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

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• 作者：Peter Babiak^a ; ^b ; Eva Kyslí ; ková ; ^a ; Vá ; clav Š ; tě ; pá ; nek^a ; ^{stepanek@biomed.cas.cz"" rel=""nofollow} ; Rená ; ta Valeš ; ová ; ^a ; Andrea Palyzová ; ^a ; Helena Mareš ; ová ; ^a ; Josef Há ; jí ; č ; ek^b ; Pavel Kyslí ; k^a
• 关键词：Biotransformation ; Asymmetric oxidation ; Esomeprazole ; Fed-batch culture ; Lysinibacillus sp.
• 刊名：Bioresource Technology
• 出版年：2011
• 出版时间：September 2011
• 年：2011
• 卷：102
• 期：17
• 页码：7621-7626
• 全文大小：358 K

文摘

Production of enantiopure esomeprazole by biocatalysis is of great demand by pharmaceutical industry. A Gram-positive bacterium oxidizing omeprazole sulfide 1a (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 1a 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.