文献类型：期刊文献

英文题名：Highly enantioselective hydrolysis of phenyl-1,2-ethanediol cyclic carbonates by newly isolated Bacillus sp. ECU0015

作者：Chang, Lei[1]; Ouyang, Li-Ming[1]; Xu, Yi[1]; Pan, Jiang[1]; Xu, Jian-He[1]

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

年份：2010

卷号：66

期号：1-2

起止页码：95

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

收录：EI(收录号：20104213296647)

语种：英文

外文关键词：Bacteriology - Carbonates - Enantioselectivity

摘要：A bacterial strain (No. ECU0015), which catalyzes the hydrolysis of phenyl-1,2-ethanediol cyclic carbonates (4-phenyl-1,3-dioxolan-2-one, 1) to (S)-1-phenyl-1,2-ethanediol (2) with high enantioselectivity, was newly isolated from soil samples utilizing the cyclic carbonate as sole carbon and energy source. The bacterium was later identified as Bacillus species by its 16S rDNA sequence and phylogenetic analysis. The optimal reaction temperature and pH for the asymmetric hydrolysis of 1 using whole cells were 35 °C and pH 7.3, respectively. Partial bio-oxidation of the produced (R)-diol was observed, resulting in an increase in the eep (enantiomeric excess of product) of the main product (S)-diol. Under the improved reaction condition, the target product (S)-diol was prepared in gram scale, affording an excellent ee p (>99%) with a moderate yield (27.8%) as compared to the maximum theoretical yield of 50% for kinetic resolution. This strain of Bacillus sp. also displayed fairly good activity and enantioselectivity towards some other compounds tested, such as 2-acetoxy-2-phenylacetic acid (3) and its derivatives. ? 2010 Elsevier B.V. All rights reserved.