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

Dai Ichiro Kato, Kenji Miyamoto, Hiromichi Ohta

研究成果: Article査読

20 被引用数 (Scopus)

抄録

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.

本文言語English
ページ(範囲)2965-2973
ページ数9
ジャーナルTetrahedron Asymmetry
15
18
DOI
出版ステータスPublished - 2004 9 20

ASJC Scopus subject areas

  • 触媒
  • 物理化学および理論化学
  • 有機化学
  • 無機化学

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