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β-sultams-mechanism of reactions and use as inhibitors of serine proteases

Page, Michael I. (2004) β-sultams-mechanism of reactions and use as inhibitors of serine proteases. Accounts of Chemical Research, 37 (5). pp. 297-303. ISSN 0001-4842

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Abstract

β-Sultams are reactive sulfonyl analogues of -lactams and show enormous rate enhancements over analogous reactions of sulfonamides. N-Acyl -sultams undergo S-N rather than C-N fission, although -alkenyl substituents direct nucleophilic attack to the acyl center. They also inactivate serine enzymes such as elastase and -lactamase by sulfonylation of the active site serine. Structure-activity relationships are used to identify differences in transition state structures

Item Type: Article
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Schools: School of Applied Sciences
School of Applied Sciences > Biomolecular Sciences Research Centre
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Depositing User: Sara Taylor
Date Deposited: 08 Feb 2008 12:48
Last Modified: 07 Apr 2018 20:15
URI: http://eprints.hud.ac.uk/id/eprint/515

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