Papers - IZUMI Minoru

Synthesis based on affinity separation (SAS): Separation of products having barbituric acid tag from untagged compounds by using hydrogen bond interaction Reviewed

SQ Zhang, K Fukase, M Izumi, Y Fukase, S Kusumoto

SYNLETT   ( 5 )   590 - 596   2001.5

　More details

Language：English   Publishing type：Research paper (scientific journal)   Publisher：GEORG THIEME VERLAG KG  

A new method is described for affinity purification of synthetic compounds based on molecular recognition between bis(2,6-diaminopyridine)amide of isophthalic acid and a barbituric acid derivative. The desired compounds possessing the barbituric acid derivative as a tag were readily isolated from the reaction mixture by the following procedure. After each reaction cycle, the reaction mixture was applied to the polystyrene column possessing bis(2,6- diaminopyridine)amide of isophthalic acid as an artificial receptor. The compound possessing the barbituric acid tag was selectively adsorbed on the column, whereas other impurities without the tag such as excess reagents and byproducts were washed off. Subsequent desorption with CH2Cl2-MeOH (1:1) afforded the desired compound with high purity. This new strategy was applied to the synthesis of a heterocycle, peptides, and oligosaccharides.

Web of Science

researchmap

Asymmetric Reduction of Ethyl 2-methyl 3-oxobutanoate by Fungi Reviewed

IWAMOTO Kenzo, KURAMOTO Takayuki, IZUMI Minoru, KIRIHATA Mitsunori, DOHMARU Takaaki, YOSHIZAKO Fumiki

Bioscience, biotechnology, and biochemistry   64 ( 1 )   194 - 197   2000.1

　More details

Language：English   Publishing type：Research paper (scientific journal)   Publisher：Japan Society for Bioscience, Biotechnology, and Agrochemistry  

Seven fungi, which are found to reduce ethyl 3-oxobutanoate in high yields, were tested for their reducing ability for ethyl 2-methyl 3-oxobutanoate. We obtained some interesting findings. In particular, Penicillium purpurogenum reduced ethyl 2-methyl 3-oxobutanoate to the corresponding alcohols with the diastereomer (anti/syn) ratio of 93/7 with the enantiomeric excess of anti-(2S, 3S)- and syn-(2S, 3R)-hydroxy esters of 90 and >99ee%, respectively.

DOI： 10.1271/bbb.64.194

CiNii Article

CiNii Books

researchmap

Asymmetric Reduction of Ethyl 2-methyl 3-oxobutanoate by Chlorella Reviewed

KURAMOTO Takayuki, IWAMOTO Kenzo, IZUMI Minoru, KIRIHATA Mitsunori, YOSHIZAKO Fumiki

Bioscience, biotechnology, and biochemistry   63 ( 3 )   598 - 601   1999.3

　More details

Language：English   Publishing type：Research paper (scientific journal)   Publisher：Japan Society for Bioscience, Biotechnology, and Agrochemistry  

Chlorella pyrenoidosa Chick reduced ethyl 2-methyl 3-oxobutanoate to the corresponding alcohols with the diastereomer (anti/syn) ratio of 53/47. The enantiomer excesses of anti-(2S, 3S)-and syn-(2S, 3R)-hydroxy esters were 89 and &gt ; 99ee% respectively. C. vulgaris and C. regularis afforded predominantly the syn-isomer, contrary to C. pyrenoidosa. The differences in the activity of reducing ethyl 2-methyl 3-oxobutanoate were observed among three strains of Chlorella. Addition of 2% metal salts slightly increased the chemical yield of the hydroxy ester.

DOI： 10.1271/bbb.63.598

CiNii Article

CiNii Books

researchmap