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Enantioselective Reduction of β‐Keto Acids with Engineered Streptomyces coelicolor
Author(s) -
BookerMilburn Kevin I.,
Gillan Rebecca,
Kimberley Meriel,
Taguchi Takaaki,
Ichinose Koji,
Stephenson G. Richard,
Ebizuka Yutaka,
Hopwood David A.
Publication year - 2005
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.200462076
Subject(s) - actinorhodin , streptomyces coelicolor , enantioselective synthesis , biotransformation , strain (injury) , chemistry , enzyme , streptomyces , stereochemistry , reduction (mathematics) , actinomycetales , biosynthesis , biochemistry , combinatorial chemistry , bacteria , catalysis , biology , mathematics , genetics , anatomy , geometry
Compelling evidence for the intermediacy of the free β‐keto acid 1 , rather than the corresponding enzyme‐bound thiolate as previously proposed, in the biosynthesis of the antibiotic actinorhodin ( 2 ) was obtained from studies of the enantioselective reduction of a range of β‐keto acids by the engineered strain of S. coelicolor CH999/pIJ5675. This excellent whole‐cell biotransformation system gave the desired S β‐hydroxy acids with >95 % ee.
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