Geminal dihalogen isosteric replacement in hydrated AI-2 affords potent quorum sensing modulators

被引：10

作者：

Guo, Min ^{[1
]}

Zheng, Yue ^{[1
]}

Terell, Jessica L. ^{[2
]}

Ad, Michal ^{[1
]}

Opoku-Temeng, Clement ^{[1
]}

Bentley, William E. ^{[2
]}

Sintim, Herman O. ^{[1
]}

机构：

[1] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA

[2] Univ Maryland, Fischell Dept Bioengn, College Pk, MD 20742 USA

来源：

CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 13期

基金：

美国国家科学基金会;

关键词：

STRUCTURAL IDENTIFICATION; BIOFILM FORMATION; VIBRIO-HARVEYI; ANALOGS; AL-2; SIGNAL; INHIBITION; SYSTEMS; AUTOINDUCER-2; PARADIGM;

D O I：

10.1039/c4cc09361e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Hydrated carbonyl groups in AI-2, a quorum sensing autoinducer, make key hydrogen bonding interactions in the binding site of LsrR (a transcriptional regulator). This can be recapitulated with geminal dibromides, via halogen bonding. Geminal dihalogens represent interesting isosteric replacements for hydrated carbonyls in ligands and are currently under-utilized in ligand design.

引用

页码：2617 / 2620

页数：4

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