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. 1989 Apr 1;259(1):255–260. doi: 10.1042/bj2590255

Effect of the 3'-leaving group on turnover of cephem antibiotics by a class C beta-lactamase.

L J Mazzella 1, R F Pratt 1
PMCID: PMC1138498  PMID: 2785791

Abstract

It has been previously demonstrated for class A beta-lactamases and the DD-peptidase of Streptomyces R61 that the presence of a leaving group at the 3'-position of a cephalosporin can lead to the generation of more-inert acyl-enzyme intermediates than from cephalosporins lacking such a leaving group, and thus to beta-lactamase inhibitors and potentially better antibiotics. In the present work we extend this result to a class C beta-lactamase, that of Enterobacter cloacae P99. The effect is not seen with first-generation cephalosporins, since here deacylation generally seems faster than elimination of the leaving group, but it does clearly appear with cephamycins and third-generation cephalosporins. The structural and/or mechanistic features of the active site giving rise to this phenomenon may thus be common to all serine beta-lactamases and transpeptidases.

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Selected References

These references are in PubMed. This may not be the complete list of references from this article.

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