Evidence for an insertion-homolysis mechanism for carbon-sulphur bond formation in penicillin biosynthesis; 1. Synthesis of tripeptide probes

Jack E. Baldwin; Robert M. Adlington; Daniel G. Marquess; Andrew R. Pitt; Michael J. Porter; Andrew T. Russell

doi:10.1016/0040-4020(95)01071-8

Evidence for an insertion-homolysis mechanism for carbon-sulphur bond formation in penicillin biosynthesis; 1. Synthesis of tripeptide probes

Jack E. Baldwin^*, Robert M. Adlington, Daniel G. Marquess, Andrew R. Pitt, Michael J. Porter, Andrew T. Russell

^*Corresponding author for this work

Oxford University

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

Abstract

Synthesis of four LLD-ACV analogues, in which the valine residue has been replaced by an amino acid containing a stereospecifically deuterated cyclopropane ring, is described.

Synthesis of tripeptides 9–12, probes for a radical intermediate in penicillin biosynthesis, is described.

Original language	English
Pages (from-to)	2515-2536
Number of pages	22
Journal	Tetrahedron
Volume	52
Issue number	7
DOIs	https://doi.org/10.1016/0040-4020(95)01071-8
Publication status	Published - 12 Feb 1996

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title = "Evidence for an insertion-homolysis mechanism for carbon-sulphur bond formation in penicillin biosynthesis; 1. Synthesis of tripeptide probes",

abstract = "Synthesis of four LLD-ACV analogues, in which the valine residue has been replaced by an amino acid containing a stereospecifically deuterated cyclopropane ring, is described.Synthesis of tripeptides 9–12, probes for a radical intermediate in penicillin biosynthesis, is described.",

author = "Baldwin, {Jack E.} and Adlington, {Robert M.} and Marquess, {Daniel G.} and Pitt, {Andrew R.} and Porter, {Michael J.} and Russell, {Andrew T.}",

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T1 - Evidence for an insertion-homolysis mechanism for carbon-sulphur bond formation in penicillin biosynthesis; 1. Synthesis of tripeptide probes

AU - Baldwin, Jack E.

AU - Adlington, Robert M.

AU - Marquess, Daniel G.

AU - Pitt, Andrew R.

AU - Porter, Michael J.

AU - Russell, Andrew T.

PY - 1996/2/12

Y1 - 1996/2/12

N2 - Synthesis of four LLD-ACV analogues, in which the valine residue has been replaced by an amino acid containing a stereospecifically deuterated cyclopropane ring, is described.Synthesis of tripeptides 9–12, probes for a radical intermediate in penicillin biosynthesis, is described.

AB - Synthesis of four LLD-ACV analogues, in which the valine residue has been replaced by an amino acid containing a stereospecifically deuterated cyclopropane ring, is described.Synthesis of tripeptides 9–12, probes for a radical intermediate in penicillin biosynthesis, is described.

UR - http://www.scopus.com/inward/record.url?scp=0030024502&partnerID=8YFLogxK

U2 - 10.1016/0040-4020(95)01071-8

DO - 10.1016/0040-4020(95)01071-8

M3 - Article

AN - SCOPUS:0030024502

SN - 0040-4020

VL - 52

SP - 2515

EP - 2536

JO - Tetrahedron

JF - Tetrahedron

IS - 7

ER -

Evidence for an insertion-homolysis mechanism for carbon-sulphur bond formation in penicillin biosynthesis; 1. Synthesis of tripeptide probes

Abstract

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