Thiourea-based spacers in potent divalent inhibitors of Pseudomonas aeruginosa virulence lectin LecA

被引：7

作者：

Pukin, Aliaksei V. ^{[1
]}

Brouwer, Arwin J. ^{[1
]}

Koomen, Leonie ^{[1
]}

van Ufford, H. C. Quarles ^{[1
]}

Kemmink, Johan ^{[1
]}

de Mol, Nico J. ^{[1
]}

Pieters, Roland J. ^{[1
]}

机构：

[1] Univ Utrecht, Utrecht Inst Pharmaceut Sci, Dept Med Chem & Chem Biol, NL-3508 TB Utrecht, Netherlands

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2015年 / 13卷 / 44期

关键词：

DRUG; GLYCOCLUSTERS; DERIVATIVES; DESIGN; ISOTHIOCYANATES; CYTOTOXICITY; MULTIVALENCY; RECOGNITION; BACTERIAL; AFFINITY;

D O I：

10.1039/c5ob01452b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new divalent highly potent inhibitor of the Pseudomonas aeruginosa lectin and virulence factor LecA was prepared. It contains two thiourea linkages which were found to be in the Z,Z isomeric form. This brings the spacer into an elongated conformation required to bridge the two binding sites, which results in the chelating binding mode responsible for the high potency.

引用

页码：10923 / 10928

页数：6

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