Updated on 2025/12/20

写真a

 
Taniguchi Yosuke
 
Organization
Faculty of Medicine, Dentistry and Pharmaceutical Sciences Professor
Position
Professor
Contact information
メールアドレス
External link

Degree

  • 博士(薬学) ( 九州大学 )

Research Interests

  • triplex

  • WNA

  • nucleoside analogue

  • antigene

  • Triplex

Research Areas

  • Life Science / Pharmaceutical chemistry and drug development sciences

 

Papers

  • Synthesis of a Pseudocytidine Nucleoside to Form a Stable and Selective Base Pair with Iso-guanosine in RNA. Reviewed International journal

    Ryo Miyahara, Yosuke Taniguchi

    Organic letters   27 ( 35 )   9749 - 9752   2025.9

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    Non-natural base pair formation provides insight into new functions of nucleic acids. Therefore, various artificial base pairs have been developed in both DNA and RNA. In this work, we successfully synthesized pseudocytidine from commercially available pseudouridine to form base pairs with isoguanine, also known as 2-OH-adenine, in RNA. Measurement of the melting temperature with the base pair incorporated at the center of a 13-mer RNA showed the highest value for the ψ-rC and iso-rG (2-OH-rA) base pair. This base pair formation exhibited a high melting temperature regardless of whether it was incorporated into the pyrimidine or purine strand, indicating that it can form a stable and selective duplex RNA.

    DOI: 10.1021/acs.orglett.5c03060

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  • Recent Progress of Triplex DNA Formation and Its Applications. Reviewed International journal

    Lei Wang, Dongliang Ji, Xiao Liu, Wenzhuo Lei, Yosuke Taniguchi, Yong Ling

    Journal of medicinal chemistry   68 ( 5 )   5055 - 5074   2025.3

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    Recently, much attention has been focused on oligonucleotide drugs that precisely control the gene expression. Among these, triplex-forming oligonucleotides (TFOs) represent common antigene strategies because they bind specifically to the major groove position of genomic DNA to form a triplex DNA structure. Thus far, this promising triplex formation technique represents a successful strategy with strong application prospects for gene manipulation applications (e.g., cancer, Huntington's disease, inflammatory disease, etc.), analytical detection (e.g., nucleic acid, small molecules, etc.), and nanotechnology (e.g., molecular machines, etc.). This review summarizes in detail the full range of potential applications described above, particularly the various chemical modification strategies that have facilitated the stepwise advancement of TFO-based oligonucleotide drugs in recent years to improve the effectiveness, specificity, and applicability of triplex DNA and synergistically promote the effectiveness of triplex DNA.

    DOI: 10.1021/acs.jmedchem.4c02518

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  • Synthesis of Oligodeoxynucleotide Containing Pseudo-Deoxycytidine and Its Triphosphate Derivative. Reviewed International journal

    Ryo Miyahara, Yosuke Taniguchi

    Current protocols   5 ( 3 )   e70101   2025.3

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    This article describes a detailed synthetic protocol for the preparation of oligodeoxynucleotide (ODN) containing pseudo-deoxycytidine (ψdC) and its triphosphate derivative (ψdCTP). These molecules were synthesized as novel compounds that recognize iso-2'-deoxyguanosine (iso-dG) in DNA. Iso-dG is one of the tautomers of 2-hydroxy-2'-deoxyadenosine (2-OH-dA), which is known as an oxidatively damaged nucleobase, and its selective recognition in DNA is expected to play a very important role in the diagnosis and pathogenesis of diseases. The hydroxyl groups of the known glycal compound were protected with silyl groups, and then coupled with 5-iodouracil under Mizorogi-Heck reaction conditions, yielding ψdU after desilylation and diastereoselective reduction. The endocyclic amino group of ψdU was protected by the benzyl group. Subsequently, the carbonyl group at the 6-position of the nucleobase was activated and converted to an amino group through treatment with aqueous ammonia. The benzyl group was removed, and the exocyclic amino group was protected with a benzoyl group. On one hand, the silyl groups at the 3' and 5' positions were deprotected, converted into a phosphoramidite unit, and incorporated into an ODN. On the other hand, the hydroxyl group at the 5' position was selectively deprotected and then directly converted into the triphosphate using Van Boom's reagent under acidic conditions. © 2025 The Author(s). Current Protocols published by Wiley Periodicals LLC. Basic Protocol 1: Synthesis of ODNs having ψdC and ψdCTP Basic Protocol 2: Melting temperature of duplex formation between ODNs containing ψdC unit and 2-OH-dA Basic Protocol 3: A single nucleotide primer extension reaction of ψdCTP for a template strand containing 2-OH-dA.

    DOI: 10.1002/cpz1.70101

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  • Sequence-Selective 2'-O-Acetyl Modification of RNA Mediated by Duplex Formation with a Reactive Oligonucleotide Probe Incorporating 4-Thio-dT. Reviewed

    Hirotaka Murase, Mio Eto, Jeongsu Lee, Yosuke Taniguchi, Shuhei Imoto, Shigeki Sasaki

    Chemical & pharmaceutical bulletin   73 ( 12 )   1122 - 1125   2025

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    We designed and synthesized an oligonucleotide acetylating reagent (Ac-probe) that selectively acetylates the 2'-OH groups of RNA upon forming a duplex with the target RNA. The Ac-probe can be readily prepared via a post-synthetic modification method using an oligodeoxynucleotide probe containing 4-thio-dT. During the acetylation reaction, 4-thio-dT is regenerated as the reaction proceeds. Notably, an efficient modification was observed when the complementary base of RNA to 4-thio-dT was cytosine or uracil, indicating the selectivity for the pyrimidine base.

    DOI: 10.1248/cpb.c25-00525

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  • New Nucleoside Derivatives for Hybridization-Assisted Catalysis of Site-Selective Acetylation of 2'-OH of RNA. Reviewed

    Hayate Takasaki, Kentaro Kitazaki, Yurie Hadano, Hirotaka Murase, Jeongsu Lee, Yosuke Taniguchi, Shigeki Sasaki

    Chemical & pharmaceutical bulletin   73 ( 5 )   457 - 466   2025

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    New nucleoside derivatives containing the imidazole (Imd), pyridine or pyrimidine catalytic group were designed for site-specific acetylation of 2'-OH of the RNA ribose moiety. When the RNA substrate was acetylated in the presence of acetic anhydride under alkaline conditions, Probe (Imd) containing the imidazole catalytic group acetylated with a high selectivity to the 2'-OH of the uridine opposite the catalytic nucleotide. Probe (Py-4N) containing the pyridine group showed a higher catalytic activity under neutral conditions with a high selectivity for the 2'-OH group of the 5' side of the uridine opposite the catalytic nucleotide in about 80% modification yield within 10 min. This study has shown that the oligodeoxynucleotide incorporating the new nucleotide derivative with the catalytic group can be a useful tool for site-selective acetylation of RNA 2'-OH.

    DOI: 10.1248/cpb.c25-00068

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  • Site-specific acetyl modification of 2'-OH of RNA by an oligonucleotide acetylating reagent. Reviewed International journal

    Hirotaka Murase, Mio Eto, Jeongsu Lee, Yosuke Taniguchi, Shuhei Imoto, Shigeki Sasaki

    Chemical communications (Cambridge, England)   60 ( 91 )   13440 - 13442   2024.11

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    The method for a site-specific RNA acetylation using a novel oligonucleotide acetylating probe (Ac-probe) has been developed. It was confirmed that the acetyl group was site-specifically introduced to a 2'-OH of the sugar part of the target RNA via the formation of the RNA-probe duplex.

    DOI: 10.1039/d4cc04672b

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  • Design and synthesis of an environment-sensitive 3-methyleneisoindolin-1-one fluorophore for labeling DNA-interacting proteins. Reviewed International journal

    Mariko Aso, Chiyoe Ohta, Yixuan Liu, Kaori Sasaki-Tabata, Yukiko Abe-Sadamatsu, Chiemi Gatanaga, Yichun Wang, Yang Pei, Guosheng Gao, Tsutomu Katayama, Yosuke Taniguchi, Shigeki Sasaki

    Organic & biomolecular chemistry   22 ( 35 )   7231 - 7239   2024.9

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    We designed 6-dimethylamino 3-methyleneisoindolin-1-one as an environment-sensitive fluorophore, examining its applications for protein labeling. Synthesized 3-methyleneisoindolin-1-one exhibits solvatochromic fluorescence (λemmax; 472 nm in 2-PrOH, 512 nm in H2O). A positive linear dependence between λemmax and solvent dielectric constant (DC), as well as between Stokes shift and DC, and a negative correlation between fluorescence quantum yield and DC are observed in protic solvents. These properties are similar to those of the oxygen isosteric fluorophore, 4-dimethylaminophthalimide, a slovatochromic fluorophore utilized for labeling oligodeoxynucleotides (ODNs) and peptides. Notably, fluorescence intensity of 3-methyleneisoindolin-1-one is higher than the phthalimide in protic solvents used in this study. The 3-methyleneisoindolin-1-one demonstrated the higher stability in pH 8 solution than in pH 6 solution in contrast to the stability profile of the phthalimide, which was stable at pH 6 but was hydrolyzed at pH 8. We also synthesized an o-keto benzaldehyde derivative that converts a primary amine to 6-dimethylamino 3-methyleneisoindolin-1-one under biocompatible conditions and introduced it into ODNs for turn-on fluorescent protein labeling. The synthesized ODN with a protein-binding sequence of Escherichia coli DnaA was employed to modify the DNA-binding domain of DnaA, and the fluorescent properties of the modified protein were investigated.

