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Schober, M; Gadler, P; Knaus, T; Kayer, H; Birner-Grünberger, R; Gülly, C; Macheroux, P; Wagner, U; Faber, K.
A stereoselective inverting sec-alkylsulfatase for the deracemization of sec-alcohols.
Org Lett. 2011; 13(16):4296-4299
Doi: 10.1021/ol201635y
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- Co-authors Med Uni Graz
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Birner-Grünberger Ruth
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Gülly Christian
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- 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.
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Alcohols - chemistry
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Catalysis -
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Molecular Structure -
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Stereoisomerism -
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Substrate Specificity -
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Sulfatases - metabolism