%0 Journal Article %T 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 %+ Deduction modulo, interopérabilité et démonstration automatique (DEDUCTEAM) %+ INL - Chimie et Nanobiotechnologies (INL - C&N) %+ Institut des Biomolécules Max Mousseron [Pôle Chimie Balard] (IBMM) %+ Institut de Chimie et Biochimie Moléculaires et Supramoléculaires (ICBMS) %+ INL - Lab-On-Chip et Instrumentation (INL - LOCI) %+ Unité de Glycobiologie Structurale et Fonctionnelle UMR 8576 (UGSF) %A Wang, Shuai %A Dupin, Lucie %A Noël, Mathieu %A Carroux, Cindy %A Renaud, Louis %A Gehin, Thomas %A Meyer, Albert %A Souteyrand, Eliane %A Vasseur, Jean-Jacques %A Vergoten, Gérard %A Chevolot, Yann %A Morvan, François %A Vidal, Sébastien %< avec comité de lecture %@ 0947-6539 %J Chemistry - A European Journal %I Wiley-VCH Verlag %V 22 %N 33 %P 11785-11794 %8 2016-08-08 %D 2016 %R 10.1002/chem.201602047 %K Oligonucleotides %K Pseudomonas aeruginosa %K Glycoclusters %K Microarrays %K Multivalency %Z Chemical Sciences/Organic chemistryJournal articles %X 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. %G English %L hal-02116180 %U https://udl.hal.science/hal-02116180 %~ UNIV-RENNES1 %~ CNRS %~ INRIA %~ UNIV-LYON1 %~ ENS-CACHAN %~ INSA-LYON %~ EC-LYON %~ ENSC-MONTPELLIER %~ IRISA %~ INL %~ INRIA-SACLAY %~ IBMM %~ INRIA_TEST %~ TESTALAIN1 %~ INRIA2 %~ INC-CNRS %~ UR1-HAL %~ UR1-MATH-STIC %~ UNIV-PARIS-SACLAY %~ UR1-UFR-ISTIC %~ INRIA-SACLAY-2015 %~ ENS-CACHAN-SACLAY %~ CHIMIE %~ UNIV-MONTPELLIER %~ ICBMS %~ TEST-UR-CSS %~ UNIV-LILLE %~ INRIA-300009 %~ INSA-GROUPE %~ UDL %~ UNIV-LYON %~ UR1-MATH-NUM %~ LSV-AUTO %~ FARMAN %~ ENS-PARIS-SACLAY %~ GS-COMPUTER-SCIENCE %~ UM-2015-2021 %~ INRIAARTDOI %~ EC_LYON_STRICT