    DOI: 10.1039/d4ob01036a

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  • The selective chemical modification of the 6-amino group of adenosine of the premature termination codon induces readthrough to produce full-length peptide in the reconstituted E. Coli translation system Reviewed

    Hirotaka Murase, Jeongsu Lee, Norihiro Togo, Yosuke Taniguchi, Shigeki Sasaki

    Bioorganic & Medicinal Chemistry   111   117868 - 117868   2024.9

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    Publishing type:Research paper (scientific journal)   Publisher:Elsevier BV  

    DOI: 10.1016/j.bmc.2024.117868

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  • Novel strategy for activating gene expression through triplex DNA formation targeting epigenetically suppressed genes. Reviewed International journal

    Ryotaro Notomi, Shigeki Sasaki, Yosuke Taniguchi

    RSC chemical biology   5 ( 9 )   884 - 890   2024.8

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    Triplex DNA formation is a useful genomic targeting tool that is expected to have a wide range of applications, including the antigene method; however, there are fundamental limitations in its forming sequence. We recently extended the triplex DNA-forming sequence to methylated DNA sequences containing 5mCG base pairs by developing guanidino-dN, which is capable of recognizing a 5mCG base pair with high affinity. We herein investigated the effect of triplex DNA formation using TFOs with guanidino-dN on methylated DNA sequences at the promoter of the RASSF1A gene, whose expression is epigenetically suppressed by DNA methylation in MCF-7 cells, on gene expression. Interestingly, triplex DNA formation increased the expression of the RASSF1A gene at the transcript and protein levels. Furthermore, RASSF1A-activated MCF-7 cells exhibited cell growth suppressing activity. Changes in the expression of various genes associated with the promotion of apoptosis and breast cancer survival accompanied the activation of RASSF1A in cells exhibited antiproliferative activity. These results suggest the potential of increases in gene expression through triplex DNA formation as a new genomic targeting tool.

    DOI: 10.1039/d4cb00134f

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  • Trigonometric Bundling Disulfide Unit Starship Synergizes More Effectively to Promote Cellular Uptake Reviewed

    Lei Wang, Dezhi Wang, Wenzhuo Lei, Tiantian Sun, Bei Gu, Han Dong, Yosuke Taniguchi, Yichang Liu, Yong Ling

    INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES   25 ( 14 )   2024.7

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    DOI: 10.3390/ijms25147518

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  • Precise immunofluorescence canceling for highly multiplexed imaging to capture specific cell states Reviewed

    Kosuke Tomimatsu, Takeru Fujii, Ryoma Bise, Kazufumi Hosoda, Yosuke Taniguchi, Hiroshi Ochiai, Hiroaki Ohishi, Kanta Ando, Ryoma Minami, Kaori Tanaka, Taro Tachibana, Seiichi Mori, Akihito Harada, Kazumitsu Maehara, Masao Nagasaki, Seiichi Uchida, Hiroshi Kimura, Masashi Narita, Yasuyuki Ohkawa

    Nature Communications   15 ( 1 )   2024.5

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    Publishing type:Research paper (scientific journal)   Publisher:Springer Science and Business Media LLC  

    Abstract

    Cell states are regulated by the response of signaling pathways to receptor ligand-binding and intercellular interactions. High-resolution imaging has been attempted to explore the dynamics of these processes and, recently, multiplexed imaging has profiled cell states by achieving a comprehensive acquisition of spatial protein information from cells. However, the specificity of antibodies is still compromised when visualizing activated signals. Here, we develop Precise Emission Canceling Antibodies (PECAbs) that have cleavable fluorescent labeling. PECAbs enable high-specificity sequential imaging using hundreds of antibodies, allowing for reconstruction of the spatiotemporal dynamics of signaling pathways. Additionally, combining this approach with seq-smFISH can effectively classify cells and identify their signal activation states in human tissue. Overall, the PECAb system can serve as a comprehensive platform for analyzing complex cell processes.

    DOI: 10.1038/s41467-024-47989-9

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    Other Link: https://www.nature.com/articles/s41467-024-47989-9

  • Recognition of 8-Oxo-2′-deoxyguanosine in DNA Using the Triphosphate of 2′-Deoxycytidine Connecting the 1,3-Diazaphenoxazine Unit, dCdapTP Reviewed International journal

    Takato Sakurada, Yuta Chikada, Ryo Miyahara, Yosuke Taniguchi

    MOLECULES   29 ( 10 )   2024.5

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    DOI: 10.3390/molecules29102270

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  • Development of an Artificial Nucleic Acid Skeleton Allowing for Unnatural-Type Triplex DNA Formation with Duplex DNA Having a TA Inversion Site Reviewed

    Akihiro Ito, Lei Wang, Ryotaro Notomi, Shigeki Sasaki, Yosuke Taniguchi

    CHEMICAL & PHARMACEUTICAL BULLETIN   72 ( 1 )   16 - 20   2024.1

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  • The Development of Non-natural Type Nucleoside to Stabilize Triplex DNA Formation against CG and TA Inversion Site Reviewed

    Lei Wang, Yong Ling, Yan Tian, Xiao Wang, Shigeki Sasaki, Yosuke Taniguchi

    CURRENT MEDICINAL CHEMISTRY   31 ( 19 )   2663 - 2686   2024

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  • Post-Synthetic Modification of Triplex-Forming Oligonucleotides Containing 2-Aminoethyl-2′-Deoxynebularine Derivatives Reviewed

    Ryotaro Notomi, Shigeki Sasaki, Yosuke Taniguchi

    CURRENT PROTOCOLS   3 ( 10 )   2023.10

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    DOI: 10.1002/cpz1.893

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  • Inhibition of transcription and antiproliferative effects in a cancer cell line using antigene oligonucleotides containing artificial nucleoside analogues. Reviewed International journal

    Lei Wang, Ryotaro Notomi, Shigeki Sasaki, Yosuke Taniguchi

    RSC medicinal chemistry   14 ( 8 )   1482 - 1491   2023.8

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    Antigene methods are promising novel therapeutic approaches to suppress abnormal gene expression. One of these methods inhibits transcription by forming triplex DNA against duplex DNA. However, by using natural-type triplex-forming oligonucleotides (TFOs), stable triplex formation is limited to homopurine and homopyrimidine strands in targeted duplex DNA. We recently developed artificial nucleoside analogues with the ability to recognize CG and TA inversion sites. We successfully formed stable unnatural-type triplex DNA for duplex DNA containing a CG base pair and extended the target sequence using TFOs containing 2-amino-3-methylpyridinyl pseudo-dC (3MeAP-ΨdC). Therefore, this present study investigated triplex-forming regions and synthesized antigene TFOs containing 3MeAP-ΨdC. Some of the synthesized antigene TFOs reduced transcription products and inhibited cell proliferation in several types of cultured cancer cells. The antigene effects of antigene TFOs containing artificial nucleic acids were markedly stronger than those of natural-type TFOs, and these results clearly demonstrated the usefulness of incorporating artificial nucleic acids within TFOs.

