使用β-磺内酰胺通过磺酰化作用抑制β-内酰胺酶的新机制。

Novel mechanism of inhibiting beta-lactamases by sulfonylation using beta-sultams.

作者信息

Page Michael I, Hinchliffe Paul S, Wood J Matthew, Harding Lindsay P, Laws Andrew P

机构信息

Department of Chemical and Biological Sciences, The University of Huddersfield, Queensgate, Huddersfield HD1 3DH, UK.

出版信息

Bioorg Med Chem Lett. 2003 Dec 15;13(24):4489-92. doi: 10.1016/j.bmcl.2003.08.082.

DOI:10.1016/j.bmcl.2003.08.082

PMID:14643353

Abstract

Beta-sultams are the sulfonyl analogues of beta-lactams and N-acyl beta-sultams are novel inactivators of the class C beta-lactamase of Enterobacter cloacae P99. The rates of inactivation show a similar pH-rate dependence as that exhibited by the beta-lactam antibiotics and with ESIMS data it is suggested that beta-sultams sulfonylate the active site serine residue to form a sulfonate ester.

摘要

β-磺内酰胺是β-内酰胺的磺酰类似物，N-酰基-β-磺内酰胺是阴沟肠杆菌P99中C类β-内酰胺酶的新型抑制剂。失活速率显示出与β-内酰胺抗生素相似的pH-速率依赖性，并且根据电喷雾离子化质谱（ESIMS）数据表明，β-磺内酰胺使活性位点丝氨酸残基磺酰化以形成磺酸酯。