Genetic engineering of Streptomyces coelicolor A3(2) for the enantioselective reduction of unnatural β-keto-ester substrates

Christopher E. Anson; Maureen J. Bibb; Kevin I. Booker-Milburn; Cole Clissold; Patrick J. Haley; David A. Hopwood; Koji Ichinose; W. Peter Revill; G. Richard Stephenson; Chandres M. Surti

doi:10.1002/(SICI)1521-3773(20000103)39:1<224::AID-ANIE224>3.0.CO;2-R

Genetic engineering of Streptomyces coelicolor A3(2) for the enantioselective reduction of unnatural β-keto-ester substrates

Christopher E. Anson, Maureen J. Bibb, Kevin I. Booker-Milburn^*, Cole Clissold, Patrick J. Haley, David A. Hopwood, Koji Ichinose, W. Peter Revill, G. Richard Stephenson, Chandres M. Surti

^*Corresponding author for this work

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

21 Citations (Scopus)

Abstract

Potential 'reagents' for the enantioselective reduction, and other biotransformations, of β-keto-esters result from the genetic engineering of Streptomyces coelicolor A3(2). For example, incubation of the N- acetylcysteamine thioester 1 with the recombinant strain CH999/pIJ5675 followed by treatment with MeOH/HCl gave the lactone 2 as essentially a single enantiomer.

Original language	English
Pages (from-to)	224-227
Number of pages	4
Journal	Angewandte Chemie - International Edition
Volume	39
Issue number	1
DOIs	https://doi.org/10.1002/(SICI)1521-3773(20000103)39:1<224::AID-ANIE224>3.0.CO;2-R
Publication status	Published - 3 Jan 2000

Keywords

Biosynthesis
Enzyme catalysis
Genetic engineering
Polyketides
Reductions

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Anson, C. E., Bibb, M. J., Booker-Milburn, K. I., Clissold, C., Haley, P. J., Hopwood, D. A., Ichinose, K., Revill, W. P., Stephenson, G. R., & Surti, C. M. (2000). Genetic engineering of Streptomyces coelicolor A3(2) for the enantioselective reduction of unnatural β-keto-ester substrates. Angewandte Chemie - International Edition, 39(1), 224-227. https://doi.org/10.1002/(SICI)1521-3773(20000103)39:1<224::AID-ANIE224>3.0.CO;2-R

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title = "Genetic engineering of Streptomyces coelicolor A3(2) for the enantioselective reduction of unnatural β-keto-ester substrates",

abstract = "Potential 'reagents' for the enantioselective reduction, and other biotransformations, of β-keto-esters result from the genetic engineering of Streptomyces coelicolor A3(2). For example, incubation of the N- acetylcysteamine thioester 1 with the recombinant strain CH999/pIJ5675 followed by treatment with MeOH/HCl gave the lactone 2 as essentially a single enantiomer.",

keywords = "Biosynthesis, Enzyme catalysis, Genetic engineering, Polyketides, Reductions",

author = "Anson, {Christopher E.} and Bibb, {Maureen J.} and Booker-Milburn, {Kevin I.} and Cole Clissold and Haley, {Patrick J.} and Hopwood, {David A.} and Koji Ichinose and Revill, {W. Peter} and Stephenson, {G. Richard} and Surti, {Chandres M.}",

year = "2000",

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doi = "10.1002/(SICI)1521-3773(20000103)39:1<224::AID-ANIE224>3.0.CO;2-R",

language = "English",

volume = "39",

pages = "224--227",

journal = "Angewandte Chemie - International Edition",

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Anson, CE, Bibb, MJ, Booker-Milburn, KI, Clissold, C, Haley, PJ, Hopwood, DA, Ichinose, K, Revill, WP, Stephenson, GR & Surti, CM 2000, 'Genetic engineering of Streptomyces coelicolor A3(2) for the enantioselective reduction of unnatural β-keto-ester substrates', Angewandte Chemie - International Edition, vol. 39, no. 1, pp. 224-227. https://doi.org/10.1002/(SICI)1521-3773(20000103)39:1<224::AID-ANIE224>3.0.CO;2-R

Genetic engineering of Streptomyces coelicolor A3(2) for the enantioselective reduction of unnatural β-keto-ester substrates. / Anson, Christopher E.; Bibb, Maureen J.; Booker-Milburn, Kevin I. et al.

In: Angewandte Chemie - International Edition, Vol. 39, No. 1, 03.01.2000, p. 224-227.

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

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T1 - Genetic engineering of Streptomyces coelicolor A3(2) for the enantioselective reduction of unnatural β-keto-ester substrates

AU - Anson, Christopher E.

AU - Bibb, Maureen J.

AU - Booker-Milburn, Kevin I.

AU - Clissold, Cole

AU - Haley, Patrick J.

AU - Hopwood, David A.

AU - Ichinose, Koji

AU - Revill, W. Peter

AU - Stephenson, G. Richard

AU - Surti, Chandres M.

PY - 2000/1/3

Y1 - 2000/1/3

N2 - Potential 'reagents' for the enantioselective reduction, and other biotransformations, of β-keto-esters result from the genetic engineering of Streptomyces coelicolor A3(2). For example, incubation of the N- acetylcysteamine thioester 1 with the recombinant strain CH999/pIJ5675 followed by treatment with MeOH/HCl gave the lactone 2 as essentially a single enantiomer.

AB - Potential 'reagents' for the enantioselective reduction, and other biotransformations, of β-keto-esters result from the genetic engineering of Streptomyces coelicolor A3(2). For example, incubation of the N- acetylcysteamine thioester 1 with the recombinant strain CH999/pIJ5675 followed by treatment with MeOH/HCl gave the lactone 2 as essentially a single enantiomer.

KW - Biosynthesis

KW - Enzyme catalysis

KW - Genetic engineering

KW - Polyketides

KW - Reductions

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DO - 10.1002/(SICI)1521-3773(20000103)39:1<224::AID-ANIE224>3.0.CO;2-R

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JO - Angewandte Chemie - International Edition

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SN - 1433-7851

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Genetic engineering of Streptomyces coelicolor A3(2) for the enantioselective reduction of unnatural β-keto-ester substrates

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Keywords

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