Monovalent and bivalent N-fucosyl amides as high affinity ligands for Pseudomonas aeruginosa PA-IIL lectin

被引：31

作者：

Andreini, Manuel ^{[1
]}

AnderluhA, Marko ^{[1
]}

Audfray, Aymeric ^{[2
,3
]}

Bernardi, Anna ^{[1
]}

Imberty, Anne ^{[2
,3
]}

机构：

[1] Univ Milan, Dipartimento Chim Organ & Ind, I-20133 Milan, Italy

[2] Univ Grenoble, CNRS, CERMAV, UPR5301, F-38041 Grenoble, France

[3] ICMG, F-38041 Grenoble, France

来源：

CARBOHYDRATE RESEARCH | 2010年 / 345卷 / 10期

关键词：

Glycosyl amides; Fucose; Neo-glycoconjugates; Lectin; Pseudomonas aeruginosa; TRACELESS STAUDINGER LIGATION; STEREOSELECTIVE-SYNTHESIS; GLYCOPEPTIDE DENDRIMERS; STRUCTURAL BASIS; GLYCOSYL AMIDES; DC-SIGN; BINDING; THERMODYNAMICS; AZIDES; LECB;

D O I：

10.1016/j.carres.2010.03.012

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The adhesion of bacteria to human glycoconjugates can be inhibited by soluble glycomimetics that compete with the natural target. Four monovalent and one divalent alpha-fucosyl amides have been tested for their affinity for a fucose-binding lectin from Pseudomonas aeruginosa. Isothermal calorimetric titrations demonstrated that they bind to the lectin in the micromolar range, with highest affinity for the divalent ligand. Molecular modelling established that, compared to O-fucoside compounds, the glycomimetic amide group resulted in the loss of water-bridged hydrogen bonds that could be partially compensated by additional contact of the aglycone with the protein surface. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：1400 / 1407

页数：8

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