    DOI: 10.1039/d3md00139c

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  • Site-Specific Tritium Labeling at the Predefined Internal Position of the Chemically-Modified RNA Reviewed

    Hirotaka Murase, Jeongsu Lee, Yosuke Taniguchi, Shigeki Sasaki

    Chemical and Pharmaceutical Bulletin   71 ( 1 )   64 - 69   2023.1

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    Publishing type:Research paper (scientific journal)   Publisher:Pharmaceutical Society of Japan  

    DOI: 10.1248/cpb.c22-00738

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  • Recognition of 5-methyl-CG and CG base pairs in duplex DNA with high stability using antiparallel-type triplex-forming oligonucleotides with 2-guanidinoethyl-2'-deoxynebularine. Reviewed International journal

    Ryotaro Notomi, Shigeki Sasaki, Yosuke Taniguchi

    Nucleic acids research   2022.12

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    The formation of triplex DNA is a site-specific recognition method that directly targets duplex DNA. However, triplex DNA formation is generally formed for the GC and AT base pairs of duplex DNA, and there are no natural nucleotides that recognize the CG and TA base pairs, or even the 5-methyl-CG (5mCG) base pair. Moreover, duplex DNA, including 5mCG base pairs, epigenetically regulates gene expression in vivo, and thus targeting strategies are of biological importance. Therefore, the development of triplex-forming oligonucleotides (TFOs) with artificial nucleosides that selectively recognize these base pairs with high affinity is needed. We recently reported that 2'-deoxy-2-aminonebularine derivatives exhibited the ability to recognize 5mCG and CG base pairs in triplex formation; however, this ability was dependent on sequences. Therefore, we designed and synthesized new nucleoside derivatives based on the 2'-deoxy-nebularine (dN) skeleton to shorten the linker length connecting to the hydrogen-bonding unit in formation of the antiparallel motif triplex. We successfully demonstrated that TFOs with 2-guanidinoethyl-2'-deoxynebularine (guanidino-dN) recognized 5mCG and CG base pairs with very high affinity in all four DNA sequences with different adjacent nucleobases of guanidino-dN as well as in the promoter sequences of human genes containing 5mCG base pairs with a high DNA methylation frequency.

    DOI: 10.1093/nar/gkac1110

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  • Implications of N7-hydrogen and C8-keto on the base pairing, mutagenic potential and repair of 8-oxo-2'-deoxy-adenosine: Investigation by nucleotide analogues Reviewed

    Junjie Wu, Mengmeng Zhang, Lulu Song, Yahong Tan, Yosuke Taniguchi, Christopher John Hipolito, Youming Zhang, Yizhen Yin

    BIOORGANIC CHEMISTRY   127   2022.10

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    DOI: 10.1016/j.bioorg.2022.106029

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  • Selective Unnatural Base Pairing and Recognition of 2-Hydroxy-2'-deoxyadenosine in DNA Using Pseudo-dC Derivatives. Reviewed International journal

    Ryo Miyahara, Yosuke Taniguchi

    Journal of the American Chemical Society   144 ( 35 )   16150 - 16156   2022.9

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    DOI: 10.1021/jacs.2c07000

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  • Application of the Functionality Transfer Oligodeoxynucleotide for the Site-Selective Modification of RNA with a Divers Molecule Reviewed

    Norihiro Togo, Hirotaka Murase, Jeongsu Lee, Yosuke Taniguchi, Shigeki Sasaki

    CHEMICAL & PHARMACEUTICAL BULLETIN   70 ( 7 )   498 - 504   2022.7

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  • Multiple-turnover single nucleotide primer extension reactions to detect 8-oxo-2'-deoxyguanosine in DNA. Reviewed International journal

    Yoshiya Kikukawa, Ryoji Kawazoe, Ryo Miyahara, Takato Sakurada, Yusuke Nagata, Shigeki Sasaki, Yosuke Taniguchi

    Chemical communications (Cambridge, England)   58 ( 35 )   5399 - 5402   2022.4

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    DOI: 10.1039/d2cc01372j

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  • Development of Artificial Nucleoside Analogues for the Recognition and Detection of Damaged Nucleoside in DNA Reviewed

    Yosuke Taniguchi

    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN   80 ( 1 )   46 - 54   2022.1

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  • Detection and structural analysis of pyrimidine-derived radicals generated on DNA using a profluorescent nitroxide probe

    Kosho Yamauchi, Yuta Matsuoka, Masatomo Takahashi, Yoshihiro Izumi, Hideto Naka, Yosuke Taniguchi, Kazuaki Kawai, Takeshi Bamba, Ken-ichi Yamada

    CHEMICAL COMMUNICATIONS   58 ( 1 )   56 - 59   2021.12

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    DOI: 10.1039/d1cc04998d

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  • Development of MTH1-Binding Nucleotide Analogs Based on 7,8-Dihalogenated 7-Deaza-dG Derivatives. International journal

    Hui Shi, Ren Ishikawa, Choon Han Heh, Shigeki Sasaki, Yosuke Taniguchi

    International journal of molecular sciences   22 ( 3 )   2021.1

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    DOI: 10.3390/ijms22031274

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  • Design and synthesis of purine nucleoside analogues for the formation of stable anti-parallel-type triplex DNA with duplex DNA bearing the 5mCG base pair

    Ryotaro Notomi, Lei Wang, Shigeki Sasaki, Yosuke Taniguchi

    RSC Advances   11 ( 35 )   21390 - 21396   2021

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    DOI: 10.1039/d1ra02831f

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  • Simple and Easy Synthesis of γ-Amido-dNTPs in Water and Their Polymerase Reaction Properties.

    Takato Sakurada, Ryo Miyahara, Ryoji Kawazoe, Yusuke Nagata, Yoshiya Kikukawa, Shigeki Sasaki, Yosuke Taniguchi

    Chemical & pharmaceutical bulletin   69 ( 11 )   1061 - 1066   2021

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    γ-Amido-modified 2'-deoxynucleoside triphosphates (dNTPs) and nucleoside triphosphates (NTPs) are becoming increasingly important as biological tools. We herein describe the simple and easy synthesis of γ-amido-dNTPs and -NTPs from commercially available corresponding dNTPs and NTPs in a one-pot reaction using water-soluble carbodiimide and ammonia solution. We examined the effects of synthesized γ-amido-dNTPs on the DNA polymerase reaction. The results obtained showed the incorporation of these derivatives into the DNA primer while maintaining nucleobase selectivity; however, their incorporation efficiency by DNA polymerase was lower than that of dNTP. This is the first study to demonstrate the successful synthesis of four sets of γ-amido-dNTPs and clarify their properties.

    DOI: 10.1248/cpb.c21-00497

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  • Synthesis of C-nucleoside analogues based on the pyrimidine skeleton for the formation of anti-parallel-type triplex DNA with a CG mismatch site. International journal

    Ryotaro Notomi, Lei Wang, Takayuki Osuki, Hidenori Okamura, Shigeki Sasaki, Yosuke Taniguchi

    Bioorganic & medicinal chemistry   28 ( 23 )   115782 - 115782   2020.12

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    DOI: 10.1016/j.bmc.2020.115782

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  • Enhancements in the utilization of antigene oligonucleotides in the nucleus by booster oligonucleotides

    Lei Wang, Hidenori Okamura, Shigeki Sasaki, Yosuke Taniguchi

    CHEMICAL COMMUNICATIONS   56 ( 67 )   9731 - 9734   2020.8

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    DOI: 10.1039/d0cc04240d

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  • Effect of Transcatheter Aortic Valve Implantation on the Immune Response Associated With Surgical Aortic Valve Replacement

    Naoyuki Kimura, Yohei Nomura, Akinori Aomatsu, Akio Matsuda, Yusuke Imamura, Yosuke Taniguchi, Daijiro Hori, Yoshiyuki Morishita, Hideo Fujita, Koichi Yuri, Kenji Matsumoto, Atsushi Yamaguchi

    AMERICAN JOURNAL OF CARDIOLOGY   128   35 - 44   2020.8

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    DOI: 10.1016/j.amjcard.2020.04.037

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  • Development of novel C-nucleoside analogues for the formation of antiparallel-type triplex DNA with duplex DNA that includes TA and dUA base pairs

    Yosuke Taniguchi, Yuya Magata, Takayuki Osuki, Ryotaro Notomi, Lei Wang, Hidenori Okamura, Shigeki Sasaki

    ORGANIC & BIOMOLECULAR CHEMISTRY   18 ( 15 )   2845 - 2851   2020.4

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    DOI: 10.1039/d0ob00420k

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  • Oxidative-stress-driven mutagenesis in the small intestine of the gpt delta mouse induced by oral administration of potassium bromate. International journal

    Yasunobu Aoki, Yosuke Taniguchi, Michiyo Matsumoto, Michi Matsumoto, Mizuki Ohno, Kenichi Masumura, Shigeki Sasaki, Teruhisa Tsuzuki, Masayuki Yamamoto, Takehiko Nohmi

    Mutation research. Genetic toxicology and environmental mutagenesis   850-851   503136 - 503136   2020

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    DOI: 10.1016/j.mrgentox.2020.503136

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  • Synthesis of Nucleoside Derivatives of N-Acetyl-7-nitroindoline, Their Incorporation into the DNA Oligomer, and Evaluation of Their Photoreactivity in the DNA/RNA Duplex.

