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

10 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

Access to Document

10.1002/anie.200462076

Handle.net

Persistent link

Cite this

@article{da8ab2dd8704437a9e5ac49d47fcf84d,

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.\}",

year = "2005",

month = feb,

day = "4",

doi = "10.1002/anie.200462076",

language = "English",

volume = "44",

pages = "1121--1125",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley \& Sons, Ltd.",

number = "7",

}

TY - JOUR

T1 - Enantioselective reduction of β-keto acids with engineered streptomyces coelicolor

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

UR - https://www.scopus.com/pages/publications/15444374158

U2 - 10.1002/anie.200462076

DO - 10.1002/anie.200462076

M3 - Article (Academic Journal)

C2 - 15645472

AN - SCOPUS:15444374158

SN - 1433-7851

VL - 44

SP - 1121

EP - 1125

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 7

ER -

Enantioselective reduction of β-keto acids with engineered streptomyces coelicolor

Abstract

Keywords

Access to Document

Handle.net

Other files and links

Fingerprint

Cite this