文献类型：期刊文献

英文题名：Deracemization of aryl secondary alcohols via enantioselective oxidation and stereoselective reduction with tandem whole-cell biocatalysts

作者：Li, Yun-Long[1]; Xu, Jian-He[1]; Xu, Yi[1]

机构：[1] Laboratory of Biocatalysis and Bioprocessing, State Key Laboratory of Bioreactor Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China

年份：2010

卷号：64

期号：1-2

起止页码：48

外文期刊名：Journal of Molecular Catalysis B: Enzymatic

收录：EI(收录号：20101712897336)

语种：英文

外文关键词：Enantioselectivity - Stereoselectivity - Ethanol - Oxidation - Enzymes

摘要：Deracemization of racemic 1-phenylethanol, i.e., stereoinversion of (R)-1-phenylethanol to (S)-1-phenylethanol, has been successfully realized via concurrent enantioselective oxidation and stereoselective reduction employing whole-cell biocatalysts of an alcohol dehydrogenase and a ketone reductase with opposite stereoselectivity in one-pot. One biocatalyst is Microbacterium oxydans ECU2010 which catalyzes stereoselective oxidation of (R)-secondary alcohols to corresponding ketones and another is Rhodotorula sp. AS2.2241 which reduces the ketones to (S)-secondary alcohols. Each of the whole-cell biocatalysts has its own in vivo cofactor regeneration system so that there is no need to add the expensive cofactor and/or the oxidoreductase for the cofactor regeneration. To explore the generality of this method, a broad range of racemic aryl secondary alcohols were efficiently deracemized to their (S)-enantiomers by combination of the two microorganisms, affording optically pure secondary alcohols in high yields (86.5-99%) and excellent optical purity (>99% ee). Our method represents an easy going, cheap and environmentally benign way for the biocatalytic synthesis of chiral aryl secondary alcohols from their racemates. ? 2010 Elsevier B.V.