Enantioselective reduction of β-keto acids with engineered streptomyces coelicolor

Kevin I. Booker-Milburn; Rebecca Gillan; Meriel Kimberley; Takaaki Taguchi; Koji Ichinose; G. Richard Stephenson; Yutaka Ebizuka; David A. Hopwood

doi:10.1002/anie.200462076

Enantioselective reduction of β-keto acids with engineered streptomyces coelicolor

Kevin I. Booker-Milburn^*, Rebecca Gillan, Meriel Kimberley, Takaaki Taguchi, Koji Ichinose, G. Richard Stephenson, Yutaka Ebizuka, David A. Hopwood

^*Corresponding author for this work

Research output: Contribution to journal › Article (Academic Journal) › peer-review

9 Citations (Scopus)

Abstract

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.

Original language	English
Pages (from-to)	1121-1125
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	44
Issue number	7
DOIs	https://doi.org/10.1002/anie.200462076
Publication status	Published - 4 Feb 2005

Keywords

Bioorganic chemistry
Biosynthesis
Enantioselectivity
Enzymes
Reduction

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title = "Enantioselective reduction of β-keto acids with engineered streptomyces coelicolor",

abstract = "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.",

keywords = "Bioorganic chemistry, Biosynthesis, Enantioselectivity, Enzymes, Reduction",

author = "Booker-Milburn, {Kevin I.} and Rebecca Gillan and Meriel Kimberley and Takaaki Taguchi and Koji Ichinose and {Richard Stephenson}, G. and Yutaka Ebizuka and Hopwood, {David A.}",

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AU - Booker-Milburn, Kevin I.

AU - Gillan, Rebecca

AU - Kimberley, Meriel

AU - Taguchi, Takaaki

AU - Ichinose, Koji

AU - Richard Stephenson, G.

AU - Ebizuka, Yutaka

AU - Hopwood, David A.

PY - 2005/2/4

Y1 - 2005/2/4

N2 - 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.

AB - 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.

KW - Bioorganic chemistry

KW - Biosynthesis

KW - Enantioselectivity

KW - Enzymes

KW - Reduction

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M3 - Article (Academic Journal)

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AN - SCOPUS:15444374158

SN - 1433-7851

VL - 44

SP - 1121

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JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 7

ER -

Enantioselective reduction of β-keto acids with engineered streptomyces coelicolor

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