Stereoselective Reduction of α-Keto Ester and α-Keto Amide with Marine Actinomycetes, Salinispora strains, as Novel Biocatalysts

Author:

Ishihara Kohji1,Nagai Hirokazu1,Takahashi Kazunari1,Nishiyama Mariko1,Nakajima Nobuyoshi2

Affiliation:

1. Department of Life Science, Faculty of Science, Okayama University of Science, 1-1 Ridai-cho, Kita-ku, Okayama 700-0005, Japan.

2. Graduate School of Health and Welfare Science, Okayama Prefectural University, 111 Soja, Okayama 719-1197, Japan.

Abstract

To clarify the potential ability of marine actinomycetes as biocatalysts, the stereoselective reduction of α-keto esters and α-keto amide using Salinispora arenicola and Salinispora tropica was tested. The reduction of ethyl pyruvate and ethyl 2-oxobutanoate by S. tropica gave corresponding alcohol with high conversion ratio and in high e.e. (96% e.e. ( S) and 99% e.e. ( S), respectively). In the presence of l-glutamate as an additive, the reduction of ethyl pyruvate by S. tropica afforded the corresponding ( S)-ethyl lactate with >99% e.e. Furthermore, 2-chlorobenzoylformamide was reduced by S. tropica to the corresponding ( R)-2-chloromandelamide with high conversion ratio and excellent enantioselectivity (>99% e.e.). Thus, it was found that marine actinomycetes, Salinispora strains, had high ability for the stereoselective reduction of carbonyl compounds as useful biocatalysts.

Publisher

SAGE Publications

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