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Laws, Andrew P., Page, Michael I. and Slater, Martin J. (1993) The mechanism of reactions catalysed by the serine β-lactamases. Bioorganic & Medicinal Chemistry Letters, 3 (11). pp. 2317-2322. ISSN 0960-894X
Metadata only available from this repository.Abstract
Nucleophilic substitution at the β-lactam carbonyl of penicillins usually requires general base and acid catalysis and proceeds via the formation of a tetrahedral intermediate. A class C serine β-lactamase is inhibited by phosphonamidates, shows diastereoselectivity in P---O and P---O bond fission and exhibits enzyme catalysed nucleophilic displacement of proline. The requirements for general acid catalysed expulsion of proline have interesting stereochemical consequences.
Necleophilic substitution at the β-lactam carbonyl of penicillins usually requires general base and acid catalysis and proceeds via the formation of a tetrahedral intermediate. A class C serine β-lactamase is inhibited by phosphonamidates, shows diastereoselectivity in P---N and P---O bond fission and exhibits enzyme catalysed nucleophilic displacement of proline. The requirements for general acid catalysed expulsion of proline have interesting stereochemical consequences.
| Item Type: | Article |
|---|---|
| Subjects: | Q Science > Q Science (General) Q Science > QD Chemistry |
| Schools: | School of Applied Sciences |
| Related URLs: | |
| Depositing User: | Sharon Beastall |
| Date Deposited: | 05 Nov 2009 14:26 |
| Last Modified: | 05 Nov 2009 14:26 |
| URI: | http://eprints.hud.ac.uk/id/eprint/6105 |
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