport-enhancement effect of 1,2-dicaproin (C6DG), monocaprin (C10MG), and capric acid sodium salt (C10FANa) was examined, Transport enhancement effect was assessed by apparent permeability (P-app) of penicillin V. There was a linear relationship between (P-app-aS(a)) and (1-a) values, where S-a, was the apparent permeability for the viable cells. The apparent permeability for the damaged cells (Sd) was evaluated from the slope of the line, Each of the enhancer compounds gave a different S-d value 2.00 x 10(-4), 0.82 x 10(-4), and 0.10 x 10(-4)cm/s for C6DG, C10MG, and C10FANa, respectively, but the value was independent of its concentration for C10MG and C10FANa. C6DG would be the safest enhancer among the three compounds because of its high Sd value at the low level of cell damage. Sd could be used as a criterion for estimating the safety of enhancers.

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  • Effects of medium-chain fatty acids and their acylglycerols on the transport of penicillin V across Caco-2 cell monolayers

    M Shima, K Yohdoh, M Yamaguchi, Y Kimura, S Adachi, R Matsuno

    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY   61 ( 7 )   1150 - 1155   1997年7月

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    記述言語:英語   出版者・発行元:TAYLOR & FRANCIS LTD  

    The transport-enhancing effects of medium-chain fatty acids (caproic, caprylic, and capric acids) and their acylglycerols (mono-, di-, triacylglycerols) were investigated by using Caco-2 cell monolayers as a model of the human intestinal epithelium. Penicillin V was used as a model for a hydrophilic bioactive compound. Among the fatty acids and acylglycerols tested, 1,2-dicaproin, monocaprin, monocaprylin, and capric acid sodium salt effectively enhanced the transport rate, whereas other substances enhanced the rate only slightly or not at all. With each of these four substance, the rate of enhancement was proportional to the concentration at low concentrations, but leveled off at high concentrations. The transport-enhancing effects were well correlated with the reduction in surface tension and with a physico-chemical parameter, denoted by the surface energy-lowering coefficient, characterizing the surface activity of a substance.

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  • Caco-2培養細胞単一層膜を用いた中鎖脂肪酸化合物によるペニシリンV透過促進と細胞生存率への影響の評価 : 食品

    島 元啓, 木村 幸敬, 安達 修二, 松野 隆一

    日本農藝化學會誌   70   14 - 14   1996年3月

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    記述言語:日本語   出版者・発行元:社団法人日本農芸化学会  

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  • Regulation of immediate and long term effects of the absorption enhancer sodium caprate in human intestinal epithelial (Caco-2) cells.

    Y Kimura, T Lindmark, P Artursson

    23RD INTERNATIONAL SYMPOSIUM ON CONTROLLED RELEASE OF BIOACTIVE MATERIALS, 1996 PROCEEDINGS   23   423 - 424   1996年

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    記述言語:英語   出版者・発行元:CONTROLLED RELEASE SOCIETY INC  

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  • 培養細胞を用いた腸管吸収促進剤の評価

    酵素工学ニュース   36   11 - 14   1996年

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  • 北欧最古の大学都市スウェーデン ウプサラ -ウプサラ大学薬学部バイオメディカルセンターに留学して-

    木村 幸敬

    化学と生物   34 ( 7 )   440 - 443   1996年

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    記述言語:日本語   出版者・発行元:学会出版センタ-  

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  • 中鎖脂肪酸の有する腸管吸収促進機構の解明

    BRAINテクノニュース   58   30 - 32   1996年

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  • 緩衝液飽和オクタノール中でのβ-グルコシダーゼによるオクチルグルコシドの合成 : 生物化学工学

    Panintrarux Chaiya, 木村 幸敬, 安達 修二, 松野 隆一

    日本農藝化學會誌   69   283 - 283   1995年7月

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    記述言語:日本語   出版者・発行元:社団法人日本農芸化学会  

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  • Caco-2培養細胞単一層膜を用いた中鎖脂肪酸およびそのグリセリドの有する生理活性物質吸収促進能の評価 : 食品

    島 元啓, 踊堂 かおり, 山口 雅世, 木村 幸敬, 安達 修二, 松野 隆一

    日本農藝化學會誌   69   363 - 363   1995年7月

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    記述言語:日本語   出版者・発行元:社団法人日本農芸化学会  

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  • EFFECTS OF A PEPTIDE MIXTURE WITH A HIGH FISCHERS RATIO ON SERUM AND CEREBRAL-CORTEX AMINO-ACID LEVELS AND ON CEREBRAL-CORTEX MONOAMINE LEVELS, COMPARED WITH AN AMINO-ACID MIXTURE WITH A HIGH FISCHERS RATIO

    CH ODAGIMA, Y KIMURA, S ADACHI, R MATSUNO, H YOKOGOSHI

    BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY   59 ( 4 )   731 - 734   1995年4月

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    記述言語:英語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:TAYLOR & FRANCIS LTD  

    Peptide mixtures with high and low Fischer's ratios (i.e., the ratio of branched-chain amino acids to aromatic amino acids), obtained from an enzymatic hydrolysate of casein, and the corresponding amino acid mixtures were intragastrically force-fed to rats. Cerebral cortex monoamines vr ere more influenced by the ingestion of the peptide than that of the amino acid mixture.

    DOI: 10.1271/bbb.59.731

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  • EQUILIBRIUM YIELD OF N-ALKYL-BETA-D-GLUCOSIDE THROUGH CONDENSATION OF GLUCOSE AND N-ALCOHOL BY BETA-GLUCOSIDASE IN A BIPHASIC SYSTEM

    C PANINTRARUX, S ADACHI, Y ARAKI, Y KIMURA, R MATSUNO

    ENZYME AND MICROBIAL TECHNOLOGY   17 ( 1 )   32 - 40   1995年1月

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    記述言語:英語   出版者・発行元:BUTTERWORTH-HEINEMANN  

    The beta-glucosidase-catalyzed synthesis of n-alkyl-beta-D-glucosides through the condensation of glucose and n-alcohols with alkyl chain lengths of 6 to 12 was carried out in a biphasic system, where the organic phase consisted only of an alcohol substrate. All the alcohols tested were condensed with glucose to give the corresponding n-alkyl-beta-D-glucosides. An equation was formula ted to predict the equilibrium yields of n-alkyl-beta-D-glucosides under various conditions, and its validity was experimentally verified. The equilibrium constant for the formation of n-alkyl-beta-D-glucosides was independent of the alkyl chain length and was 1.90 at 60 degrees C. The volume ratio of the organic to the aqueous phase was a factor significantly affecting the equilibrium yield. It was also shown that the synthesis at lower initial glucose concentrations effectively yielded alkylglucosides with less beta-glucobiose formation.