    Kenji Kikuta, Jan Barta, Yosuke Taniguchi, Shigeki Sasaki

    Chemical & pharmaceutical bulletin   68 ( 12 )   1210 - 1219   2020

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    DOI: 10.1248/cpb.c20-00594

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  • Synthesis of the deuterated thymidine-d(9) and deuterated oligonucleotides

    Yosuke Taniguchi, Xiuming Cao, Shigeki Sasaki

    TETRAHEDRON LETTERS   60 ( 38 )   2019.9

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    DOI: 10.1016/j.tetlet.2019.151037

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  • Synthesis of gamma-N-modified 8-oxo-2'-deoxyguanosine triphosphate and its characterization

    Ninticha Thavoncharoensub, Kento Maruyama, Choon Han Heh, Kok Hoong Leong, Hui Shi, Yoshiharu Shigematsu, Shigeki Sasaki, Yosuke Taniguchi

    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS   38 ( 8 )   578 - 589   2019.8

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    DOI: 10.1080/15257770.2019.1586919

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  • Synthesis of 2′-deoxy-4-aminopyridinylpseudocytidine Derivatives for Incorporation Into Triplex Forming Oligonucleotides

    Yosuke Taniguchi, Lei Wang, Hidenori Okamura, Shigeki Sasaki

    Current Protocols in Nucleic Acid Chemistry   77 ( 1 )   2019.6

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    Language:English   Publishing type:Research paper (scientific journal)   Publisher:Blackwell Publishing Inc.  

    DOI: 10.1002/cpnc.80

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  • Study of the Inducible Cross-Linking Reaction to mRNA and the Effect on the Translation.

    Kenji Kikuta, Yosuke Taniguchi, Shigeki Sasaki

    Chemical & pharmaceutical bulletin   67 ( 8 )   877 - 883   2019

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    DOI: 10.1248/cpb.c19-00337

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  • Effects of the 2-Substituted Adenosine-1,3-diazaphenoxazine 5'-Triphosphate Derivatives on the Single Nucleotide Primer Extension Reaction by DNA Polymerase.

    Yosuke Taniguchi, Ikuko Sagara, Yusuke Nagata, Yoshiya Kikukawa, Shigeki Sasaki

    Chemical & pharmaceutical bulletin   67 ( 10 )   1123 - 1130   2019

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    DOI: 10.1248/cpb.c19-00453

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  • Development of triplex forming oligonucleotide including artificial nucleoside analogues for the antigene strategy

    Yosuke Taniguchi, Shigeki Sasaki

    Synthesis of Therapeutic Oligonucleotides   253 - 269   2018.12

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    DOI: 10.1007/978-981-13-1912-9_15

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  • Modification of the aminopyridine unit of 2 '-deoxyaminopyridinyl-pseudocytidine allowing triplex formation at CG interruptions in homopurine sequences

    Lei Wang, Yosuke Taniguchi, Hidenori Okamura, Shigeki Sasaki

    NUCLEIC ACIDS RESEARCH   46 ( 17 )   8679 - 8688   2018.9

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    DOI: 10.1093/nar/gky704

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  • Stable and Selective Antiparallel Type Triplex DNA Formation by Targeting a GC Base Pair with the TFO Containing One N-2-Phenyl-2 '-deoxyguanosine

    Yosuke Taniguchi, Mei Miyazaki, Nozomu Matsueda, Lei Wang, Hidenori Okamura, Shigeki Sasaki

    CHEMICAL & PHARMACEUTICAL BULLETIN   66 ( 6 )   624 - 631   2018.6

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    DOI: 10.1248/cpb.c18-00043

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  • Chemistry of Artificial Nucleic Acid and Oligonucleotide Therapeutics Based on Natural Nucleic Acids

    Yosuke Taniguchi

    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN   76 ( 5 )   482 - 485   2018.5

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    DOI: 10.5059/yukigoseikyokaishi.76.482

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  • Effect of the 3-halo substitution of the 2 '-deoxy aminopyridinyl-pseudocytidine derivatives on the selectivity and stability of antiparallel triplex DNA with a CG inversion site

    Lei Wang, Yosuke Taniguchi, Hidenori Okamura, Shigeki Sasaki

    BIOORGANIC & MEDICINAL CHEMISTRY   25 ( 14 )   3853 - 3860   2017.7

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    DOI: 10.1016/j.bmc.2017.05.035

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  • Development of Damaged Nucleoside Mimics for Inhibition of Their Repair Enzymes

    Yosuke Taniguchi

    YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN   137 ( 3 )   293 - 300   2017.3

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  • Synchronized Chiral Induction between [5]Helicene-Spermine Ligand and B-Z DNA Transition

    Kensuke Kawara, Genichiro Tsuji, Yosuke Taniguchi, Shigeki Sasaki

    CHEMISTRY-A EUROPEAN JOURNAL   23 ( 8 )   1763 - 1769   2017.2

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  • Efficient Thymidine-Selective DNA Interstrand Photo-activated Crosslinking by the 6-Thioguanine Connected via an Ethylene-Linker to the 2 '-Deoxyribose Unit Reviewed

    Nishioka Takamasa, Oshiro Ikuya, Onizuka Kazumitsu, Taniguchi Yosuke, Sasaki Shigeki

    CHEMICAL & PHARMACEUTICAL BULLETIN   64 ( 9 )   1315 - 1320   2016.9

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  • Aminopyridinyl-Pseudodeoxycytidine Derivatives Selectively Stabilize Antiparallel Triplex DNA with Multiple CG Inversion Sites

    Hidenori Okamura, Yosuke Taniguchi, Shigeki Sasaki

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   55 ( 40 )   12445 - 12449   2016.9

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    DOI: 10.1002/anie.201606136

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  • Effects of 8-halo-7-deaza-2 '-deoxyguanosine triphosphate on DNA synthesis by DNA polymerases and cell proliferation

    Yizhen Yin, Shigeki Sasaki, Yosuke Taniguchi

    BIOORGANIC & MEDICINAL CHEMISTRY   24 ( 16 )   3856 - 3861   2016.8

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    DOI: 10.1016/j.bmc.2016.06.030

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  • Inhibitory Effect of 8-Halogenated 7-Deaza-2-deoxyguanosine Triphosphates on Human 8-Oxo-2-deoxyguanosine Triphosphatase, hMTH1, Activities

    Yizhen Yin, Shigeki Sasaki, Yosuke Taniguchi

    CHEMBIOCHEM   17 ( 7 )   566 - 569   2016.4

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    DOI: 10.1002/cbic.201500589

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  • Recognition and detection of 8-oxo-rG in RNA using the DNA/OMeRNA chimera probes containing fluorescent adenosine-diazaphenoxazine analog

    Yohei Koga, Yosuke Taniguchi, Yoshiya Kikukawa, Shigeki Sasaki

    BIOORGANIC & MEDICINAL CHEMISTRY   24 ( 6 )   1308 - 1313   2016.3

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    DOI: 10.1016/j.bmc.2016.02.001

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  • Enhancement of TFO Triplex Formation by Conjugation with Pyrene via Click Chemistry

    Yosuke Taniguchi, Akira Tomizaki, Nozomu Matsueda, Hidenori Okamura, Shigeki Sasaki

    CHEMICAL & PHARMACEUTICAL BULLETIN   63 ( 11 )   920 - 926   2015.11

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  • Stabilization of the i-motif structure by the intra-strand cross-link formation Reviewed

    Kikuta Kenji, Piao Haishun, Brazier John, Taniguchi Yosuke, Onizuka Kazumitsu, Nagatsugi Fumi, Sasaki Shigeki

    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS   25 ( 16 )   3307 - 3310   2015.8

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  • Recognition and Excision Properties of 8-Halogenated-7-Deaza-2-Deoxyguanosine as 8-Oxo-2-Deoxyguanosine Analogues and Fpg and hOGG1 Inhibitors

    Yizhen Yin, Shigeki Sasaki, Yosuke Taniguchi

    CHEMBIOCHEM   16 ( 8 )   1190 - 1198   2015.5

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    DOI: 10.1002/cbic.201402690

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  • Site-Specific Modification of the 6-Amino Group of Adenosine in RNA by an Interstrand Functionality-Transfer Reaction With an S-Functionalized 4-Thiothymidine

    Ikuya Oshiro, Daichi Jitsuzaki, Kazumitsu Onizuka, Atsushi Nishimoto, Yosuke Taniguchi, Shigeki Sasaki

    CHEMBIOCHEM   16 ( 8 )   1199 - 1204   2015.5

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    DOI: 10.1002/cbic.201500084

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  • Discrimination Between 8-Oxo-2 '-Deoxyguanosine and 2 '-Deoxyguanosine in DNA by the Single Nucleotide Primer Extension Reaction with Adap Triphosphate

    Yosuke Taniguchi, Yoshiya Kikukawa, Shigeki Sasaki

    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION   54 ( 17 )   5147 - 5151   2015.4

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    DOI: 10.1002/anie.201412086

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  • An Isocytidine Derivative with a 2-Amino-6-methylpyridine Unit for Selective Recognition of the CG Interrupting Site in an Antiparallel Triplex DNA

    Hidenori Okamura, Yosuke Taniguchi, Shigeki Sasaki

    CHEMBIOCHEM   15 ( 16 )   2374 - 2378   2014.11

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    DOI: 10.1002/cbic.201402328

