REVERSIBLE INHIBITORS OF PENICILLINASES
REVERSIBLE INHIBITORS OF PENICILLINASES
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DOI：
10.1042/bj1690197
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发表时间：
1978-01-01
影响因子：
4.1
通讯作者：
WALEY, SG
中科院分区：
文献类型：
--
作者：
KIENER, PA;WALEY, SG
青霉素酶β-的可逆竞争性抑制剂对蜡状芽孢杆菌产内酰胺酶Ⅰ进行了研究。这些代表缺乏β-青霉素酶的第一抑制剂。内酰胺环。酶反应的产物，即青霉噻唑酸，是抑制剂;它们的脱羧产物，青霉噻唑酸，也是抑制剂，并且具有稍微低的Ki值。抑制剂由苄青霉素、苯氧甲基青霉素、甲氧西林（2，6-二甲氧基苯甲酰氨基青霉烷酸）和3-羟基-4-硝基苯甲酰氨基青霉烷酸制备。青霉噻唑酸从苄青霉素或苯氧甲基青霉素中脱羧，导致青霉噻唑酸的差向异构化（在C-5）。在270 MHz频率下的NMR光谱可以区分差向异构体。研究的其他竞争性抑制剂是硼酸、苯硼酸和间氨基苯硼酸。硼酸本身是最好的β抑制剂，我目前发现的内酰胺酶
Reversible competitive inhibitors of a penicillinase, .beta.-lactamase I from Bacillus cereus, were studied. These represent the 1st inhibitors of a penicillinase that lack the .beta.-lactam ring. The products of the enzymic reaction, namely penicilloic acids, are inhibitors; their decarboxylation products, the penilloic acids, are also inhibitors, and have somewhat lower Ki values. Inhibitors were prepared from benzylpenicillin, phenoxymethylpenicillin, methicillin (2,6-dimethoxybenzamidopenicillanic acid) and 3-hydroxy-4-nitrobenzamidopenicillanic acid. Decarboxylation of the penicilloic acids from benzylpenicillin, or from phenoxymethylpenicillin, leads to epimerization (at C-5) of the penilloic acid. NMR spectroscopy at a frequency of 270 MHz can distinguish the epimers. Other competitive inhibitors studied were boric acid, benzene-boronic acid and m-aminobenzeneboronic acid. Boric acid itself was the best inhibitor of .beta.-lactamase I so far found.