文献类型：期刊文献

英文题名：Highly efficient synthesis of chiral alcohols with a novel NADH-dependent reductase from Streptomyces coelicolor

作者：Wang, Li-Juan[1];Li, Chun-Xiu[1];Ni, Yan[1];Zhang, Jie[1];Liu, Xiang[2];Xu, Jian-He[1]

机构：[1]E China Univ Sci & Technol, Lab Biocatalysis & Synthet Biotechnol, State Key Lab Bioreactor Engn, Shanghai 200237, Peoples R China;[2]Jiangnan Univ, Sch Chem & Mat Engn, Wuxi 214122, Peoples R China

年份：2011

卷号：102

期号：14

起止页码：7023

外文期刊名：BIORESOURCE TECHNOLOGY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000292118900001)】；

基金：This work was financially supported by the National Natural Science Foundation of China (Nos. 20902023 and 31071604), Ministry of Science and Technology, P.R. China (Nos. 2009CB724706, 2009BADB1B0301-03, 2009ZX09501-016 and 2010CB710800), and China National Special Fund for State Key Laboratory of Bioreactor Engineering (No. 2060204). We cordially thank prof. Gongli Tang at Shanghai Institute of Organic Chemistry for the gift of strain S. coelicolor A3 (2).

语种：英文

外文关键词：Carbonyl reductase; Streptomyces coelicolor; Asymmetric reduction; Ethyl (S)-4-chloro-3-hydroxybutanoate; NADH regeneration

摘要：An NADH-dependent reductase (ScCR) from Streptomyces coelicolor was discovered by genome mining for carbonyl reductases. ScCR was overexpressed in Escherichia coli BL21, purified to homogeneity and its catalytic properties were studied. This enzyme catalyzed the asymmetric reduction of a broad range of prochiral ketones including aryl ketones, alpha- and beta-ketoesters, with high activity and excellent enantioselectivity (>99% ee) towards beta-ketoesters. Among them, ethyl 4-chloro-3-oxobutanoate (CUBE) was efficiently converted to ethyl (S)-4-chloro-3-hydroxybutanoate ((S)-CHBE), an important pharmaceutical intermediate, in water/toluene biphasic system. As much as 600 g/L (3.6 M) of CUBE was asymmetrically reduced within 22 h using 2-propanol as a co-substrate for NADH regeneration, resulting in a yield of 93%, an enantioselectivity of >99% ee, and a total turnover number (UN) of 12,100. These results indicate the potential of ScCR for the industrial production of valuable chiral alcohols. (C) 2011 Elsevier Ltd. All rights reserved.