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  • A nanocarrier system for the delivery of nucleic acids targeted to a pancreatic beta cell line

    Yuma Yamada, Mai Tabata, Yukari Yasuzaki, Masatoshi Nomura, Atsushi Shibata, Yuta Ibayashi, Yosuke Taniguchi, Shigeki Sasaki, Hideyoshi Harashima

    BIOMATERIALS   35 ( 24 )   6430 - 6438   2014.8

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  • Activation and Alteration of Base Selectivity by Metal Cations in the Functionality-Transfer Reaction for RNA Modification (vol 21, pg 1508, 2010) Reviewed

    Kazumitsu Onizuka, Yosuke Taniguchi, Shigeki Sasaki

    BIOCONJUGATE CHEMISTRY   25 ( 5 )   1023 - 1023   2014.5

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  • 2,6-Diaminopurine nucleoside derivative of 9-ethyloxy-2-oxo-1,3-diazaphenoxazine (2-amino-Adap) for recognition of 8-oxo-dG in DNA

    Yosuke Taniguchi, Keitaro Fukabori, Yoshiya Kikukawa, Yohei Koga, Shigeki Sasaki

    BIOORGANIC & MEDICINAL CHEMISTRY   22 ( 5 )   1634 - 1641   2014.3

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  • Synthesis of 8-halogenated-7-deaza-2 '-deoxyguanosine as an 8-oxo-2 '-deoxyguanosine analogue and evaluation of its base pairing properties

    Yizhen Yin, Yosuke Taniguchi, Shigeki Sasaki

    TETRAHEDRON   70 ( 11 )   2040 - 2047   2014.3

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    DOI: 10.1016/j.tet.2014.01.047

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  • Remarkable acceleration of a DNA/RNA inter-strand functionality transfer reaction to modify a cytosine residue: the proximity effect via complexation with a metal cation

    Daichi Jitsuzaki, Kazumitsu Onizuka, Atsushi Nishimoto, Ikuya Oshiro, Yosuke Taniguchi, Shigeki Sasaki

    NUCLEIC ACIDS RESEARCH   42 ( 13 )   8808 - 8815   2014

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    DOI: 10.1093/nar/gku538

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  • 4-vinyl-substituted pyrimidine nucleosides exhibit the efficient and selective formation of interstrand cross-links with RNA and duplex DNA

    Atsushi Nishimoto, Daichi Jitsuzaki, Kazumitsu Onizuka, Yosuke Taniguchi, Fumi Nagatsugi, Shigeki Sasaki

    NUCLEIC ACIDS RESEARCH   41 ( 13 )   6774 - 6781   2013.7

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    DOI: 10.1093/nar/gkt197

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  • alpha-Lipoic acid protects against arsenic trioxide-induced acute QT prolongation in anesthetized guinea pigs

    Masafumi Kumazaki, Hitoshi Ando, Masafumi Kakei, Kentarou Ushijima, Yosuke Taniguchi, Masashi Yoshida, Shiho Yamato, Satoshi Washino, Taka-aki Koshimizu, Akio Fujimura

    EUROPEAN JOURNAL OF PHARMACOLOGY   705 ( 1-3 )   1 - 10   2013.4

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  • Synthesis of 1 '-phenyl-2 '-OMe ribose analogues connecting the thymine base at the 1 ' position through a flexible linker for the formation of a stable anti-parallel triplex DNA

    Yosuke Taniguchi, Hidenori Okamura, Norihiko Fujino, Shigeki Sasaki

    TETRAHEDRON   69 ( 2 )   600 - 606   2013.1

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    DOI: 10.1016/j.tet.2012.11.016

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  • Synthesis of the Oligoribonucleotides Incorporating 8-Oxo-Guanosine and Evaluation of their Base Pairing Properties

    Yohei Koga, Yosuke Taniguchi, Shigeki Sasaki

    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS   32 ( 3 )   124 - 136   2013.1

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    DOI: 10.1080/15257770.2013.767461

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  • N-(Guanidinoethyl)-2 '-deoxy-5-methylisocytidine exhibits selective recognition of a CG interrupting site for the formation of anti-parallel triplexes

    Hidenori Okamura, Yosuke Taniguchi, Shigeki Sasaki

    ORGANIC & BIOMOLECULAR CHEMISTRY   11 ( 23 )   3918 - 3924   2013

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    DOI: 10.1039/c3ob40472b

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  • Properties of Oligonucleotide with Phenyl-Substituted Carbocyclic Nucleoside Analogs for the Formation of Duplex and Triplex DNA

    Tamer Nasr, Yosuke Taniguchi, Tomoko Takaki, Hidenori Okamura, Shigeki Sasaki

    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS   31 ( 12 )   841 - 860   2012.12

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    DOI: 10.1080/15257770.2012.737970

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  • Efficient DNA Strand Displacement by a W-Shaped Nucleoside Analogue (WNA-ss T) Containing an ortho-Methyl-Substituted Phenyl Ring

    Eriko Aoki, Yosuke Taniguchi, Yasumasa Wada, Shigeki Sasaki

    CHEMBIOCHEM   13 ( 8 )   1152 - 1160   2012.5

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    DOI: 10.1002/cbic.201200066

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  • Surprising Repair Activities of Nonpolar Analogs of 8-oxoG Expose Features of Recognition and Catalysis by BaSe Excision Repair Glycosylases

    Paige L. McKibbin, Akio Kobori, Yosuke Taniguchi, Eric T. Kool, Sheila S. David

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   134 ( 3 )   1653 - 1661   2012.1

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  • OFF-to-ON type fluorescent probe for the detection of 8-oxo-dG in DNA by the Adap-masked ODN probe

    Yosuke Taniguchi, Yohei Koga, Keitaro Fukabori, Ryota Kawaguchi, Shigeki Sasaki

    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS   22 ( 1 )   543 - 546   2012.1

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    DOI: 10.1016/j.bmcl.2011.10.093

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  • Oligodeoxynucleotide containing s-functionalized 2'-deoxy-6-thioguanosine: Facile tools for base-selective and site-specific internal modification of RNA Reviewed

    Shigeki Sasaki, Kazumitsu Onizuka, Yosuke Taniguchi

    Current Protocols in Nucleic Acid Chemistry   1 ( 48 )   4.49.16   2012

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    DOI: 10.1002/0471142700.nc0449s48

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  • An efficient antigene activity and antiproliferative effect by targeting the Bcl-2 or survivin gene with triplex forming oligonucleotides containing a W-shaped nucleoside analogue (WNA-beta T)

    Yosuke Taniguchi, Shigeki Sasaki

    ORGANIC & BIOMOLECULAR CHEMISTRY   10 ( 41 )   8336 - 8341   2012

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    DOI: 10.1039/c2ob26431e

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  • An efficient and simple method for site-selective modification of O-6-methyl-2 '-deoxyguanosine in DNA Reviewed

    Kazumitsu Onizuka, Takamasa Nishioka, Zhichun Li, Daichi Jitsuzaki, Yosuke Taniguchi, Shigeki Sasaki

    CHEMICAL COMMUNICATIONS   48 ( 33 )   3969 - 3971   2012

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    DOI: 10.1039/c2cc17621a

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  • A NEW TOOL FOR SITE-SPECIFIC CHEMICAL MODIFICATION OF RNA

    Shigeki Sasaki, Atsushi Shibata, Natsuki Inaba, Kazumitsu Onizuka, Yosuke Taniguchi

    NUCLEIC ACID THERAPEUTICS   21 ( 5 )   A24 - A25   2011.10

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  • Adenosine-1,3-diazaphenoxazine Derivative for Selective Base Pair Formation with 8-Oxo-2 '-deoxyguanosine in DNA (vol 133, pg 7272, 2011)

    Yosuke Taniguchi, Ryota Kawaguchi, Shigeki Sasaki

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   133 ( 26 )   10322 - 10322   2011.7

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  • Adenosine-1,3-diazaphenoxazine Derivative for Selective Base Pair Formation with 8-Oxo-2 '-deoxyguanosine in DNA

    Yosuke Taniguchi, Ryota Kawaguchi, Shigeki Sasaki

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   133 ( 19 )   7272 - 7275   2011.5

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    DOI: 10.1021/ja200327u

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  • The oligodeoxynucleotide probes for the site-specific modification of RNA

    Shigeki Sasaki, Kazumitsu Onizuka, Yosuke Taniguchi

    CHEMICAL SOCIETY REVIEWS   40 ( 12 )   5698 - 5706   2011

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  • Pin-point chemical modification of RNA with diverse molecules through the functionality transfer reaction and the copper-catalyzed azide-alkyne cycloaddition reaction Reviewed