    DOI: 10.1016/0141-0229(94)00082-3

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  • Equilibrium study of alkyl-β-D-glucoside synthesis from glucose and alcohol by β-glucosidase

    Y. Kimura, C. Panintrarux, S. Adachi, R. Matsuno

    Annals of the New York Academy of Sciences   750   312 - 316   1995年

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    記述言語:英語   出版者・発行元:Blackwell Publishing Inc.  

    DOI: 10.1111/j.1749-6632.1995.tb19971.x

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  • Separation of Alkyl β-D-Glucosides and n-Alcohols by Using a Porous Tnmethylolpropane Trimethacrylate Homopolymer Gel

    Shuji Adachi, Chaiya Panintrarux, Yoichi Araki, Yukitaka Kimura, Ryuichi Matsuno

    Bioscience, Biotechnology, and Biochemistry   58 ( 9 )   1558 - 1563   1994年

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    記述言語:英語  

    Alkyl β-D-glucosides and /i-alcohols were separated by high-performance liquid chromatography on a porou gel of a trimethylolpropane trimethacrylate homopolymer, using a mixture of water with methanol or acetonitrile as the eluent. The effect of the methanol and acetonitrile concentrations on the separability was examined, and the optimum concentration of each to separate alkyl glucosides and alcohols with alkyl chain lengths of six to twelve was determined. A model for analyzing the elution characteristics of the solutes for various levels of methanol or acetonitrile is proposed, based upon the chemical potential of the solutes and eluent at the interface between the gel and eluent phases. Conventional column chromatographic separation of an alkyl glucoside and an alcohol was also performed by using gel with a larger particle diameter. © 1994, Japan Society for Bioscience, Biotechnology, and Agrochemistry. All rights reserved.

    DOI: 10.1271/bbb.58.1558

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  • Preperation of peptide mixture with High Fischer ratio from protein hydrolysate by adsorption on activated carbon

    Bioseparation   3   227 - 232   1993年

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  • ENZYMATIC-SYNTHESIS OF PEPTIDES WITH HYDROPHILIC AMINO-ACID IN WATER-MISCIBLE ORGANIC-SOLVENT

    Y KIMURA, Y TARI, S ADACHI, R MATSUNO

    ANNALS OF THE NEW YORK ACADEMY OF SCIENCES   672   458 - 461   1992年11月

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    記述言語:英語   出版者・発行元:NEW YORK ACAD SCIENCES  

    DOI: 10.1111/j.1749-6632.1992.tb32713.x

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  • PROTEINASE-CATALYZED SYNTHESIS OF PEPTIDE IN ORGANIC-SOLVENT

    Y KIMURA, R MATSUNO

    NIPPON NOGEIKAGAKU KAISHI-JOURNAL OF THE JAPAN SOCIETY FOR BIOSCIENCE BIOTECHNOLOGY AND AGROCHEMISTRY   65 ( 7 )   1111 - 1114   1991年7月

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    記述言語:日本語   掲載種別:書評論文,書評,文献紹介等   出版者・発行元:JAPAN SOC BIOSCI BIOTECHN AGROCHEM  

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  • SEPARATION OF PEPTIDE GROUPS WITH DEFINITE CHARACTERISTICS FROM ENZYMATIC PROTEIN HYDROLYSATE

    S ADACHI, Y KIMURA, K MURAKAMI, R MATSUNO, H YOKOGOSHI

    AGRICULTURAL AND BIOLOGICAL CHEMISTRY   55 ( 4 )   925 - 932   1991年4月

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    記述言語:英語   出版者・発行元:JAPAN SOC BIOSCI BIOTECHN AGROCHEM  

    For producing peptides with definite characteristics from a casein hydrolysate treated consecutively with thermolysin and papain, the hydrolysate was separated through two chromatographic steps into four peptide groups with high or low contents of aromatic amino acids (AAA) and branched chain amino acids (BCAA). The hydrolysate was first separated into AAA-poor and -rich peptide groups (one-half and 3 to 4 times as high as the AAA content of the hydrolysate) by both a conventional batch chromatography with Sephadex G-15 and a continuous one, with the same resin, of a simulated moving-bed type. The AAA-poor peptide group was further separated into a BCAA-rich (about 1.5-fold) peptide group and another one with an increased content of hydrophilic amino acids by batch chromatography with Toyopearl HW-40S.

    DOI: 10.1271/bbb1961.55.925

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  • プロテア-ゼを用いる有機溶媒中でのペプチド合成

    木村 幸敬, 松野 隆一

    日本農芸化学会誌   65 ( 7 )   1111 - 1114   1991年

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  • タンパク質加水分解物からの特徴的なペプチド群の分離

    安達修二, 木村幸敬, 村上浩二, 松野隆一, 横越英彦

    化学工学シンポジウムシリーズ   27   1991年

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  • SYNTHESIS OF PEPTIDES CONSISTING OF ESSENTIAL AMINO-ACIDS BY A REACTOR SYSTEM USING 3 PROTEINASES AND AN ORGANIC-SOLVENT

    Y KIMURA, K MURAYA, Y ARAKI, H MATSUOKA, K NAKANISHI, R MATSUNO

    AGRICULTURAL AND BIOLOGICAL CHEMISTRY   54 ( 12 )   3331 - 3333   1990年12月

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    記述言語:英語   掲載種別:記事・総説・解説・論説等(学術雑誌)   出版者・発行元:JAPAN SOC BIOSCI BIOTECHN AGROCHEM  

    DOI: 10.1271/bbb1961.54.3331

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  • CONTINUOUS SYNTHESIS OF A TRIPEPTIDE BY SUCCESSIVE CONDENSATION AND TRANSESTERIFICATION CATALYZED BY 2 IMMOBILIZED PROTEINASES IN ORGANIC-SOLVENT

    Y KIMURA, T YOSHIDA, K MURAYA, K NAKANISHI, R MATSUNO

    AGRICULTURAL AND BIOLOGICAL CHEMISTRY   54 ( 6 )   1433 - 1440   1990年6月

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    記述言語:英語   出版者・発行元:JAPAN SOC BIOSCI BIOTECHN AGROCHEM  

    DOI: 10.1271/bbb1961.54.1433

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  • ENZYMATIC-SYNTHESIS OF THE PRECURSOR OF LEU-ENKEPHALIN IN WATER-IMMISCIBLE ORGANIC-SOLVENT SYSTEMS

