6-β-溴青霉烷酸，一种强效β-内酰胺酶抑制剂。
6-beta-bromopenicillanic acid, a potent beta-lactamase inhibitor.
作者信息
Pratt R F, Loosemore M J
出版信息
Proc Natl Acad Sci U S A. 1978 Sep;75(9):4145-9. doi: 10.1073/pnas.75.9.4145.
Abstract
6-beta-Bromopenicillanic acid, which arises from the epimerization of 6-alpha-bromopenicillanic acid in aqueous solution or from hydrogenation of 6,6-dibromopenicillanic acid, is a powerful, irreversible, active-site-directed inhibitor of several typical beta-lactamases (penicillinase; penicillin amido-beta-lactamhydrolase, EC 3.5.2.6); 6-alpha-bromopenicillanic acid, being completely inhibited at less than micromolar concentrations through what is probably a 1:1 interaction. The B. licheniformis exoenzyme is similarly susceptible, while the Staphylococcus aureus enzyme and the Escherichia coli (R factor) enzyme are less so; the B. cereus beta-lactamase II is not inhibited. Very high concentrations (greater than or equal to 0.1 M) of benzylpenicillin, a good substrate, are required to significantly reduce the rate of inhibition of B. cereus beta-lactamase I by 6-beta-bromopenicillanic acid.
摘要
6-β-溴青霉烷酸可由6-α-溴青霉烷酸在水溶液中差向异构化产生，或由6,6-二溴青霉烷酸氢化得到，它是几种典型β-内酰胺酶（青霉素酶；青霉素酰胺-β-内酰胺水解酶，EC 3.5.2.6）的一种强效、不可逆、作用于活性位点的抑制剂；6-α-溴青霉烷酸通过可能的1:1相互作用，在小于微摩尔浓度时就被完全抑制。地衣芽孢杆菌外切酶也同样敏感，而金黄色葡萄球菌酶和大肠杆菌（R因子）酶的敏感性较低；蜡样芽孢杆菌β-内酰胺酶II未被抑制。需要非常高浓度（大于或等于0.1 M）的苄青霉素（一种良好的底物）才能显著降低6-β-溴青霉烷酸对蜡样芽孢杆菌β-内酰胺酶I的抑制速率。
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