    Kazumitsu Onizuka, Atsushi Shibata, Yosuke Taniguchi, Shigeki Sasaki

    CHEMICAL COMMUNICATIONS   47 ( 17 )   5004 - 5006   2011

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    DOI: 10.1039/c1cc10582e

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  • The ODN probes conjugating the Cu(II) complex enhance the luminol chemiluminescence by assembling on the DNA template

    Yosuke Taniguchi, Akiko Nitta, Sun Min Park, Akiko Kohara, Takahiro Uzu, Shigeki Sasaki

    BIOORGANIC & MEDICINAL CHEMISTRY   18 ( 24 )   8614 - 8617   2010.12

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    DOI: 10.1016/j.bmc.2010.10.007

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  • Alteration of cross-linking selectivity with the 2 '-OMe analogue of 2-amino-6-vinylpurine and evaluation of antisense effects

    Shuhei Imoto, Tsuneaki Hori, Shinya Hagihara, Yosuke Taniguchi, Shigeki Sasaki, Fumi Nagatsugi

    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS   20 ( 20 )   6121 - 6124   2010.10

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    DOI: 10.1016/j.bmcl.2010.08.027

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  • Nonpolar isosteres of 8-OxoG expose recognition and catalysis of DNA repair glycosylases

    Paige L. McKibbin, Akio Kobori, Yosuke Taniguchi, Eric T. Kool, Sheila S. David

    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY   240   2010.8

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  • Activation and Alteration of Base Selectivity by Metal Cations in the Functionality-Transfer Reaction for RNA Modification Reviewed

    Onizuka Kazumitsu, Taniguchi Yosuke, Sasaki Shigeki

    BIOCONJUGATE CHEMISTRY   21 ( 8 )   1508 - 1512   2010.8

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    DOI: 10.1021/bc100131j

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  • Synthesis of new derivatives of 8-oxoG-Clamp for better understanding the recognition mode and improvement of selective affinity

    Li Zhichun, Nakagawa Osamu, Koga Yohei, Taniguchi Yosuke, Sasaki Shigeki

    Bioorganic and Medicinal Chemistry   18 ( 11 )   3992 - 3998   2010.6

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    DOI: 10.1016/j.bmc.2010.04.025

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  • The alkyl-connected 2-amino-6-vinylpurine (AVP) crosslinking agent for improved selectivity to the cytosine base in RNA

    Yosuke Taniguchi, Yusuke Kurose, Takamasa Nishioka, Fumi Nagatsugi, Shigeki Sasaki

    BIOORGANIC & MEDICINAL CHEMISTRY   18 ( 8 )   2894 - 2901   2010.4

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    DOI: 10.1016/j.bmc.2010.03.008

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  • A new usage of functionalized oligodeoxynucleotide probe for site-specific modification of a guanine base within RNA

    Kazumitsu Onizuka, Yosuke Taniguchi, Shigeki Sasaki

    NUCLEIC ACIDS RESEARCH   38 ( 5 )   1760 - 1766   2010.3

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    DOI: 10.1093/nar/gkp930

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  • The Spermine-Bisaryl Conjugate as a Potent Inducer of B- to Z-DNA Transition

    Issei Doi, Genichiro Tsuji, Kyoko Kawakami, Osamu Nakagawa, Yosuke Taniguchi, Shigeki Sasaki

    CHEMISTRY-A EUROPEAN JOURNAL   16 ( 39 )   11993 - 11999   2010

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    DOI: 10.1002/chem.201000947

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  • Recognition of CG interrupting site by W-shaped nucleoside analogs (WNA) having the pyrazole ring in an anti-parallel triplex DNA

    Yosuke Taniguchi, Yuko Uchida, Tomoko Takaki, Eriko Aoki, Shigeki Sasaki

    BIOORGANIC & MEDICINAL CHEMISTRY   17 ( 19 )   6803 - 6810   2009.10

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    DOI: 10.1016/j.bmc.2009.08.040

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  • Site-Specific Covalent Modification of RNA Guided by Functionality-Transfer Oligodeoxynucleotides

    Kazumitsu Onizuka, Yosuke Taniguchi, Shigeki Sasaki

    BIOCONJUGATE CHEMISTRY   20 ( 4 )   799 - 803   2009.4

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    DOI: 10.1021/bc900009p

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  • Selective fluorescence quenching of the 8-oxoG-clamp by 8-oxodeoxyguanosine in ODN

    Tamer Nasr, Zhichun Li, Osamu Nakagawa, Yosuke Taniguchi, Sayaka Ono, Shigeki Sasaki

    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS   19 ( 3 )   727 - 730   2009.2

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    DOI: 10.1016/j.bmcl.2008.12.036

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  • Evaluation of the antisense effect of PEGylated oligodeoxynucleotides containing intelligent nucleoside analogues.

    Yosuke Taniguchi, Yusuke Kurose, Takamasa Nishioka, Fumi Nagatsugi, Shigeki Sasaki

    Nucleic acids symposium series (2004)   ( 53 )   167 - 168   2009

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    DOI: 10.1093/nass/nrp084

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  • Site-specific modification of RNA by functionality-transfer ODN probes.

    Kazumitsu Onizuka, Yosuke Taniguchi, Takamasa Nishioka, Shigeki Sasaki

    Nucleic acids symposium series (2004)   ( 53 )   67 - 68   2009

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  • A NEW ODORLESS PROCEDURE FOR THE SYNTHESIS OF 2 '-DEOXY-6-THIOGUANOSINE AND ITS INCORPORATION INTO OLIGODEOXYNUCLEOTIDES

    Kazumitsu Onizuka, Yosuke Taniguchi, Shigeki Sasaki

    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS   28 ( 8 )   752 - 760   2009

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    DOI: 10.1080/15257770903155576

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  • Synthesis of p-amino-WNA derivatives to enhance the stability of the anti-parallel triplex

    Yosuke Taniguchi, Mieko Togo, Eriko Aoki, Yuko Uchida, Shigeki Sasaki

    TETRAHEDRON   64 ( 30-31 )   7164 - 7170   2008.7

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    DOI: 10.1016/j.tet.2008.05.096

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  • Design of S-vinylated 6-thioguanosine as a specific modifier of cytidine

    Kazumitsu Onizuka, Yosuke Taniguchi, Shigeki Sasaki

    CHEMISTRY OF NUCLEIC ACID COMPONENTS   10   159 - 163   2008

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  • Site-specific modification by functionality-transfer oligonucleotide with the photo-inducible reactivity.

    Onizuka, K., Taniguchi, Y., Nishioka, T., Sasaki, S.

    Nucleic acids symposium series (2004)   ( 52 )   2008

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  • Synthesis of 1'-phenyl substituted nucleoside analogs

    Tamer Nasr, Yosuke Taniguchi, Shigeki Sasaki

    HETEROCYCLES   71 ( 12 )   2659 - 2668   2007.12

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    DOI: 10.1016/S0385-5414(07)81201-9

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  • Nonpolar isosteres of damaged DNA bases: Effective mimicry of mutagenic properties of 8-oxopurines

    Yosuke Taniguchi, Eric T. Kool

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   129 ( 28 )   8836 - 8844   2007.7

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    DOI: 10.1021/ja071970q

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  • Effective strand invasion ODN incorporating a new bicyclic nucleoside analogue (WNA).

    Eriko Aoki, Yosuke Taniguchi, Shigeki Sasaki

    Nucleic acids symposium series (2004)   ( 51 )   255 - 256   2007

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    DOI: 10.1093/nass/nrm128

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  • Development of novel thioguanosine analogs with the ability to specifically modify cytidine.

    Onizuka, K., Taniguchi, Y., Sasaki, S.

    Nucleic acids symposium series (2004)   ( 51 )   2007

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  • Effects of the modified aromatic ring of WNA on stability of triplex DNA.

    Eriko Aoki, Yosuke Taniguchi, Mieko Togo, Shigeki Sasaki

    Nucleic acids symposium series (2004)   ( 50 )   185 - 186   2006

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    DOI: 10.1093/nass/nrl092

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  • Modification of the aromatic ring of the WNA analogues for expansion of the triplex recognition codes.

    Yosuke Taniguchi, Ayako Nakamura, Eriko Aoki, Shigeki Sasaki

    Nucleic acids symposium series (2004)   ( 49 )   173 - 174   2005

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    DOI: 10.1093/nass/49.1.173

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  • Expansion of triplex recognition codes by the use of novel bicyclic nucleoside derivatives (WNA) Reviewed

    Y Taniguchi, A Nakamura, Y Senko, K Kodama, F Nagatsugi, S Sasaki

    NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS   24 ( 5-7 )   823 - 827   2005

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    DOI: 10.1081/NCN-200060309

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  • Selective formation of stable triplexes including a TA or a CG interrupting site with new bicyclic nucleoside analogues (WNA) Reviewed

    S Sasaki, Y Taniguchi, R Takahashi, Y Senko, K Kodama, F Nagatsugi, M Maeda

    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY   126 ( 2 )   516 - 528   2004.1

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    DOI: 10.1021/ja037211z

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  • Effects of 5-substituted pyrimidine nucleoside bases of WNA on stability of triplex DNA.

