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Conflict of Interest: In relation to this article, we declare that there is no conflict of interest.

Publication history: Received March 22, 2007
Accepted May 30, 2007

This is an Open-Access article distributed under the terms of the Creative Commons Attribution Non-Commercial License (http://creativecommons.org/licenses/bync/3.0) which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Asymmetric reduction of chloroacetophenones to produce chiral alcohols with microorganisms

Zhimin Ou^{1 2†} Jianping Wu^{1 3} Lirong Yang¹ Peilin Cen¹

¹Institute of Biochemical Engineering, College of Material Science and Chemical Engineering, Zhejiang University, Hangzhou, 310027, China ²Pharmaceuticals College, Zhejiang University of Technology, Hangzhou, 310014, China ³The Key Laboratory of Industrial Biotechnology, Ministry of Education, Wuxi 214036, China

oozzmm@163.com

Korean Journal of Chemical Engineering, January 2008, 25(1), 124-128(5), 10.1007/s11814-008-0022-5

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Abstract

Four strains of yeast with reduction activity of chloroacetophenones were screened, in which Saccharomyces cerevisiae B5 showed best reduction activity and stereoselectivity. High optical purity (R)-2'-chloro-1-phenylethanol can be obtained with Saccharomyces cerevisiae B5 as biocatalyst. The influence of several co-substrates on the enantiometric excess (ee%) and yield of (R)-2'-chloro-1-phenylethanol was evaluated. 5% (v/v) ethanol is optimal cosubstrate for (R)-2'-chloro-1-phenylethanol formation. The optimal bioconversion conditions of 2'-chloroacetophenone catalyzed by Saccharomyces cerevisiae B5 are as follows: pH 8.0, 25 oC and 24 h. The yield and the enantiometric excess of (R)-2'-chloro-1-phenylethanol can both reach more than 99% with 10.75 g/l Saccharomyces cerevisiae B5 (the cell dry weight) and 1 g/l 2'-chloroacetophenone used in the biotransformation.

Keywords

Chloroacetophenones 2'-Chloroacetophenone Saccharomyces cerevisiae B5 (R)-2'-Chloro-1-Phenylethanol

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