title: Pentavalent pillar[5]arene-based glycoclusters and their multivalent binding to pathogenic bacterial lectins.
abstract: Anti-adhesive glycoclusters offer potential as therapeutic alternatives to classical antibiotics in treating infections. Pillar[5]arenes functionalised with either five galactose or five fucose residues were readily prepared using CuAAC reactions and evaluated for their binding to three therapeutically relevant bacterial lectins: LecA and Lec B from Pseudomonas aeuruginosa and BambL from Burkholderia ambifaria. Steric interactions were demonstrated to be a key factor in achieving good binding to LecA with more flexible galactose glycoclusters showing enhanced activity. In contrast binding to the fucose-selective lectins confirmed the importance of topology of the glycoclusters for activity with the pillar[5]arene ligand proving a selective ligand for BambL.
authors.affiliation: Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, CO2-Glyco, UMR 5246, CNRS, Université Claude Bernard Lyon 1, Université de Lyon, 43 Boulevard du 11 Novembre 1918, F-6922 Villeurbanne, France. sebastien.vidal@univ-lyon1.fr.
authors.forename: Nicolas
authors.initials: N
authors.lastname: Galanos
authors.forename: Emilie
authors.initials: E
authors.lastname: Gillon
authors.forename: Anne
authors.initials: A
authors.lastname: Imberty
authors.forename: Susan E
authors.initials: SE
authors.lastname: Matthews
authors.forename: Sébastien
authors.initials: S
authors.lastname: Vidal
mesh_terms: D001665:Binding Sites; D019117:Burkholderia / Q000737:chemistry*; D047250:Calixarenes; D006001:Glycoconjugates / Q000737:chemistry*; D037102:Lectins / Q000737:chemistry*; D015394:Molecular Structure; D011550:Pseudomonas aeruginosa / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*
chemical_list: D006001:Glycoconjugates; D037102:Lectins; D000644:Quaternary Ammonium Compounds; C570642:pillar(5)arene; D047250:Calixarenes