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

J 2011

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 et. al.

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

Language

English

Type of outcome

Článek v odborném periodiku

Field of Study

10610 Biophysics

Country of publisher

Germany

Confidentiality degree

není předmětem státního či obchodního tajemství

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

Abstract

V originále

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

Citovat

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.

@article{947554,
   author = {Cecioni, Samy and Faure, Sophie and Darbost, Ulrich and Bonnamour, Isabelle and ParrotandLopez, Helene and Roy, Olivier and Taillefumier, Claude and Wimmerová, Michaela and Praly, JeanandPierre and Imberty, Anne and Vidal, Sebastien},
   article_number = {7},
   doi = {http://dx.doi.org/10.1002/chem.201002635},
   keywords = {lectin; glycocluster;SPR;ITC},
   language = {eng},
   issn = {0947-6539},
   journal = {Chemistry - A European Journal},
   title = {Selectivity among Two Lectins: Probing the Effect of Topology, Multivalency and Flexibility of “Clicked” Multivalent Glycoclusters},
   volume = {17},
   year = {2011}
}

TY  - JOUR
ID  - 947554
AU  - Cecioni, Samy - Faure, Sophie - Darbost, Ulrich - Bonnamour, Isabelle - Parrot-Lopez, Helene - Roy, Olivier - Taillefumier, Claude - Wimmerová, Michaela - Praly, Jean-Pierre - Imberty, Anne - Vidal, Sebastien
PY  - 2011
TI  - Selectivity among Two Lectins: Probing the Effect of Topology, Multivalency and Flexibility of “Clicked” Multivalent Glycoclusters
JF  - Chemistry - A European Journal
VL  - 17
IS  - 7
SP  - 2146–2159
EP  - 2146–2159
PB  - WILEY-VCH
SN  - 09476539
KW  - lectin
KW  - glycocluster;SPR;ITC
N2  - 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.
ER  -

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. \textit{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.

Detailed Information on Publication Record