Academic Journal
A Versatile Cyclic Clickable Platform by Ring-Expansion Metathesis Polymerization: Cyclic Glycopolymers with Lectin-Binding Ability
| العنوان: | A Versatile Cyclic Clickable Platform by Ring-Expansion Metathesis Polymerization: Cyclic Glycopolymers with Lectin-Binding Ability |
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| المؤلفون: | Gonnot, Clément, Scalabrini, Mathieu, Roubinet, Benoit, Oblette, Zoé, Sivignon, Adeline, Boeda, Fabien, Deniaud, David, Landemarre, Ludovic, Barnich, Nicolas, Gouin, Sébastien, Fontaine, Laurent, Montembault, Véronique |
| المساهمون: | Institut des Molécules et Matériaux du Mans (IMMM), Le Mans Université (UM)-Institut de Chimie - CNRS Chimie (INC-CNRS)-Centre National de la Recherche Scientifique (CNRS), Chimie Et Interdisciplinarité : Synthèse, Analyse, Modélisation (CEISAM), Institut de Chimie - CNRS Chimie (INC-CNRS)-Centre National de la Recherche Scientifique (CNRS)-Nantes université - UFR des Sciences et des Techniques (Nantes univ - UFR ST), Nantes Université - pôle Sciences et technologie, Nantes Université (Nantes Univ)-Nantes Université (Nantes Univ)-Nantes Université - pôle Sciences et technologie, Nantes Université (Nantes Univ)-Nantes Université (Nantes Univ), GLYcoDiag, Microbes, Intestin, Inflammation et Susceptibilité de l'Hôte (M2iSH), Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre de Recherche en Nutrition Humaine d'Auvergne (CRNH d'Auvergne)-Institut National de Recherche pour l’Agriculture, l’Alimentation et l’Environnement (INRAE)-Université Clermont Auvergne (UCA), ANR-20-CE06-0025,CyClick,Polymères cycliques clickables obtenus par métathèse pour la multivalence(2020) |
| المصدر: | ISSN: 0024-9297. |
| بيانات النشر: | CCSD American Chemical Society |
| سنة النشر: | 2024 |
| مصطلحات موضوعية: | cyclic polymers, ring-expansion polymerization, REMP, cyclic glycopolymers, Multivalency, Inhibiting effect, Lectins, Azlactone, ROMP, [CHIM]Chemical Sciences, [CHIM.POLY]Chemical Sciences/Polymers |
| الوصف: | International audience ; A new versatile cyclic polymer platform for the design of advanced cyclic materials was prepared by combining ring-expansion metathesis polymerization (REMP) and click chemistry. Cyclic poly(norbornenyl azlactone) backbones were synthesized over an unprecedented length range with number- average degree of polymerization (DPn) ranging from 25 to 1000. The cyclic topology was thoroughly characterized using 1H NMR, size exclusion chromatography (SEC) with multiangle light scattering (MALS) and viscometer detection. Post-polymerization modification (PPM) of these scaffolds was carried out with amino- terminated mannoses using the click aminolysis of the azlactonemoiety to prepare a library of multivalent cyclic glycopolymers.The binding inhibition of the resulting cyclic glycopolymers was assessed against a panel of model and biologically relevant lectins (Bc2L-A, FimH, langerin, DC-SIGN, and ConA). The cyclic carbohydrate-functionalized polynorbornenes exhibited high lectin-binding inhibitory potency in the biochip assay, surpassing their monovalent analogues by several orders of magnitude and competing strongly with their linear polymer analogues in terms of IC50 values. Interestingly, the cyclic polymers also prevented the adhesion of Adherent-Invasive Escherichia coli implied in Crohn’s disease, to intestinal cells. |
| نوع الوثيقة: | article in journal/newspaper |
| اللغة: | English |
| Relation: | WOS: 001238262500001 |
| DOI: | 10.1021/acs.macromol.4c00469 |
| الاتاحة: | https://univ-lemans.hal.science/hal-04661939 https://doi.org/10.1021/acs.macromol.4c00469 |
| رقم الانضمام: | edsbas.1AA139E6 |
| قاعدة البيانات: | BASE |
| DOI: | 10.1021/acs.macromol.4c00469 |
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