Studies on the exchange of valine-oxygen during the biosynthesis of δ-(L-α-Aminoadipoyl)-L-cysteinyl-D-valine.

J.E. Baldwin; R.M. Adlington; J.W. Bird; R.A. Field; N.M. O'Callaghan; C.J. Schofield

doi:10.1016/S0040-4020(01)88205-3

Studies on the exchange of valine-oxygen during the biosynthesis of δ-(L-α-Aminoadipoyl)-L-cysteinyl-D-valine.

J.E. Baldwin, R.M. Adlington, J.W. Bird, R.A. Field, N.M. O'Callaghan, C.J. Schofield

Manchester Institute of Biotechnology

Research output: Contribution to journal › Article › peer-review

Abstract

Incorporation of [4-2H6,18O2]-valine into δ-(L)-α-aminoadipoyl)-L-cysteinyl-D-valine (ACV), by intact cells of Cephalosporium acremonium, demonstrated the intracellular exchange of one and both valine oxygen atoms. Incubation of [18O2]-valine with the purified ACV synthetase from C. acremonium gave exclusive incorporation of a single 18O label into ACV, consistent witheffectively non-reversible formation of a covalent valinoyl-ACV synthetase intermediate under in vitro conditions.
The fate of valine carboxyl-oxygen atoms during ACV biosynthesis has been studied, both in vivo and in vitro. Results demonstrate the loss of a single 18O label from [18O2]-valine during ACV formation.

Original language	Undefined
Pages (from-to)	1099-1108
Number of pages	10
Journal	Tetrahedron
Volume	48
Issue number	6
DOIs	https://doi.org/10.1016/S0040-4020(01)88205-3
Publication status	Published - 1992

Keywords

Cephalosporium acremonium
biosynthesis
δ-(L-α-aminoadipoyl)-L-cysteinyl-D-valine (ACV)
[18O2]-valine incorporation
penicillin

Research Beacons, Institutes and Platforms

Manchester Institute of Biotechnology

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10.1016/S0040-4020(01)88205-3

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title = "Studies on the exchange of valine-oxygen during the biosynthesis of δ-(L-α-Aminoadipoyl)-L-cysteinyl-D-valine.",

abstract = "Incorporation of [4-2H6,18O2]-valine into δ-(L)-α-aminoadipoyl)-L-cysteinyl-D-valine (ACV), by intact cells of Cephalosporium acremonium, demonstrated the intracellular exchange of one and both valine oxygen atoms. Incubation of [18O2]-valine with the purified ACV synthetase from C. acremonium gave exclusive incorporation of a single 18O label into ACV, consistent witheffectively non-reversible formation of a covalent valinoyl-ACV synthetase intermediate under in vitro conditions.The fate of valine carboxyl-oxygen atoms during ACV biosynthesis has been studied, both in vivo and in vitro. Results demonstrate the loss of a single 18O label from [18O2]-valine during ACV formation.",

keywords = "Cephalosporium acremonium, biosynthesis, δ-(L-α-aminoadipoyl)-L-cysteinyl-D-valine (ACV), [18O2]-valine incorporation, penicillin",

author = "J.E. Baldwin and R.M. Adlington and J.W. Bird and R.A. Field and N.M. O'Callaghan and C.J. Schofield",

year = "1992",

doi = "10.1016/S0040-4020(01)88205-3",

language = "Undefined",

volume = "48",

pages = "1099--1108",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier BV",

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TY - JOUR

T1 - Studies on the exchange of valine-oxygen during the biosynthesis of δ-(L-α-Aminoadipoyl)-L-cysteinyl-D-valine.

AU - Baldwin, J.E.

AU - Adlington, R.M.

AU - Bird, J.W.

AU - Field, R.A.

AU - O'Callaghan, N.M.

AU - Schofield, C.J.

PY - 1992

Y1 - 1992

N2 - Incorporation of [4-2H6,18O2]-valine into δ-(L)-α-aminoadipoyl)-L-cysteinyl-D-valine (ACV), by intact cells of Cephalosporium acremonium, demonstrated the intracellular exchange of one and both valine oxygen atoms. Incubation of [18O2]-valine with the purified ACV synthetase from C. acremonium gave exclusive incorporation of a single 18O label into ACV, consistent witheffectively non-reversible formation of a covalent valinoyl-ACV synthetase intermediate under in vitro conditions.The fate of valine carboxyl-oxygen atoms during ACV biosynthesis has been studied, both in vivo and in vitro. Results demonstrate the loss of a single 18O label from [18O2]-valine during ACV formation.

AB - Incorporation of [4-2H6,18O2]-valine into δ-(L)-α-aminoadipoyl)-L-cysteinyl-D-valine (ACV), by intact cells of Cephalosporium acremonium, demonstrated the intracellular exchange of one and both valine oxygen atoms. Incubation of [18O2]-valine with the purified ACV synthetase from C. acremonium gave exclusive incorporation of a single 18O label into ACV, consistent witheffectively non-reversible formation of a covalent valinoyl-ACV synthetase intermediate under in vitro conditions.The fate of valine carboxyl-oxygen atoms during ACV biosynthesis has been studied, both in vivo and in vitro. Results demonstrate the loss of a single 18O label from [18O2]-valine during ACV formation.

KW - Cephalosporium acremonium

KW - biosynthesis

KW - δ-(L-α-aminoadipoyl)-L-cysteinyl-D-valine (ACV)

KW - [18O2]-valine incorporation

KW - penicillin

UR - http://www.scopus.com/inward/record.url?eid=2-s2.0-0026503708&partnerID=MN8TOARS

U2 - 10.1016/S0040-4020(01)88205-3

DO - 10.1016/S0040-4020(01)88205-3

M3 - Article

SN - 0040-4020

VL - 48

SP - 1099

EP - 1108

JO - Tetrahedron

JF - Tetrahedron

IS - 6

ER -

Studies on the exchange of valine-oxygen during the biosynthesis of δ-(L-α-Aminoadipoyl)-L-cysteinyl-D-valine.

Abstract

Keywords

Research Beacons, Institutes and Platforms

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