    Y KIMURA, K NAKANISHI, R MATSUNO

    ENZYME AND MICROBIAL TECHNOLOGY   12 ( 4 )   272 - 280   1990年4月

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    記述言語:英語   出版者・発行元:BUTTERWORTH-HEINEMANN  

    DOI: 10.1016/0141-0229(90)90099-C

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  • 165 固定化プロテアーゼを用いた有機溶媒中での連続ペプチド合成

    中西 一弘, 田中 孝明, 木村 幸敬, 松野 隆一

    日本醗酵工学会大会講演要旨集   2   39 - 39   1990年

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    記述言語:日本語   出版者・発行元:日本醗酵工学会  

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▼全件表示

受賞

  • 井上奨励賞

    1992年  

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    受賞国:日本国

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共同研究・競争的資金等の研究

  • 廃グリセリンからのポリ乳酸原料生産の実装化を指向した反応抽出プロセスの体系化

    研究課題/領域番号:23K11490  2023年04月 - 2026年03月

    日本学術振興会  科学研究費助成事業  基盤研究(C)

    木村 幸敬

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    配分額:4680000円 ( 直接経費:3600000円 、 間接経費:1080000円 )

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  • セルロースナノファイバー高度利用のための高分子付加による配向性の向上

    研究課題/領域番号:23658275  2011年 - 2012年

    日本学術振興会  科学研究費助成事業 挑戦的萌芽研究  挑戦的萌芽研究

    木村 幸敬

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    配分額:3900000円 ( 直接経費:3000000円 、 間接経費:900000円 )

    地球環境における主要な炭素資源である木質系バイオマスの主成分であるセルロースの有効利用を目的として、セルロースの末端に直鎖状の疎水性および親水性高分子の付加を試みた。これにより水にも油にも溶解しがたいセルロースの溶解性の向上と、カプセルなどの調製に有利な配向性を獲得し、セルロースの利用拡大が想定される。本研究では、末端へのポリ乳酸の重合が期待される還元末端の水酸基以外を保護したグルコースの調製条件と、還元末端にメトキシポリエチレングリコールを付加したグルコースの調製条件を確立した。

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  • 高温高圧下でのpHが亜臨界水による食品成分分解動力学に及ぼす影響

    研究課題/領域番号:19580136  2007年 - 2008年

    日本学術振興会  科学研究費助成事業 基盤研究(C)  基盤研究(C)

    木村 幸敬

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    配分額:4680000円 ( 直接経費:3600000円 、 間接経費:1080000円 )

    100℃以上で臨界点(374℃)以下の温度領域で, 液体状態が保たれた亜臨界水は常温常圧の水に比べて, 比誘電率が低く, またイオン積が500~1000倍程度大きい。これらの性質によって, 亜臨界水は疎水性物質の抽出への利用や酸または塩基触媒としての利用が可能である。本研究では, 亜臨界水中での食品成分の分解速度がpH変化および電気伝導度に影響する塩に影響を受ける現象に関して, 亜臨界水中での五単糖, ウロン酸, アミノ酸分解を試み, そのpHと分解動力学について反応機構を検討した。また, 糖の加水分解について, 塩が分解速度に影響することを見出した。

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  • 亜臨界水による食品成分の無触媒合成

    研究課題/領域番号:16580098  2004年 - 2006年

    日本学術振興会  科学研究費助成事業 基盤研究(C)  基盤研究(C)

    木村 幸敬, 島 元啓

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    配分額:3700000円 ( 直接経費:3700000円 )

    高温高圧下で液体状態を保った亜臨界水中では,水のイオン積が常温の水の時の1000倍程度も上昇し,種々の反応が無触媒的に進行する.この特長を活かした環境への負荷を軽減した食品加工プロセスの構築を目的として,亜臨界水中での食品成分の無触媒合成について検討を行った.まず,薬や化粧品合成の出発物質となる5-ヒドロキシメチル-2-フルフラル(HMF)を糖から亜臨界水中で生産する変換反応を試みた.各種単糖の分解過程はいずれもWeibullの式で整理することができた.HMFへの変換率はフルクトースからが最も高く48%であることを見出した.次に,100〜140℃の亜臨界水中で,無触媒的にペプチドであるアンジオテンシンIIと3種類のジカルボン酸との間にペプチド結合が形成されることをLC-MSおよびMALDI-TOFで確認した.温度が高いほど,縮合物の生成量が増加した.また,ジカルボン酸の水酸基が少ないほど,高い変換率を与えることが明らかになった.最後に,亜臨界水中での異性化反応に着目した.200〜260℃の亜臨界水中で,リノール酸から異性体である共役リノール酸が生成することを,標準物質と比較することで確認した.処理時間が長いほど,温度が高いほど異性体の転換率が大きくなった.しかし,その転換率は高々1%未満であった.また,いずれの条件でも,異性体の転換率がcis-9,trans-11 CLA/trans-10,cis-12 CLA=1.0/0.6と一定であることも明らかとなった.上述のように,亜臨界水中での無触媒的な分解・合成・異性化反応により,食品成分の合成が可能であることを示した.これらの成果を3つの論文として公表し,所期の目的をほぼ達成した.

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  • 亜臨界条件下における水・有機溶媒混合液を用いた食品素材物質の合成の可能性

    研究課題/領域番号:15658043  2003年 - 2004年

    日本学術振興会  科学研究費助成事業 萌芽研究  萌芽研究

    安達 修二, 木村 幸敬

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    配分額:3800000円 ( 直接経費:3800000円 )

    常温の水に比べてイオン積が大きく,水自体が酸または塩基触媒として作用すると期待される亜臨界水を用いた食品素材物質の合成の可能性を,オクタペプチドであるアンジオテンシンIIとジカルボン酸,および糖アルコールであるエリスリトールとオクタン酸の縮合反応について検討した.前年度に,100℃〜130℃という比較的低温の亜臨界水中で前者の反応が進行することを見出していた.そこで本年度はまず,有機溶媒の添加効果について検討したところ,理由は不明であるが,水濃度の低下は縮合生成物の収率に顕著な影響を及ぼさなかった.次に,アンジオテンシンIIの各種類縁ペプチドおよび水酸基数の異なる各種ジカルボン酸の亜臨界水中での反応性の差異について検討したところ,ほとんどの組み合わせで対応する縮合物が生成することをLC-MSを用いて確認した.検討した炭素数4のジカルボン酸では水酸基の数が少ないほど,アンジオテンシンIIとの縮合物の収率が高かった.また,アンジオテンシンII類縁ペプチドの大半はジカルボン酸と反応して対応する縮合物を与えた.また,アミノ酸でも縮合物を生成する場合があり,これらの反応にアルギニンまたはアスパラギン酸残基が関与する可能性が示されたが,確証を得るには至っていない.また,水の濃度を極限的に低下した系に相当する無溶媒系(185℃)でエリスリトールとオクタン酸の縮合の可否について検討したところ,HPLC分析において溶出時間の異なる2または3種のエステルと思われる生成物が認められた,生成物の同定には至っていないが,無溶媒・無触媒系で食品素材物質が合成できる可能性が示唆された.

