A Stereoselective Inverting sec-Alkylsulfatase for the Deracemization of sec-Alcohols

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• 作者：Markus Schober ; Petra Gadler ; Tanja Knaus ; Heidemarie Kayer ; Ruth Birner-Gru虉nberger ; Christian Gu虉lly ; Peter Macheroux ; Ulrike Wagner ; Kurt Faber
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：August 19, 2011
• 年：2011
• 卷：13
• 期：16
• 页码：4296-4299
• 全文大小：747K
• 年卷期：v.13,no.16(August 19, 2011)
• ISSN：1523-7052

文摘

A metallo-尾-lactamase-type alkylsulfatase was found to catalyze the enantioselective hydrolysis of sec-alkylsulfates with strict inversion of configuration. This catalytic event, which does not have an analog in chemocatalysis, yields homochiral (S)-configurated alcohols and nonreacted sulfate esters. The latter could be converted into (S)-sec-alcohols as the sole product in up to >99% ee via a chemoenzymatic deracemization protocol on a preparative scale.