title: Tri- and tetravalent mannoclusters cross-link and aggregate BC2L-A lectin from Burkholderia cenocepacia.
abstract: The opportunistic Gram-negative bacterium Burkholderia cenocepacia causes lethal infections in cystic fibrosis patients. Multivalent mannoside derivatives were prepared as potential inhibitors of lectin BC2L-A, one of the virulence factors deployed by B. cenocepacia in the infection process. An (α1→2)-thio-linked mannobioside mimic bearing an azide functionalized aglycon was conjugated to different multivalent scaffolds such as propargylated calix[4]arenes, methyl gallate and pentaerythritol by azide-alkyne 1,3-dipolar cycloaddition. The interaction between the glycoclusters and the mannose binding BC2L-A lectin from B. cenocepacia was examined by isothermal microcalorimetry, surface plasmon resonance, inhibition of yeast agglutination and analytical ultracentrifugation.
authors.affiliation: Department of Pharmaceutical Chemistry, University of Debrecen, POB 78, H-4010 Debrecen, Hungary.
authors.forename: Magdolna
authors.initials: M
authors.lastname: Csávás
authors.affiliation: Central European Institute of Technology, Masaryk University, Kamenice 5, 625 00 Brno, Czechia.
authors.forename: Lenka
authors.initials: L
authors.lastname: Malinovská
authors.affiliation: ICBMS-Equipe CSAp, Université Lyon 1, 69622 Villeurbanne, France.
authors.forename: Florent
authors.initials: F
authors.lastname: Perret
authors.affiliation: Department of Pharmaceutical Chemistry, University of Debrecen, POB 78, H-4010 Debrecen, Hungary.
authors.forename: Milán
authors.initials: M
authors.lastname: Gyurkó
authors.affiliation: Department of Organic Chemistry, University of Debrecen, POB 20, H-410 Debrecen, Hungary.
authors.forename: Zita Tünde
authors.initials: ZT
authors.lastname: Illyés
authors.affiliation: Central European Institute of Technology, Masaryk University, Kamenice 5, 625 00 Brno, Czechia; National Centre for Biomolecular Research, Faculty of Science, Masaryk University, Kotlářská 2, 611 37 Brno, Czechia. Electronic address: michaw@chemi.muni.cz.
authors.forename: Michaela
authors.initials: M
authors.lastname: Wimmerová
authors.affiliation: Department of Pharmaceutical Chemistry, University of Debrecen, POB 78, H-4010 Debrecen, Hungary. Electronic address: borbas.aniko@pharm.unideb.hu.
authors.forename: Anikó
authors.initials: A
authors.lastname: Borbás
mesh_terms: D000372:Agglutination Tests; D057508:Burkholderia cenocepacia / Q000737:chemistry*; D002151:Calorimetry / Q000379:methods; D060326:Chemistry Techniques, Synthetic; D008024:Ligands; D037601:Mannose-Binding Lectin / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology; D008362:Mannosides / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D020349:Surface Plasmon Resonance; D014461:Ultracentrifugation / Q000379:methods; D015003:Yeasts / Q000187:drug effects
chemical_list: D008024:Ligands; D037601:Mannose-Binding Lectin; D008362:Mannosides
keywords: Anti-adhesion therapy; Burkholderia cenocepacia; Click reaction; Glycoclusters; Mannose-binding lectin