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  • Study on Food Enjineering using Subcritical Water

    2002年

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    資金種別:競争的資金

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  • 亜臨界水を用いた食品加工に関する研究

    2002年

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    資金種別:競争的資金

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  • 疑似血流とリンパ流を具備した疎水性物質用腸管吸収モデルの構築

    研究課題/領域番号:12460057  2000年 - 2002年

    日本学術振興会  科学研究費助成事業 基盤研究(B)  基盤研究(B)

    松野 隆一, 島 元啓, 木村 幸敬

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    配分額:15500000円 ( 直接経費:15500000円 )

    疎水性物質は、生体では腸管から血液あるいはリンパ液に吸収される。この生体での吸収過程と比較できるような簡便な腸管モデルとして、腸管上皮様に分化する培養細胞層を用いて血流とリンパ流を独立に制御できるモデルの確立を目的として研究を行った。研究期間を通じて疎水性物質の細胞層透過様式の解析に最も力を注いだ。その過程で、疎水性物質が細胞層を透過する際に疎水度の高い物質が細胞層に蓄積しやすいこと、消化分解酵素に分解されやすい疎水性物質でも電荷を有するならば、相補する電荷を有する疎水性物質を用いることで両物質間の静電的な相互作用を促し、細胞内酵素による分解を免れ透過吸収量を向上させることができることを見出した。また、抗酸化作用を示す疎水性物質・アスコルビン酸脂肪酸エステルの細胞層透過吸収様式を非酵素的な分解過程も含めて詳細に解析し、さらに同物質を作用させた腸管吸収細胞Caco-2は、腸管側からの酸化剤に対して強い抗酸化能を獲得することを明らかにした。
    モデル構築のために必要な様々な条件を検討し、疑似リンパ液成分として有効な成分の選定、疎水性物質を親水性溶液(血液に相当)から疎水性溶液(リンパ液に相当)に透過し易いメンブランフィルターの選定した。また、血漿側のコンパートメントへの溶液の流入流出量をペリスターポンプで制御できることを確認し、小コンパートメントの完全混合のための攪拌条件を決定した。
    これら全ての知見を用いることで、腸管モデルの構築の可能性を示すことができた。

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  • 難吸収生理活性物質の腸管吸収速度を制御するための培養細胞を用いたモデリング

    研究課題/領域番号:10750575  1998年 - 1999年

    日本学術振興会  科学研究費助成事業 奨励研究(A)  奨励研究(A)

    木村 幸敬

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    配分額:2100000円 ( 直接経費:2100000円 )

    本年度は以下の項目について研究を実施した。
    1)吸収促進能の発現と中鎖脂肪酸の蓄積・透過過程の解析
    プラスティックウェル上に生育させたCaco-2細胞層への侵入蓄積過程をラジオアイソトープラベルしたオクタン酸(C8)、デカン酸(C10)、ドデカン酸(C12)を用いて実験し、解析した。細胞層への浸入係数は、pH7.3でそれぞれ3.4×10^<-5>(C8)、3.4×10^<-5>(C10)、1.6×10^<-4>(C12)(cm/s)であり、疎水度の高いC12が最も速く浸入した。溶液のpHを変化させてもこれらの係数はほとんど変化しなかった。また、細胞層への分配係数も4.4×10^2(C8)、5.9×10^2(C10)、2.9×10^3(C12)という値が得られ、中鎖脂肪酸が示す吸収促進能発現機構のシミュレートモデルの基礎因子を解明した。
    2)腸溶性カプセルの作製と試験
    親水性難吸収性物質の吸収促進に必要な濃度という因子や良好なカプセル化という因子などを考察し、中鎖脂肪酸を封入した腸溶性ゼラチンカプセルを調製した。
    3)実用化の安全性試験
    奇数鎖の脂肪酸を含むC8〜C12をCaco-2細胞層に一定時間さらした後に、細胞ミトコンドリアデヒドロゲナーゼ活性をMTT法で、細胞骨格への影響をアクチンフィラメント染色で測定した。親水性物質透過の促進効果が同程度であるとき、MTT活性を最も下げたのがC10であり、C12はMTT活性を保持させることが明らかになった。C10のみがアクチンフィラメントを大きく変化させることが明らかになった。これらの手法の、細胞安全性試験の第1次スクリーニングとしての可能性を示した。

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  • ビタミンCの中鎖脂肪酸による酵素的アシル化とその腸管吸収能の評価

    研究課題/領域番号:09650874  1997年 - 1998年

    日本学術振興会  科学研究費助成事業 基盤研究(C)  基盤研究(C)

    安達 修二, 木村 幸敬

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    配分額:3300000円 ( 直接経費:3300000円 )

    水溶性めビタミンC(アスコルビン酸)は,体内における吸収効率が低い.一方,炭素数6〜12の飽和脂肪酸である中鎖脂肪酸は腸管などの上皮での親水性物質の吸収を促進することが知られている.そこで,アスコルビン酸を中鎖脂肪酸によりアシル化することにより,その腸管吸収効率の向上を図るとともに,還元能を有するアスコルビン酸に疎水性を付与することによる脂溶性還元剤としての利用,並びに生成物が界面活性をもつと期待されることより還元能を具備した乳化剤(界面活性剤)としての使用を意図して本研究を行った.まず,Candida antarctica起源の固定化リパーゼがアセトニトリル中でラウリル酸とアスコルビン酸の縮合反応を効率的に触媒し,溶媒の含水率が低いほど収率が向上することを見出した.また,各種炭素鎖長の中鎖脂肪酸との縮合反応の平衡収率について検討したところ,脂肪酸の炭素鎖長は平衡収率に顕著な影響を及ぼさなかった.さらに,食品への応用を念頭において各種水可溶性有機溶媒を対象に反応溶媒の選択を行い,沸点が低く,精製過程での除去が容易と考えられるアセトン中でも本反応が効率的に進行することを見出した.また,アセトンの含水率が低いほど目的生成物の平衡収率が高かった.さらに,中鎖脂肪酸による親水性物質の腸管吸収機構などに関して小腸上皮様に分化したCaco-2培養細胞を用いた検討を行い,吸収促進効果には中鎖脂肪酸の界面活性剤としての性質が深く関与していることを示した.一方,リパーゼ触媒反応により調製したアスコルビン酸のアシル化物は比較的強い界面活性能を有していた.上述のように,酵素法を用いて中鎖脂肪酸によりビタミンCをアシル化する方法を確立するとともに,ビタミンCの腸管吸収効率の改善に関する基礎的な知見が得られ,所期の目的をほぼ達成した.

