Toward the Rational Design of Galactosylated Glycoclusters That Target Pseudomonas aeruginosa Lectin A (LecA): Influence of Linker Arms That Lead to Low-Nanomolar Multivalent Ligands - Archive ouverte HAL Access content directly
Journal Articles Chemistry - A European Journal Year : 2016

Toward the Rational Design of Galactosylated Glycoclusters That Target Pseudomonas aeruginosa Lectin A (LecA): Influence of Linker Arms That Lead to Low-Nanomolar Multivalent Ligands

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Louis Renaud
Thomas Gehin
Yann Chevolot

Abstract

Anti‐infectious strategies against pathogen infections can be achieved through antiadhesive strategies by using multivalent ligands of bacterial virulence factors. LecA and LecB are lectins of Pseudomonas aeruginosa implicated in biofilm formation. A series of 27 LecA‐targeting glycoclusters have been synthesized. Nine aromatic galactose aglycons were investigated with three different linker arms that connect the central mannopyranoside core. A low‐nanomolar (Kd=19 nm, microarray) ligand with a tyrosine‐based linker arm could be identified in a structure–activity relationship study. Molecular modeling of the glycoclusters bound to the lectin tetramer was also used to rationalize the binding properties observed.

Dates and versions

hal-02116180 , version 1 (30-04-2019)

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Cite

Shuai Wang, Lucie Dupin, Mathieu Noël, Cindy Carroux, Louis Renaud, et al.. Toward the Rational Design of Galactosylated Glycoclusters That Target Pseudomonas aeruginosa Lectin A (LecA): Influence of Linker Arms That Lead to Low-Nanomolar Multivalent Ligands. Chemistry - A European Journal, 2016, 22 (33), pp.11785-11794. ⟨10.1002/chem.201602047⟩. ⟨hal-02116180⟩
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