biostudies-literatureSchober MAustrian Science Fund FWF4296-9https://www.ebi.ac.uk/biostudies/studies/S-EPMC3155277biostudies-literatureUnknown13(16)A metallo-β-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.Organic lettersA stereoselective inverting sec-alkylsulfatase for the deracemization of sec-alcohols.PMC3155277W 901Wagner UFaber KMacheroux PKnaus TGully CGadler PKayer HBirner-Grunberger RSchober MfalseA stereoselective inverting sec-alkylsulfatase for the deracemization of sec-alcohols.A metallo-β-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.2011-01-01T00:00:00Z2011 Aug2026-05-05T03:56:25.829Z2025-05-29T20:30:22.155ZS-EPMC31552772177043010.1021/ol201635y