• Open Access

One-Pot Deracemization of sec-Alcohols: Enantioconvergent Enzymatic Hydrolysis of Alkyl Sulfates Using Stereocomplementary Sulfatases

Authors


  • This study was financed by the Austrian Science Fund within the DK Molecular Enzymology (FWF, project W9), the BMWFJ, BMVIT, SFG, Standortagentur Tirol, and ZIT through the COMET-Program. F.H. and B.v.L. were supported by the BBSRC and F.H. as an ERC Starting Investigator. The authors would like to thank Barbara Grischek, Sebastian Grimm, Gerald Rechberger, and Nina Schmidt for their valuable assistance.

Abstract

original image

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.

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