One-pot deracemization of sec-alcohols: Enantioconvergent enzymatic hydrolysis of alkyl sulfates using stereocomplementary sulfatases

Markus Schober*, Michael Toesch, Tanja Knaus, Gernot A. Strohmeier, Bert Van Loo, Michael Fuchs, Florian Hollfelder, Peter Macheroux, Kurt Faber

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)
23 Downloads (Pure)

Abstract

Hand in hand: The title transformation was achieved using a pair of sulfatases acting through inversion and retention of configuration on opposite substrate enantiomers. Using Pseudomonas aeruginosa arylsulfatase PAS with alkylsulfatase PISA1 in one-pot leads to sec-alcohols (80 to >99 % conversion) with 91 to greater than 99 % ee.

Original languageEnglish
Pages (from-to)3277-3279
Number of pages3
JournalAngewandte Chemie - International Edition
Volume52
Issue number11
DOIs
Publication statusPublished - 11 Mar 2013
Externally publishedYes

Keywords

  • alcohols
  • biotransformations
  • enzyme catalysis
  • kinetic resolution
  • synthetic methods

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