Whole-cell oxidation of omeprazole sulfide to enantiopure esomeprazole with Lysinibacillus sp B71

被引:22
作者
Babiak, Peter [1 ,2 ]
Kyslikova, Eva [1 ]
Stepanek, Vaclav [1 ]
Valesova, Renata [1 ]
Palyzova, Andrea [1 ]
Maresova, Helena [1 ]
Hajicek, Josef [2 ]
Kyslik, Pavel [1 ]
机构
[1] Acad Sci Czech Republ, Inst Microbiol, Lab Enzyme Technol, VVI, Prague 14220 4, Czech Republic
[2] Zentiva KS, Prague 10237 10, Czech Republic
关键词
Biotransformation; Asymmetric oxidation; Esomeprazole; Fed-batch culture; Lysinibacillus sp; SULFOXIDATION; EPOXIDATION;
D O I
10.1016/j.biortech.2011.05.052
中图分类号
S2 [农业工程];
学科分类号
0828 ;
摘要
Production of enantiopure esomeprazole by biocatalysis is of great demand by pharmaceutical industry. A Gram-positive bacterium oxidizing omeprazole sulfide la (5-methoxy-2-[((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)thio]-1H-benzoimidazole) to (S)-sulfoxide esomeprazole 2a (S)-5-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl) methylsulfinyl]-3H-benzoimidazole was isolated from soil polluted with elemental sulfur. The strain exhibited the highest identity with the genus Lysinibacillus and catalyzed oxidation of la into enantiopure esomeprazole with conversion of 77% in a stirred bioreactor, fed-batch culture. No consecutive oxidation of (S)-sulfoxide to sulfone was observed during whole-cell catalysis. The unique characteristics of the catalyst provide a solid basis for further improvement and development of sustainable green bioprocess. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7621 / 7626
页数:6
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