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  • 中鎖脂肪酸グリセリド分解物の有する腸管からの吸収促進機構の解明

    研究課題/領域番号:08760133  1996年

    日本学術振興会  科学研究費助成事業 奨励研究(A)  奨励研究(A)

    木村 幸敬

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    配分額:1000000円 ( 直接経費:1000000円 )

    1.中鎖脂肪酸グリセリド分解物が与える腸管吸収促進の経路の特定
    メンブレンフィルター上に培養したヒト結腸癌由来のCaco-2を用いて、中鎖脂肪酸グリセリド分解物が与える腸管吸収促進の経路について以下の結果を得た。腸管側に促進物質を加えると、細胞間隙を通過する経路のマーカーとして用いた親水性薬物・ペニシリンVの透過が促進された。また細胞間隙経路の指標である細胞層を隔てた電気抵抗が低下し、促進される経路が細胞間隙であることが示された。さらに、透過経路のモデルをたて、細胞のミトコンンドリアでのデヒドロゲナーゼ活性を指標とした実験(MTT法)で得られた細胞の障害率とその時の透過係数の値から、細胞間隙を透過するモデルが障害率と透過係数の関係をよく説明することを明らかにした。なお、このモデルを96年9月の化学工学会シンポジウムにおいて発表した(Shima M.et a1.)。
    2.細胞内シグナル伝達系阻害剤を用いたC10脂肪酸の作用機構の解明
    細胞内情報伝達経賂の内phospholipase Cを介する経路の様々な段階での阻害剤を用いてC10脂肪酸の作用機構への細胞情報伝達系の関与について研究をした。diacylglycerolのアナログがC10の促進効果を阻害し、inositol trisphosphateが関与する経路の阻害剤のいくつかがC10の促進効果を阻害した。C10はこれらの経路に相反する様式で影響して、吸収促進効果を与えることが示唆された。これらの結果は、97年1月の日本薬学会関東支部シンポジウムで発表し、Proc.Int.Symp.Control.Release Bioact.Mater.にも発表した.

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  • 可食性界面活性剤の酵素合成に関する溶媒工学的研究

    研究課題/領域番号:06453175  1994年 - 1996年

    日本学術振興会  科学研究費助成事業 基盤研究(B)  基盤研究(B)

    松野 隆一, 木村 幸敬, 安達 修二

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    配分額:7300000円 ( 直接経費:7300000円 )

    食品中に含まれる親水性および疎水性物質から酵素法により可食性界面活性剤を効率的に合成する手法の確立を目的とした。まず、可食性とは言い難いが、複雑な反応系の特徴とその解析法を確立するため、工業的用途の広いアルキルグルコシドのβ-グルコシダーゼによる合成を取り上げた。基質の一つであるアルコール自体を有機相とする二相系反応における目的物および副生成物の平衡収率を予測する式を提出するとともに、縮合反応の平衡定数がアルキル鎖長に依存しないことを見出した。さらに、緩衝液で飽和したアルコールに粉末状のグルコースと酵素を添加する新たな反応方式を考案し、従来の二相系反応に比べて著しく収率が向上することおよび酵素の再利用が可能なことを検証した。本系では、(S)-体および(R)-体のいずれの2級アルコールも基質となり、比較的高収率で対応するグルコシドを生成することを見出した。これらの反応で生成したアルキルグルコシドを液体クロマトグラフ分離により効率的に回収できる充填剤を見出すとともに、各溶質の溶出挙動に及ぼす溶媒の影響を合理的に説明する新たなモデルを提出した。また、各溶質の充填剤に対する吸着等温線を1本のパルス応答曲線から簡便に推定する新たな方法を提案した。さらに、固定化リパーゼを用いたエリスリトールおよびビタミンCのアシル化についても検討し、位置選択的なアシル化がほとんど水を含まないアセトニトリル中で効率的に反応が進行することを見出し、NMRにより生成物の同定を行った。

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  • 中鎖脂肪酸トリグリセリドを利用した生理活性物質吸収促進機能を有する食品の構築

    研究課題/領域番号:06856019  1994年

    日本学術振興会  科学研究費助成事業 奨励研究(A)  奨励研究(A)

    木村 幸敬

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    配分額:800000円 ( 直接経費:800000円 )

    1.培養細胞系の確立
    小腸上皮吸収細胞様の機能を発現するヒト結腸ガン細胞Caco-2を使用した培養系の確立を目指した。tight junctionの形成度の指標として細胞層を隔てた電気抵抗を測定した。培養2日目以降に高い抵抗値が得られた。電子顕微鏡による観察で、17-19日程度培養した細胞では、micro villiも観察され、吸収実験を行うのに最適である培養系(培養後17-19日)が確立された。
    2.促進能とトリグリセリドの分解度との相関関係の解析
    トリグリセリドやその分解物である各成分について、吸収促進能を上記培養細胞系で測定した。すなわち、炭素鎖長6,8,10の脂肪酸(FA)やそれからなるモノ・ジ・トリグリセリド(MG,DG,TG)存在下(10mM)での生理活性モデル物質ペニシリンVの細胞層透過速度を測定した。測定には、拡散チャンバーを用いた。各成分のうちC6-DG,C8-MG,C10-MG,C10FA存在下の透過速度がそれぞれコントロールの197倍、220倍、190倍、13倍であった。その他の成分はコントロールと差が見られなかった。これらの促進能がそれぞれの成分の界面活性と正の相関があることを明らかにした。これらの成分を混合して使用した際の促進能力については、現在検討中である。
    本年度で得られた知見を、1995年度の農芸化学会本大会で発表する予定である。また、近く論文として投稿する。

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  • アミノアシラーゼによる脂肪酸とアミノ酸からの天然界面活性剤の合成に関する研究

