Inhibition of Escherichia coli glucosamine synthetase by ovel electrophilic analogues of glutamine - Comparison with 6-diazo-5-oxo-norleucine

Authors
Walker, B Brown, MF Lynas, JF Martin, SL McDowell, A Badet, B Hill, AJ
Citation
B. Walker et al., Inhibition of Escherichia coli glucosamine synthetase by ovel electrophilic analogues of glutamine - Comparison with 6-diazo-5-oxo-norleucine, BIOORG MED, 10(24), 2000, pp. 2795-2798
Citations number
13
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
10
Issue
24
Year of publication
2000
Pages
2795 - 2798
Database
ISI
SICI code
0960-894X(200012)10:24<2795:IOECGS>2.0.ZU;2-B
Abstract
A series of electrophilic glutamine analogues based on 6-diazo-5-oxo-norleu cine has been prepared, using novel synthetic routes, and evaluated as inhi bitors of Escherichia coli. glucosamine synthetase. The gamma -dimethylsulp honium salt analogue of glutamine was found to be one of the most potent in activators of this enzyme yet reported, with an apparent second order rate constant (k(2)/K-i) of 3.5 x 10(5) M-1 min(-1). (C) 2000 Elsevier Science L td. All rights reserved.