    Yosuke Taniguchi, Ayako Nakamura, Yusuke Senko, Shigeki Sasaki

    Nucleic acids symposium series (2004)   ( 48 )   69 - 70   2004

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  • Selective formation of non-natural type triplexes containing TA interrupting sites with the TFO incorporating W-shape nucleic acid (WNA) analogs.

    Yosuke Taniguchi, Ryo Takahashi, Keiichi Kodama, Yusuke Senko, Minoru Maeda, Shigeki Sasaki

    Nucleic acids research. Supplement (2001)   ( 2 )   35 - 36   2002

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    DOI: 10.1093/nass/2.1.35

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  • W-shape nucleic acid (WNA) for selective formation of non-natural anti-parallel triplex including a TA interrupting site Reviewed

    S Sasaki, H Yamauchi, F Nagatsugi, R Takahashi, Y Taniguchi, M Maeda

    TETRAHEDRON LETTERS   42 ( 39 )   6915 - 6918   2001.9

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  • New base analogs for the formation of non-natural triplexes.

    S. Sasaki, H. Yamauchi, R. Takahasi, Y. Taniguchi, M. Maeda

    Nucleic acids research. Supplement (2001)   ( 1 )   23 - 24   2001

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    DOI: 10.1093/nass/1.1.23

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MISC

  • Effects of halogenated WNA derivatives on sequence dependency for expansion of recognition sequences in non-natural-type triplexes

    Y Taniguchi, A Nakamura, Y Senko, F Nagatsugi, S Sasaki

    JOURNAL OF ORGANIC CHEMISTRY   71 ( 5 )   2115 - 2122   2006.3

  • Development of novel artificial nucleosides for expansion of triplex-recognition codes

    Y Taniguchi, S Sasaki

    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN   62 ( 10 )   1026 - 1037   2004.10

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Research Projects

  • ウイルス性皮膚疾患に対する短鎖二本鎖RNAを用いた外用核酸医薬の開発

    Grant number:25K11605  2025.04 - 2028.03

    日本学術振興会  科学研究費助成事業  基盤研究(C)

    梶田 藍, 谷口 陽祐, 森実 真

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    Grant amount:\4680000 ( Direct expense: \3600000 、 Indirect expense:\1080000 )

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  • 3本鎖DNA形成を基軸とした人工核酸の開発と遺伝子発現コントロール技術への新展開

    Grant number:23K27301  2023.04 - 2027.03

    日本学術振興会  科学研究費助成事業  基盤研究(B)

    谷口 陽祐

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    Grant amount:\18850000 ( Direct expense: \14500000 、 Indirect expense:\4350000 )

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  • 非天然核酸による損傷DNAシーケンシング技術の創成

    2021 - 2027

    科学技術振興機構  戦略的な研究開発の推進 創発的研究支援事業 

    谷口 陽祐

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    Authorship:Principal investigator 

    これまでの技術では成し得ない遺伝子のキズである損傷核酸を含むDNAを直接正確に読み取るため、「損傷核酸を認識可能な人工核酸の創成」と「リン酸修飾体を用いたDNAシーケンシング技術」の開発に挑戦します。具体的には、損傷核酸やDNA合成酵素の性質を軸に化学修飾を施した人工核酸、DNA合成の材料となるトリリン酸体に化学修飾を施した人工核酸の化学合成を行い、ポリメラーゼ伸長反応への効果を詳細に検証します。

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  • 脳疾患部位を標的とする先端的核酸デリバリー技術の確立と脳疾患治療への挑戦

    Grant number:20H00658  2020.04 - 2024.03

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

    宮田 完二郎, 谷口 陽祐, 藤 加珠子, 林 光太朗

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    Grant amount:\44850000 ( Direct expense: \34500000 、 Indirect expense:\10350000 )

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  • Development of artificial nucleoside analogues for the duplex DNA recognition, and antigene oligonucleotides

    Grant number:19H03351  2019.04 - 2023.03

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (B)  Grant-in-Aid for Scientific Research (B)

    Taniguchi Yosuke

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    Grant amount:\17290000 ( Direct expense: \13300000 、 Indirect expense:\3990000 )

    In the development of functional oligonucleotides, we found that guard oligonucleotides incorporating multiple 2’-deoxyuridines (dUs) can release antigene oligonucleotides in the nucleus, and that the introduction of this duplex DNA formation system has a stronger antigene effect. Furthermore, we found that its can be multiconjugated with functional molecules. Therefore, the foundation for the development of functional oligonucleotides was established. In the development of artificial nucleoside analogues for the formation of non-natural type triplex DNA, we succeeded in developing a new 5-methyl-CG base pair recognition molecule, and found that it can expand the triplex DNA forming sequences and inhibit the activity of demethylase, TET enzyme. Furthermore, the newly chemically synthesized PNA units were successfully found to bind to duplex DNA having CpG sequences by melting temperature measurement.

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  • Development of novel gene detection method using artificial nucleic acid capable of recognizing damaged bases

    Grant number:17K19494  2017.06 - 2020.03

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Challenging Research (Exploratory)  Grant-in-Aid for Challenging Research (Exploratory)

    Taniguchi Yosuke

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    Grant amount:\4550000 ( Direct expense: \3500000 、 Indirect expense:\1050000 )

    It has been suggested that the amount of oxidative nucleoside damage in DNA due to stress and reactive oxygen species is related with various diseases. However, there is no general method for sequence specific detection of oxidative damaged nucleobases in DNA. Therefore, we have designed a new artificial nucleoside analogues and succeeded in chemical synthesis. Also, we have succeeded in developing new technology capable of recognizing and detecting the oxidative damaged nucleobases using artificial nucleoside analogues and DNA polymerase. In addition, the results of this study suggesting that the presence of oxidative damaged nucleobases may be involved in transversion mutations that may be involved in carcinogenesis were obtained.

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  • Examination of oligonucleotide therapeutics based on the triplex DNA formation by artificial oligonucleotide

    Grant number:16H05100  2016.04 - 2019.03

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (B)  Grant-in-Aid for Scientific Research (B)

    Taniguchi Yosuke

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    Grant amount:\18070000 ( Direct expense: \13900000 、 Indirect expense:\4170000 )

    In this project, we aimed to create the antigene method, which is an oligonucleotide therapeutic that acts directly on abnormal genes and specifically inhibits their expression. We succeeded in the chemical synthesis of an artificial nucleic acid capable of binding to a gene region that can not be bound by natural nucleic acid, and revealed that stable and selective triplex DNA formation can be formed. Furthermore, we also succeeded in developing a new nuclear delivery technology, and succeeded in effectively inhibiting gene expression by antigene oligonucleotides having the artificial nucleic acid.

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  • Chemically reactive oligonucleotides for site-specific modification of RNA and artificial RNA editing

    Grant number:15H04633  2015.04 - 2018.03

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (B)  Grant-in-Aid for Scientific Research (B)

    Sasaki Shigeki, TANIGUCHI Yosuke, FUCHI Yasufumi

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    Grant amount:\17160000 ( Direct expense: \13200000 、 Indirect expense:\3960000 )

    This study was aimed at the development of the oligodeoxynucleotides to selectively modify RNA with a high base- and sequence selectivity, and their application to regulate gene the translation.As a result, a selective acylation of the 2’-hydroxy group of the RNA molecules has been achieved by the reactive oligonucleotide incorporating a new nucleobase analog as a catalyst of the acyl transfer.In addition, new nucleoside analogs have been contracted with the indolin skeleton, which were incorporated into the oligonucleotides for the selective acylation of the amino group of RNA bases by the activation of photo-irradiation.n order to evaluate the effect of the modification of RNA base, non-cell translation system has been established based on the use of synthesized mRNA, in which produced peptides are easily analyzed by gel-analysis as well as MS measurement. In conclusion, this study has successfully established oligonucleotide basis for the artificial regulation of gene expression.

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  • Development of CpG island binding molecule based on artificial dinucleotide

    Grant number:26670056  2014.04 - 2017.03

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Challenging Exploratory Research  Grant-in-Aid for Challenging Exploratory Research

    Taniguchi Yosuke

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    Grant amount:\3900000 ( Direct expense: \3000000 、 Indirect expense:\900000 )

    In this study, we tried to create novel artificial molecules capable of binding to CpG islands deeply involved in the epigenetic regulation mechanism of gene expression. Focusing on the G/GC base triplet structure of natural type triplex DNA formation, an artificial nucleic acid analogue having an aromatic ring at the 2-position of guanosine was designed as a recognition molecule. We have succeeded in chemical synthesis of the target compound. After incorporation of them into oligonucleotide using an automated DNA synthesizer, we evaluated the interaction with duplex DNA and synthesized oligonucleotides. We found that the artificial nucleic acid containing benzene ring could recognize the GC base pair with high stability and selectivity by comparing the association constant of the natural type guanosine. Moreover, we succeeded in finding that it has recognition ability if only one is contained regardless of where it is incorporated in the oligonucleotide.

