文献类型：期刊文献

英文题名：Significantly improved asymmetric oxidation of sulfide with resting cells of Rhodococcus sp. in a biphasic system

作者：Li, Ai-Tao[1]; Zhang, Jian-Dong[1]; Yu, Hui-Lei[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, 130 Meilong Road, Shanghai 200237, China

年份：2011

卷号：46

期号：3

起止页码：689

外文期刊名：Process Biochemistry

收录：EI(收录号：20110713668018)

语种：英文

外文关键词：Oxidation - Enantiomers - Paraffins - Alcohols - Polyols - Solvent extraction

摘要：Enantiopure sulfoxides can be prepared via the asymmetric oxidation of sulfides using sulfide monooxygenases. Five different organic-aqueous biphasic systems were investigated for their abilities to increase the bio-oxidation efficiency of a water-insoluble sulfide (phenyl methyl sulfide, PMS). Isooctane was found to be the most suitable organic phase solvent. In this isooctane-aqueous system, the oxidation reaction was not sensitive to pH, giving high yields over the entire range of the tested pH values (5.0-11.0). In contrast, cell concentration significantly affected the reaction rate. (S)-Phenyl methyl sulfoxide ((S)-PMSO) was formed at a higher concentration and a greater enantiomeric excess (18.3 mM and >99.0% ee(S)) in this isooctane-aqueous biphasic system than in an aqueous single-phase system (2.17 mM and 59.9% ee(S)). The asymmetric oxidation of 150 mM PMS in the isooctane phase was successfully carried out in a mechanically stirred bioreactor (2.4 L) and resulted in a 49.0% yield of (S)-PMSO with enantiomeric excess greater than 99.0%. ? 2010 Elsevier Ltd.