（β-氯-α-氨基乙基）膦酸作为丙氨酸消旋酶和D-丙氨酸：D-丙氨酸连接酶的抑制剂。

(beta-Chloro-alpha-aminoethyl)phosphonic acids as inhibitors of alanine racemase and D-alanine:D-alanine ligase.

作者信息

Vo-Quang Y, Carniato D, Vo-Quang L, Lacoste A M, Neuzil E, Le Goffic F

出版信息

J Med Chem. 1986 Jan;29(1):148-51. doi: 10.1021/jm00151a024.

Abstract

The (beta-chloro-, (beta, beta-dichloro-, and (beta, beta, beta-trichloro-alpha-aminoethyl)phosphonic acids have been synthesized and their inhibitory properties on the alanine racemases [EC 5.1.1.1] and the D-Ala:D-Ala ligases [EC 6.3.2.4] from Pseudomonas aeruginosa and Streptococcus faecalis have been evaluated. The monochloro and the dichloro derivatives of Ala-P exhibit a strong inhibition on the racemases of the two species tested but do not behave as suicide substrates. Only the D-Ala:D-Ala ligase of S. faecalis is inhibited by these compounds. The poor antibacterial activity observed with beta-chloro- and beta, beta-dichloro-Ala-P might be enhanced by the peptide-transport strategy.

摘要

已合成了（β-氯-、β,β-二氯-和β,β,β-三氯-α-氨基乙基）膦酸，并评估了它们对铜绿假单胞菌和粪肠球菌的丙氨酸消旋酶[EC 5.1.1.1]和D-Ala:D-Ala连接酶[EC 6.3.2.4]的抑制特性。Ala-P的一氯和二氯衍生物对所测试的两个物种的消旋酶表现出强烈抑制作用，但不作为自杀底物。只有粪肠球菌的D-Ala:D-Ala连接酶被这些化合物抑制。β-氯-和β,β-二氯-Ala-P观察到的较差抗菌活性可能通过肽转运策略得到增强。