title: A stereoselective inverting sec-alkylsulfatase for the deracemization of sec-alcohols.
abstract: 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.
authors.affiliation: Department of Chemistry, Organic & Bioorganic Chemistry, University of Graz, Heinrichstrasse 28, A-8010 Graz, Austria.
authors.forename: Markus
authors.initials: M
authors.lastname: Schober
authors.forename: Petra
authors.initials: P
authors.lastname: Gadler
authors.forename: Tanja
authors.initials: T
authors.lastname: Knaus
authors.forename: Heidemarie
authors.initials: H
authors.lastname: Kayer
authors.forename: Ruth
authors.initials: R
authors.lastname: Birner-Grünberger
authors.forename: Christian
authors.initials: C
authors.lastname: Gülly
authors.forename: Peter
authors.initials: P
authors.lastname: Macheroux
authors.forename: Ulrike
authors.initials: U
authors.lastname: Wagner
authors.forename: Kurt
authors.initials: K
authors.lastname: Faber
mesh_terms: D000438:Alcohols / Q000737:chemistry* / Q000378:metabolism; D002384:Catalysis; D015394:Molecular Structure; D013237:Stereoisomerism; D013379:Substrate Specificity; D013429:Sulfatases / Q000378:metabolism*
chemical_list: D000438:Alcohols; D013429:Sulfatases; C019244:alkylsulfatase