    研究課題/領域番号:03856032  1991年

    日本学術振興会  科学研究費助成事業 奨励研究(A)  奨励研究(A)

    木村 幸敬

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    配分額:800000円 ( 直接経費:800000円 )

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  • 必須アミノ酸よりなる機能性オリゴペプチドの酵素合成

    研究課題/領域番号:02453131  1990年 - 1992年

    日本学術振興会  科学研究費助成事業 一般研究(B)  一般研究(B)

    松野 隆一, 中西 一弘, 木村 幸敬, 安達 修二

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    配分額:7700000円 ( 直接経費:7700000円 )

    腸管吸収速度が速いなどの栄養学的に優れた機能を有すると考えられる必須アミノ酸を含むオリゴペプチドを酵素法により効率的に合成する方法について検討し、以下の成果を得た。固定化thermolysin(TL),α-chymotrypsin(CT)およびpapain(PP)の有する縮合または転移作用を利用して、有機溶媒または有機溶媒/緩衝液系で各種のジおよびトリペプチドを合成する方法を開発した。例えば、固定化TLとCTを直列に連結した2固定化酵素カラムでZ-GFLNH_2を220時間にわたり80%以上の高収率で連続合成することに成功した。本研究で合成した必須アミノ酸およびそれに準ずるヒスチジンを含むジおよびトリペプチドは以下の通りである。カッコ内は使用した酵素、その作用および収率を示す。Z-K(Z)IOMe(TL;縮合,約100%),Z-TWOEt(PP;転移,73%),Z-TWVNH_2(CT;縮合,約100%),Z-LFOMe(TL;縮合,約100%),Z-MLFOMe(TL;縮合,約100%),Boc-H(Tos)VOEt(PP;縮合,91%)。また、基質の有機溶媒と水相への分配特性により、水分濃度の増加に伴い物質移動抵抗が急激に増加する場合があることを認めた。さらに、オピオイドペプチドであるLeu-enkephalinの前駆体(Z-YGGFLOEt)を、構成アミノ酸誘導体より、CT、TLおよびPPを用いて合成する手順を提出し、その実現性を実験的に検証した。塩基性アミノ酸(K)からなるジおよびトリペプチドをトリプシンを用いたアセトリトリル/水系で合成した。とくに、Kのみからなるジおよびトリペプチドの合成について詳細な検討を行い、酵素濃度およびアミド基質の濃度を適正に制御することにより、目的物の収率を向上させかつその収率を長期間維持できることを見い出した。本研究は、わずか4種の酵素により多種のオリゴペプチドが構成できることを示した。これは、バイオプロセスが指向する少量多品種生産系が構築できたものといえる。

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  • プロテアーゼによるペプチド合成反応に関する研究

    研究課題/領域番号:01790456  1989年

    日本学術振興会  科学研究費助成事業 奨励研究(A)  奨励研究(A)

    木村 幸敬

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    配分額:1000000円 ( 直接経費:1000000円 )

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  • 加水分解酵素を用いた有用物質合成に関する研究

    1984年

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    資金種別:競争的資金

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  • Study on synthesis of availably biochemical materials by hydrolytic enzyme

    1984年

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    資金種別:競争的資金

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  • Study on absorption of physiologically functional foods through absorbtive cells in intestine.

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    資金種別:競争的資金

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  • 小腸上皮吸収細胞における機能性食品の吸収過程の解析

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    資金種別:競争的資金

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  • 有機化学Ⅱ (2023年度) 第1学期  - 月1,木3

