Highly enantioselective oxidation of phenyl methyl sulfide and its derivatives into optically pure (S)-sulfoxides with Rhodococcus sp. CCZU10-1 in an n-octane–water biphasic system

被引：0

作者：

Yu-Cai He

Cui-Luan Ma

Zhen-Xing Yang

Min Zhou

Zhen Xing

Jiang-Tao Ma

Hui-Lei Yu

机构：

[1] Changzhou University,Jiangsu Key Laboratory of Advanced Catalytic Materials and Technology & College of Pharmaceutical Engineering and Life Sciences

[2] East China University of Science and Technology,State Key Laboratory of Bioreactor Engineering

来源：

Applied Microbiology and Biotechnology | 2013年 / 97卷

关键词：

Asymmetric oxidation; Phenyl methyl sulfide; (; )-phenyl methyl sulfoxide; Biphasic system; sp. CCZU10-1;

D O I：

暂无

中图分类号：

学科分类号：

摘要：

Enantiopure sulfoxides can be prepared via the asymmetric oxidation of sulfides using sulfide monooxygenases. The n-octane–water biphasic system was chosen for the bio-oxidation of a water-insoluble phenyl methyl sulfide (PMS) by Rhodococcus sp. CCZU10-1. In this n-octane–water system, the optimum reaction conditions were obtained. (S)-phenyl methyl sulfoxide ((S)-PMSO) with >99.9 % enantiomeric excess formed at 55.3 mM in the n-octane–water biphasic system. Using fed-batch method, a total of 118 mM (S)-PMSO accumulated in 1-L reaction mixture after the 7th feed, and no (R)-PMSO and sulfone were detected. Moreover, Rhodococcus sp. CCZU10-1 displayed fairly good activity and enantioselectivity toward other sulfides. In conclusion, Rhodococcus sp. CCZU10-1 is a promising biocatalyst for synthesizing highly optically active sulfoxides.

引用

页码：10329 / 10337

页数：8