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Issue 24, 1988
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The interaction of chlorinated 6-spiroepoxypenicillins with Bacillus cereusβ-lactamase I: irreversible inhibition and turnover

Abstract

The chlorinated 6-spiroepoxypenicillin anilides (1a) and (1b) are irreversible inhibitors of β-lactamase I from Bacillus cereus, but they are also turned over by this enzyme to yield the same hydrolysis product, whose structure has been revealed to be an unusual 6-substituted-1,4-dihydrothiazine-3-carboxylate, α-ketoamide; a possible pathway for the turnover and inhibitory processes associated with these interactions is presented.

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Article information


J. Chem. Soc., Chem. Commun., 1988, 1610-1612
Article type
Paper

The interaction of chlorinated 6-spiroepoxypenicillins with Bacillus cereusβ-lactamase I: irreversible inhibition and turnover

B. W. Bycroft, L. Gledhill, R. E. Shute and P. Williams, J. Chem. Soc., Chem. Commun., 1988, 1610
DOI: 10.1039/C39880001610

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