  • 有機化学Ⅲ (2023年度) 第1学期  - 月2,木4

  • 有機化学Ⅳ (2023年度) 第3学期  - 月1,木5

  • 有機化学Ⅴ (2023年度) 第3学期  - 月2,木6

  • 有機化学I (2023年度) 第2学期  - 金3~4

  • 材料プロセス工学1 (2023年度) 前期  - その他

  • 材料プロセス工学2 (2023年度) 前期  - その他

  • 材料・反応プロセス工学 (2023年度) 後期  - 火1~2

  • 機器分析Ⅱ (2023年度) 第4学期  - 水3~4

  • 機器分析I (2023年度) 第3学期  - 水3~4

  • 混合と反応 (2023年度) 第1学期  - 月4,木2

  • 無機化学Ⅱ (2023年度) 第4学期  - 水3~4

  • 無機化学I (2023年度) 第3学期  - 水3~4

  • 無機材料化学 (2023年度) 第3学期  - 火4,金2

  • 無機結晶化学 (2023年度) 第3学期  - 火3,金1

  • 熱と物質の収支 (2023年度) 第1学期  - 月7~8

  • 熱力学Ⅱ (2023年度) 第2学期  - 水3~4

  • 熱力学Ⅲ (2023年度) 第1学期  - 月3,木1

  • 物理化学1 (2023年度) 1・2学期  - [第1学期]水1~2, [第2学期]水3~4

  • 物理化学1 (2023年度) 1・2学期  - [第1学期]水1~2, [第2学期]水3~4

  • 特別研究 (2023年度) その他  - その他

  • 特別研究 (2023年度) 通年  - その他

  • 環境プロセス工学 (2023年度) 前期  - その他

  • 環境プロセス工学 (2023年度) 後期  - 木3~4

  • 環境プロセス工学演習 (2023年度) 前期  - その他

  • 環境プロセス工学演習 (2023年度) 後期  - その他

  • 環境プロセス工学演習 (2023年度) 後期  - その他

  • 環境プロセス工学演習 (2023年度) 前期  - その他

  • 環境プロセス工学特別演習 (2023年度) 通年  - その他

  • 環境プロセス論 (2023年度) 前期  - その他

  • 環境分析化学Ⅱ (2023年度) 第2学期  - 水1~2

  • 環境分析化学実験 (2023年度) 1・2学期  - 月5~8,木5~8

  • 環境分析化学I (2023年度) 第1学期  - 水1~2

  • 環境化学実験および演習A (2023年度) 1~3学期  - [第1学期]月5~6,木5~6, [第2学期]その他, [第3学期]火5~6,金5~6

  • 環境化学実験および演習B (2023年度) 1~3学期  - [第1学期]月7~8,木7~8, [第2学期]その他, [第3学期]火7~8,金7~8

  • 環境化学実験および演習C (2023年度) 1~3学期  - その他

  • 環境問題とその解決のための化学技術 (2023年度) 第1学期  - 月3~4

  • 環境有機化学Ⅱ (2023年度) 第2学期  - 火1~2,金3~4

  • 環境有機化学I (2023年度) 第4学期  - 木5~6

  • 環境物質工学各論C (2023年度) 夏季集中  - その他

  • 生物化学工学 (2023年度) 後期  - その他

  • 生物界面制御工学 (2023年度) 後期  - その他

  • 相平衡論 (2023年度) 第3学期  - 月3,木1

  • 研究分野演習 (2023年度) 1~4学期  - その他

  • 研究分野演習 (2023年度) その他  - その他

  • 確率統計2 (2023年度) 第4学期  - 火1~2

  • 統計学I (2023年度) 第4学期  - 火1~2

  • 線形代数 (2023年度) 1・2学期  - 金5~6

  • 線形代数 (2023年度) 1・2学期  - 金5~6

  • 線形代数 (2023年度) 1・2学期  - 金5~6

  • 線形代数 (2023年度) 1・2学期  - 金5~6

  • 線形代数1 (2023年度) 第1学期  - 金5~6

  • 線形代数1 (2023年度) 第1学期  - 金5~6

  • 線形代数2 (2023年度) 第2学期  - 金5~6

  • 線形代数2 (2023年度) 第2学期  - 金5~6

  • 電気化学Ⅱ (2023年度) 第3学期  - 月4,木2

  • 電気化学I (2023年度) 第2学期  - 月1,木3

  • 高分子化学I (2023年度) 第1学期  - 月1,木3

  • 高分子固体科学 (2023年度) 第4学期  - 木1~2

  • 高分子溶液論 (2023年度) 第3学期  - 木1~2

  • Advances in Material and Energy Science (2022年度) 特別  - その他

  • Environmental Process Engineering (2022年度) 第1学期  - 月7~8

  • SDGs:エネルギーとエントロピー (2022年度) 第3学期  - 月7~8

  • エネルギーとエントロピー (2022年度) 第3学期  - 月7~8

  • システム設計学Ⅱ (2022年度) 第3学期  - その他

  • システム設計学I (2022年度) 第3学期  - その他

  • 化学プロセス工学Ⅱ (2022年度) 第4学期  - 月3~4

  • 化学プロセス工学I (2022年度) 第3学期  - 月3~4

  • 化学実験安全学 (2022年度) 第1学期  - 火1~2

  • 化学実験安全学および演習 (2022年度) 第1学期  - 火1~2

  • 化学工学I (2022年度) 第4学期  - 水1~2

  • 反応工学I (2022年度) 第3学期  - 金1~2

  • 反応速度論 (2022年度) 第3学期  - 火1~2

  • 基礎化学工学 (2022年度) 第3学期  - 水1~2

  • 基礎有機化学 (2022年度) 第1学期  - 金3~4

  • 基礎無機化学 (2022年度) 第2学期  - 月2,木4

  • 基礎物理化学 (2022年度) 第1学期  - 金1~2

  • 基礎英語実践演習 (2022年度) 第2学期  - 水4

  • 基礎英語実践演習 (2022年度) 第1学期  - 水4

  • 基礎英語実践演習 (2022年度) 第1学期  - 水8

  • 基礎英語実践演習 (2022年度) 第3学期  - 水4

  • 基礎英語実践演習 (2022年度) 第4学期  - 水4

  • 微分積分 (2022年度) 1・2学期  - 金5~6

  • 微分積分 (2022年度) 1・2学期  - 金5~6

  • 微分積分1 (2022年度) 第1学期  - 金5~6

  • 微分積分2 (2022年度) 第2学期  - 金5~6

  • 数理・データサイエンス(発展) (2022年度) 第4学期  - 火1~2

  • 有機化学Ⅱ (2022年度) 第1学期  - 月1,木3

  • 有機化学Ⅲ (2022年度) 第1学期  - 月2,木4

  • 有機化学I (2022年度) 第2学期  - 金3~4

  • 混合と反応 (2022年度) 第1学期  - 月4,木2

  • 熱力学Ⅱ (2022年度) 第2学期  - 水3~4

  • 熱力学Ⅲ (2022年度) 第1学期  - 月3,木1

  • 熱力学I (2022年度) 第1学期  - 水3~4

  • 物理化学1 (2022年度) 1・2学期  - 水3~4

  • 物理化学1 (2022年度) 1・2学期  - 水3~4

  • 特別研究 (2022年度) 通年  - その他

  • 環境プロセス工学 (2022年度) 第1学期  - 月7~8

  • 環境プロセス工学 (2022年度) 後期  - 木3~4

  • 環境プロセス工学演習 (2022年度) 後期  - その他

  • 環境プロセス工学演習 (2022年度) 前期  - その他

  • 環境プロセス工学演習 (2022年度) 前期  - その他

  • 環境プロセス工学演習 (2022年度) 後期  - その他

  • 環境プロセス論 (2022年度) 前期  - その他

  • 環境分析化学Ⅱ (2022年度) 第2学期  - 水1~2

  • 環境分析化学I (2022年度) 第1学期  - 水1~2

  • 環境問題とその解決のための化学技術 (2022年度) 第1学期  - 月3~4