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  • Development of antigene strategy by triplex forming oligonucleotides having artificial nucleoside analogues

    Grant number:24689006  2012.04 - 2016.03

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Young Scientists (A)  Grant-in-Aid for Young Scientists (A)

    TANIGUCHI YOSUKE

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    Grant amount:\26910000 ( Direct expense: \20700000 、 Indirect expense:\6210000 )

    The triplex DNA formation against duplex DNA offers a potential basis for genome targeting technology and/or medicine with sequence specificity. In triplex DNA, the sequence-specificity is established via the formation of specific base triplets between a triplex forming oligonucleotide and a duplex DNA, however, there is no natural nucleoside which can recognize inverted sites. The application of the triplex formation is consequently limited to the homopurine-homopyrimidine region of a duplex DNA. We showed the design and synthesis of artificial nucleoside analogues for selective recognition of CG base pair to expand triplex-forming sequence. The 2’-deoxycytidine derivatives were shown to possess high selectivity and affinity toward CG base pair without being effected by neighboring bases. Furthermore, TFO bearing them was demonstrated to effectively inhibit gene expression in living cells.

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  • Development of the recognition molecule for 8-oxo-rG in RNA

    Grant number:24659047  2012.04 - 2014.03

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Challenging Exploratory Research  Grant-in-Aid for Challenging Exploratory Research

    TANIGUCHI YOSUKE

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    Grant amount:\3900000 ( Direct expense: \3000000 、 Indirect expense:\900000 )

    In this study, we developed the novel nucleoside analogues for the recognition of the damage to the nucleic acid in order to establish a new diagnosis of disease based on the stress. 8-Oxo-G is the oxidative damage base of guanine, and it is unknown the properties of it in single-stranded RNA. Thus, the purpose of the present work was developed a sequence specific detection molecules and methods of 8-oxo-rG in RNA. We developed a new synthesis method of RNA-type 8-oxoG. And we found the novel nucleoside analogues, 2-amino-Adap and 2'-OMe-Adap. These analogues could recognize and detect the 8-oxo-rG in RNA.

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  • Development of the nucleoside analogs to harmonize with in vivo molecular function

    Grant number:20790013  2008 - 2009

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Young Scientists (B)  Grant-in-Aid for Young Scientists (B)

    TANIGUCHI Yosuke

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    Grant amount:\4290000 ( Direct expense: \3300000 、 Indirect expense:\990000 )

    In this study, we designed and synthesized the nucleoside analogs which interact with duplex DNA. Moreover, we aimed to establish the basic technology of the regulation of the gene expression using these nucleoside analogs. We have found that oligonucleotide containing the nucleoside analogs formed the stable triplex DNA as a result of interaction between the nucleoside analogs and duplex DNA. And this oligonucleotide inhibited the gene expression in the cultured cell.

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  • タンパク質との機能融合を目指したゲノム標的機能性人工核酸の開発

    Grant number:19890147  2007 - 2008

    日本学術振興会  科学研究費助成事業 若手研究(スタートアップ)  若手研究(スタートアップ)

    谷口 陽祐

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    Grant amount:\3075000 ( Direct expense: \2670000 、 Indirect expense:\405000 )

    ヒトゲノムの全遺伝子配列の解読終了が公表され、本格的にポストゲノムシーケンス時代に突入し、ゲノム配列情報を利用した病気の診断や治療など、様々な研究への展開が盛んに行われている。本研究では、機能性人工分子を用いることによって生体内に内在するたんぱく質本来の機能を活性化し、人工分子と生体内分子の機能を融合活用する革新的な遺伝子発現制御法の開発を目指している。その方法の一つとして、3本鎖DNA形成に着目した。3本鎖DNA形成を利用した遺伝子発現阻害、変異や修復などの生体内反応を惹起する3本鎖DNA形成分子の探索を行うために、本研究室で開発した人工核酸(WNA:W-shaped Nucleoside Analogues)を基本骨格にその誘導体の合成・評価を行った。WNAは認識塩基部位であるヘテロ環と安定化部位である芳香環をビシクロ骨格に別々に結合させた人工核酸である。
    これまで合成し評価した種々のWNA誘導体の結果をもとに、新たに設計を行った。その結果、WNAの変換部位の一つであるベンゼン環部分にアミノ基を有する誘導体を含んだ3本鎖形成オリゴヌクレオチドにより、非選択的な3本鎖DNA形成に成功した。さらに結果に基づく誘導体の設計・合成を行っており、認識構造の最適化を行っている。
    さらに、これまでに見いだしていたc-myc遺伝子に対するRaji細胞を用いた細胞増殖阻害研究に加えて、本研究ではbcl-2遺伝子に対する3本鎖形成オリゴヌクレオチドの設計・合成を行った。3本鎖形成能の評価の結果、このオリゴヌクレオチドは3本鎖DNAを形成することが明らかとなった。さらに、肺ガン細胞を用いて細胞増殖阻害能を確認したところ、まだ予備的な結果ではあるが、効果的に細胞増殖阻害活性があることを明らかにした。

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  • Development of Genome-Targeting Molecules with Ability of Chemical Reactivity and Application to Intelligent Nano-Medicine

    Grant number:17209001  2005 - 2008

    Japan Society for the Promotion of Science  Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (A)  Grant-in-Aid for Scientific Research (A)

    SASAKI Shigeki, NAKAGAWA Osamu, TANIGUCHI Yosuke, TSUZUKI Teruhisa, NAGATSUGI Fumi

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    Grant amount:\51220000 ( Direct expense: \39400000 、 Indirect expense:\11820000 )

    本研究では、インテリジェント機能性分子をナノ医薬に発展させるための基礎検討行い、(1)ハイブリッド内において、中性条件下ではシトシン特異的でありアルカリ条件下でグアニン特異的な官能基転移反応、(2)新規ヌクレオシドアナログの合成に成功し、非天然型3本鎖DNAの形成、(3)DNA 中の酸化損傷塩基、8-oxodG の検出プローブの開発、(4)クロスリンク反応によるアンチセンス阻害の効率向上、を達成した。

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  • 3本鎖認識コードの拡張を目的とする人工ヌクレオシドの創製

    Grant number:05J06059  2005 - 2006

    日本学術振興会  科学研究費助成事業 特別研究員奨励費  特別研究員奨励費

    谷口 陽祐

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    Grant amount:\1800000 ( Direct expense: \1800000 )

    非天然型3本鎖DNAの形成を目指して、ビシクロ型人工核酸(WNA:W-shaped nucleoside analogues)の芳香環部分を種々に変換した新規WNA誘導体の合成を行った。これまでの結果を踏まえて、芳香環部分の大きさはベンゼン環くらいか、ベンゼン環に置換基を有するぐらいの大きさが適当であることを考慮して、新規WNA誘導体の分子設計を行った。設計した人工核酸を有機合成して、3本鎖形成オリゴヌクレオチドに導入し、3本鎖形成能の評価をゲルシフトアッセイにより評価した。合成した化合物の中で、芳香環部分にピリジン環を有するWNA-βT誘導体が、親和性は弱いものの全ての配列でミスマッチサイトであるTA塩基対を比較的選択的に認識した。このことにより、完全では無いが認識の一般性を有するWNA誘導体を見いだすことに成功した。また、メチル基を有するWNA誘導体を含んだオリゴヌクレオチドが3本鎖DNA形成能と、2本鎖DNAへのクロスインベージョン能を有することが明らかとなった。この鎖交換反応は非常に早く起こり、WNA誘導体を含むオリゴヌクレオチド(3本目の鎖)が2本鎖DNAに作用すると、2本鎖DNAがはがれ、それと同時に3本目の鎖とピリミジン鎖とがパラレル型2本鎖DNAを形成する。その後、プリン鎖と相互作用して3本鎖DNAを形成していることが明らかとなった。また、渡米先の研究室において、新規認識塩基の分子設計および合成を行い、人工的に合成した核酸誘導体をオリゴヌクレオチドに組み込むことにより、グアニンあるいはアデニンを選択的に認識する人工塩基の開発に成功した。

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  • Synthesis of the W-shaped nucleoside analogues

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  • 3本鎖DNA形成を可能にする人工核酸の開発

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  • Biological Chemistry B (2024academic year) Third semester  - 金3~4

  • Guidance for Pharmaceutical Sciences (2024academic year) 1st and 2nd semester  - [第1学期]水4, [第2学期]月1

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