Exchange of the valine 2-H in the biosynthesis of L-δ-(α-aminoadipoyl)-L-Cysteinyl-D-valine

Baldwin, Jack E., Byford, Michael F., Field, Robert A. ORCID: https://orcid.org/0000-0001-8574-0275, Shiau, Chia Yang, Sobey, Wendy J. and Schofield, Christopher J. (1993) Exchange of the valine 2-H in the biosynthesis of L-δ-(α-aminoadipoyl)-L-Cysteinyl-D-valine. Tetrahedron, 49 (15). pp. 3221-3226. ISSN 0040-4020

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Abstract

Incubation of [2-2H]-valine with purified ACV synthetase from both Cephalosporium acremonium and Streptomyces clavuligerus produced L-δ-(α-aminoadipoyl)-L-cysteinyl-D-valine (ACV), determined by the essentially complete (>95%) loss of deuterium from the α position of the incorporated valine. Incubations with deuterium oxide/water as solvent produced ACV with significant incorporation of deuterium into the valinyl residue. These observations confirm the prior proposal that a single multifunctional enzyme is responsible for both the formation of the peptide bonds of ACV and the epimerisation of the valinyl residue.

Item Type:	Article
Uncontrolled Keywords:	biosynthesis,deuterium exchange,epimerisation,l-δ-(α-aminoadipoyl)-l-cysteinyl-d-valine,penicillin,biochemistry,drug discovery,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1300/1303
Faculty \ School:	Faculty of Science > School of Chemistry, Pharmacy and Pharmacology
Related URLs:	http://www.scopus.com/inward/record.url?...
Depositing User:	LivePure Connector
Date Deposited:	11 Sep 2024 14:30
Last Modified:	25 Sep 2024 18:09
URI:	https://ueaeprints.uea.ac.uk/id/eprint/96722
DOI:	10.1016/S0040-4020(01)89904-X

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