  • 環境物質工学各論C (2022年度) 夏季集中  - その他

  • 研究分野演習 (2022年度) 1~4学期  - その他

  • 研究分野演習 (2022年度) その他  - その他

  • 確率統計2 (2022年度) 第4学期  - 火1~2

  • 統計学I (2022年度) 第4学期  - 火1~2

  • Heat and Mass Balances (2021年度) 第1学期  - 火7,火8

  • SDGs:エネルギーとエントロピー (2021年度) 第3学期  - 月7~8

  • エネルギーとエントロピー (2021年度) 第3学期  - 月7~8

  • エネルギーとエントロピー (2021年度) 第3学期  - 月7~8

  • システム設計学 (2021年度) 第3学期  - その他

  • システム設計学Ⅱ (2021年度) 第3学期  - その他

  • システム設計学I (2021年度) 第3学期  - その他

  • 化学プロセス工学 (2021年度) 3・4学期  - 月3~4

  • 化学プロセス工学Ⅱ (2021年度) 第4学期  - 月3~4

  • 化学プロセス工学I (2021年度) 第3学期  - 月3~4

  • 化学・生命系入門 (2021年度) 第1学期  - 金1~2

  • 化学実験安全学 (2021年度) 第1学期  - 火1~2

  • 化学実験安全学および演習 (2021年度) 第1学期  - 火1~2

  • 化学工学A (2021年度) 1~4学期  - [第1学期]木5~6, [第2学期]その他, [第3学期]その他, [第4学期]金7~8

  • 化学工学A (2021年度) 1~4学期  - [第1学期]木5~6, [第2学期]その他, [第3学期]その他, [第4学期]金7~8

  • 化学工学I (2021年度) 第1学期  - 木5~6

  • 反応工学 (2021年度) 3・4学期  - [第3学期]金1~2, [第4学期]金3~4

  • 反応工学I (2021年度) 第3学期  - 金1~2

  • 基礎化学工学 (2021年度) 第4学期  - 金7~8

  • 基礎有機化学 (2021年度) 第1学期  - 金3~4

  • 基礎物理化学 (2021年度) 第1学期  - 金7~8

  • 基礎物理化学 (2021年度) 第1学期  - 金7~8

  • 基礎物理化学 (2021年度) 第1学期  - 金1~2

  • 基礎英語実践演習 (2021年度) 第4学期  - 水4

  • 基礎英語実践演習 (2021年度) 第3学期  - 水4

  • 基礎英語実践演習 (2021年度) 第2学期  - 水8

  • 基礎英語実践演習 (2021年度) 第2学期  - 水4

  • 基礎英語実践演習 (2021年度) 第1学期  - 水8

  • 基礎英語実践演習 (2021年度) 第1学期  - 水4

  • 数理・データサイエンス(発展) (2021年度) 第4学期  - 火1,火2

  • 熱と物質の収支 (2021年度) 第1学期  - 火7~8

  • 熱力学I (2021年度) 第1学期  - 水3~4

  • 物理化学1 (2021年度) 1・2学期  - 水3,水4

  • 特別研究 (2021年度) 通年  - その他

  • 環境ものづくり国際インターンシップ演習 (2021年度) 夏季集中  - その他

  • 環境プロセス工学 (2021年度) 後期  - 木3~4

  • 環境プロセス工学演習 (2021年度) 前期  - その他

  • 環境プロセス工学演習 (2021年度) 後期  - その他

  • 環境プロセス工学演習 (2021年度) 後期  - その他

  • 環境プロセス工学演習 (2021年度) 前期  - その他

  • 環境プロセス論 (2021年度) 前期  - その他

  • 環境問題とその解決のための化学技術 (2021年度) 第1学期  - 月3~4

  • 研究分野演習 (2021年度) 1~4学期  - その他

  • 研究分野演習 (2021年度) その他  - その他

  • 確率統計2 (2021年度) 第4学期  - 火1,火2

  • 自然・環境科学教養・実践論 (2021年度) 後期  - 木7,木8

  • 英語で学ぶニュージーランド環境研修プログラム (2021年度) 夏季集中  - その他

  • SDGs・ESD実践基礎 (2021年度) 夏季集中  - その他

  • Advances in Material and Energy Science (2020年度) 夏季集中  - その他

  • Environmental Process Engineering (2020年度) 第1学期  - 火7,火8

  • エネルギーとエントロピー (2020年度) 第4学期  - 火3,金1,金2

  • エネルギーとエントロピー (2020年度) 第4学期  - 火3,金1,金2

  • エネルギーとエントロピー (2020年度) 第4学期  - 火3,金1,金2

  • システム設計学 (2020年度) 第3学期  - その他

  • システム設計学Ⅱ (2020年度) 第3学期  - その他

  • システム設計学I (2020年度) 第3学期  - その他

  • 化学プロセス工学 (2020年度) 3・4学期  - 月4,月5

  • 化学プロセス工学Ⅱ (2020年度) 第4学期  - 月4,月5

  • 化学プロセス工学I (2020年度) 第3学期  - 月4,月5

  • 化学工学A (2020年度) 1~4学期  - [第1学期]木4,木5, [第2学期]その他, [第3学期]その他, [第4学期]金6,金7

  • 化学工学I (2020年度) 第1学期  - 木4,木5

  • 反応工学 (2020年度) 3・4学期  - 金1,金2

  • 反応工学I (2020年度) 第3学期  - 金1,金2

  • 基礎化学工学 (2020年度) 第4学期  - 金6,金7

  • 基礎物理化学 (2020年度) 第1学期  - 金4,金5

  • 基礎物理化学 (2020年度) 第1学期  - 金4,金5

  • 基礎物理化学 (2020年度) 第1学期  - 金4,金5

  • 基礎英語実践演習 (2020年度) 第1学期  - 水4

  • 基礎英語実践演習 (2020年度) 第4学期  - 水4

  • 基礎英語実践演習 (2020年度) 第3学期  - 水5

  • 基礎英語実践演習 (2020年度) 第3学期  - 水4

  • 基礎英語実践演習 (2020年度) 第2学期  - 水4

  • 熱力学 (2020年度) 3・4学期  - 火4,火5

  • 熱力学Ⅱ (2020年度) 第3学期  - 火4,火5

  • 熱力学Ⅲ (2020年度) 第4学期  - 火4,火5

  • 特別研究 (2020年度) 通年  - その他

  • 現代の環境問題と科学・技術 (2020年度) 第4学期  - 木5,木6

  • 環境ものづくり国際インターンシップ演習 (2020年度) 夏季集中  - その他

  • 環境プロセス工学 (2020年度) 後期  - 木2,木3

  • 環境プロセス工学 (2020年度) 第1学期  - 火7,火8

  • 環境プロセス工学演習 (2020年度) 前期  - その他

  • 環境プロセス工学演習 (2020年度) 後期  - その他

  • 環境プロセス工学演習 (2020年度) 後期  - その他

  • 環境プロセス工学演習 (2020年度) 前期  - その他

  • 環境プロセス論 (2020年度) 前期  - その他

  • 環境分析化学 (2020年度) 3・4学期  - 火6,火7

  • 環境分析化学Ⅱ (2020年度) 第4学期  - 火6,火7

  • 環境分析化学I (2020年度) 第3学期  - 火6,火7

  • 環境問題とその解決のための化学技術 (2020年度) 第1学期  - 月3,月4

  • 環境物質工学各論C (2020年度) 夏季集中  - その他

  • 環境物質工学各論I (2020年度) 夏季集中  - その他

  • 研究分野演習 (2020年度) 1~4学期  - その他

  • 研究分野演習 (2020年度) その他  - その他

  • 自然・環境科学教養・実践論 (2020年度) 後期  - 木7,木8

  • 英語で学ぶニュージーランド環境研修プログラム (2020年度) 夏季集中  - その他

  • SDGs・ESD実践基礎 (2020年度) 春季集中  - その他

▼全件表示