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One‐Pot Deracemization of sec ‐Alcohols: Enantioconvergent Enzymatic Hydrolysis of Alkyl Sulfates Using Stereocomplementary Sulfatases
Author(s) -
Schober Markus,
Toesch Michael,
Knaus Tanja,
Strohmeier Gernot A.,
van Loo Bert,
Fuchs Michael,
Hollfelder Florian,
Macheroux Peter,
Faber Kurt
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201209946
Subject(s) - chemistry , hydrolysis , enantiomer , substrate (aquarium) , arylsulfatase , biotransformation , alkyl , biocatalysis , transformation (genetics) , enzyme , organic chemistry , stereochemistry , combinatorial chemistry , catalysis , biochemistry , reaction mechanism , oceanography , gene , geology
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.