Microbial deracemization of α-substituted carboxylic acids: Control of the reaction path

Dai Ichiro Kato, Kenji Miyamoto, Hiromichi Ohta

研究成果: Article

20 引用 (Scopus)

抜粋

A novel approach to preparing optically active α-substituted carboxylic acids using the whole cells of Nocardia diaphanozonaria JCM 3208 is described. When 2-phenylthiopropanoic acid and 2-methyl-3-phenylpropanoic acid were subjected to the reaction under aerobic conditions, the oxidation reaction proceeded preferentially rather than deracemization of these substrates. Herein, we report the design of reaction conditions to increase the deracemization activity in preference to oxidation reactions. In addition, we have successfully detected a metabolic intermediate in the reaction mixture of 2-methyl-3-phenylpropanoic acid, which indicates that the deracemization is a competitive reaction against the α-oxidation pathway of fatty acid metabolism.

元の言語English
ページ(範囲)2965-2973
ページ数9
ジャーナルTetrahedron Asymmetry
15
発行部数18
DOI
出版物ステータスPublished - 2004 9 20

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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