Issue 18, 2001
From the journal:

Chemical Communications

Difluoromethylene analogues of aspartyl phosphate: the first synthetic

Russell J. Cox,*a   Andrea T. Hadfieldb  and  M. Belén Mayo-Martína  

* Corresponding authors

a School of Chemistry, University of Bristol, Cantock’s Close, Bristol, UK
E-mail: r.j.cox@bris.ac.uk

b Department of Biochemistry, University of Bristol, Bristol, UK

Abstract

The difluoromethylene analogue of aspartyl phosphate 6 has been prepared by the fluoride catalysed coupling of diethyl trimethylsilyldifluoromethyl phosphonate with an appropriate aldehyde followed by Dess–Martin oxidation and deprotection; the deprotected compound inhibited (KI 95 μM) aspartate semi-aldehyde dehydrogenase, a key enzyme involved in bacterial amino acid and peptidoglycan biosynthesis.

Graphical abstract: Difluoromethylene analogues of aspartyl phosphate: the first synthetic inhibitors of aspartate semi-aldehyde dehydrogenase

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Article information

DOI
https://doi.org/10.1039/B103988C
Article type
Communication
Submitted
03 May 2001
Accepted
12 Jul 2001
First published
10 Aug 2001

Chem. Commun., 2001, 1710-1711

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Difluoromethylene analogues of aspartyl phosphate: the first synthetic inhibitors of aspartate semi-aldehyde dehydrogenase

R. J. Cox, A. T. Hadfield and M. B. Mayo-Martín, Chem. Commun., 2001, 1710 DOI: 10.1039/B103988C

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