Selectivity among Two Lectins: Probing the Effect of Topology, Multivalency and Flexibility of “Clicked” Multivalent Glycoclusters

CECIONI, Samy, Sophie FAURE, Ulrich DARBOST, Isabelle BONNAMOUR, Helene PARROT-LOPEZ, Olivier ROY, Claude TAILLEFUMIER, Michaela WIMMEROVÁ, Jean-Pierre PRALY, Anne IMBERTY and Sebastien VIDAL. Selectivity among Two Lectins: Probing the Effect of Topology, Multivalency and Flexibility of “Clicked” Multivalent Glycoclusters. Chemistry - A European Journal. WILEY-VCH, 2011, vol. 17, No 7, p. 2146–2159. ISSN 0947-6539. Available from: https://dx.doi.org/10.1002/chem.201002635.

Basic information

• Original name: Selectivity among Two Lectins: Probing the Effect of Topology, Multivalency and Flexibility of “Clicked” Multivalent Glycoclusters
• Authors: CECIONI, Samy (250 France), Sophie FAURE (250 France), Ulrich DARBOST (250 France), Isabelle BONNAMOUR (250 France), Helene PARROT-LOPEZ (250 France), Olivier ROY (250 France), Claude TAILLEFUMIER (250 France), Michaela WIMMEROVÁ (203 Czech Republic, guarantor, belonging to the institution), Jean-Pierre PRALY (250 France), Anne IMBERTY (250 France) and Sebastien VIDAL (250 France).
• Edition: Chemistry - A European Journal, WILEY-VCH, 2011, 0947-6539.

Other information

• Original language: English
• Type of outcome: Article in a journal
• Field of Study: 10610 Biophysics
• Country of publisher: Germany
• Confidentiality degree: is not subject to a state or trade secret
• Impact factor: Impact factor: 5.925
• RIV identification code: RIV/00216224:14740/11:00052848
• Organization unit: Central European Institute of Technology
• Doi: http://dx.doi.org/10.1002/chem.201002635
• UT WoS: 000287986500016
• Keywords in English: lectin; glycocluster;SPR;ITC
• Tags: ok, rivok
• Tags: International impact, Reviewed

Abstract

We have designed a series of multivalent galactosylated glycoconjugates and studied their binding properties towards two lectins, from plant and bacterial origins, to determine their potential selectivity. The synthesis was achieved through copper(I)-catalysed azide-alkyne cycloaddition (CuAAC) under microwave activation between propargylated multivalent scaffolds and an azido-functionalised carbohydrate derivative. The interactions of two galactose-binding lectins from Pseudomonas aeruginosa (PA-IL) and Erythrina cristagalli (ECA) with the synthesized glycoclusters were studied by hemagglutination inhibition assays (HIA), surface plasmon resonance (SPR) and isothermal titration microcalorimetry (ITC). The results obtained illustrate the influence of the scaffold's geometry on the affinity towards the lectin and also on the relative potency in comparison with a monovalent galactoside reference probe.

Links

• ME08008, research and development project: Name: Návrh antibakteriálních a antivirových léků na bázi cukrů a glykomimetik

Investor: Ministry of Education, Youth and Sports of the CR, Design of Carbohydrates and Glycomimetics as Antibacterial and Antiviral Drugs, Research and Development Programme KONTAKT (ME)

• MSM0021622413, plan (intention): Name: Proteiny v metabolismu a při interakci organismů s prostředím

Investor: Ministry of Education, Youth and Sports of the CR, Proteins in metabolism and interaction of organisms with the environment

• 205872, interní kód MU: Name: Program developing interdisciplinary research POtential for the STudies of BIOMolecular INteractions (Acronym: POSTBIOMIN)

Investor: European Union, Program developing interdisciplinary research POtential for the STudies of BIOMolecular INteractions, Capacities