Inhibition of Escherichia coli glucosamine synthetase by novel electrophilic analogues of glutamine--comparison with 6-diazo-5-oxo-norleucine.

Basic Information

ID: ALA1132728

Journal: Bioorg Med Chem Lett

Title: Inhibition of Escherichia coli glucosamine synthetase by novel 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.

Abstract: A series of electrophilic glutamine analogues based on 6-diazo-5-oxo-norleucine has been prepared, using novel synthetic routes, and evaluated as inhibitors of Escherichia coli glucosamine synthetase. The gamma-dimethylsulphonium salt analogue of glutamine was found to be one of the most potent inactivators of this enzyme yet reported, with an apparent second order rate constant (k2/Ki) of 3.5 x 10(5) M(-1) min(-1).

CiteXplore: 11133094

DOI: 10.1016/s0960-894x(00)00565-5

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