Substituted aryl malonamates as new serine beta-lactamase substrates: structure-activity studies.
Substituted aryl malonamates as new serine beta-lactamase substrates: structure-activity studies.
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DOI：
10.1016/j.bmc.2009.10.056
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发表时间：
2010-01-01
影响因子：
3.5
通讯作者：
Pratt, R. F.
中科院分区：
文献类型：
--
作者：
Adediran, S. A.;Cabaret, D.;Lohier, J. -F.;Wakselman, M.;Pratt, R. F.
A series of substituted aryl malonamates have been prepared. These compounds are analogues of aryl phenaceturates where the amido side-chain has been replaced by a retro-amide. Like the phenaceturates, these compounds are substrates of typical class A and class C β-lactamases, particularly of the latter, and of soluble DD-peptidases. The effect of substituents alpha to the ester carbonyl group on turnover by these enzymes is similar to that in the phenaceturates. On the other hand, N-alkylation of the side-chain amide of malonamates, but not of phenaceturates, retains the susceptibility of the compounds to hydrolysis by β-lactamases. This reactivity is not enhanced, however, by bridging the amide nitrogen and Cα atoms. A phosphonate analogue of the malonamates was found to be an irreversible inhibitor of the β-lactamases. These results, therefore, provide further evidence for the covalent access of compounds bearing retro-amide side chains to the active sites of β-lactam-recognizing enymes.
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影响因子：
2.9
作者：
LOBKOVSKY, E;BILLINGS, EM;KNOX, JR
通讯作者：
KNOX, JR
DOI：
10.1038/nsb858
发表时间：
2002-11-01
期刊：
NATURE STRUCTURAL BIOLOGY
影响因子：
--
作者：
Lim, D;Strynadka, NCJ
通讯作者：
Strynadka, NCJ
影响因子：
2.9
作者：
KUZIN, AP;LIU, HS;KNOX, JR
通讯作者：
KNOX, JR
影响因子：
15
作者：
Cavallito, CJ;Buck, JS
通讯作者：
Buck, JS
影响因子：
2.9
作者：
Adediran, SA;Deraniyagala, SA;Pratt, RF
通讯作者：
Pratt, RF