Efficient Conjugation of Oligosaccharides to Polymer Particles through Furan/Maleimide Diels-Alder Reaction: Application to the Capture of Carbohydrate-Binding Proteins
| Autor: | Eric Samain, Stéphanie Pradeau, Sébastien Fort, Sami Halila, Antoine Petrelli |
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| Přispěvatelé: | Centre de Recherches sur les Macromolécules Végétales (CERMAV ), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019]), Géoazur (GEOAZUR 7329), Université Côte d'Azur (UCA)-Institut national des sciences de l'Univers (INSU - CNRS)-Institut de Recherche pour le Développement (IRD [France-Sud])-Centre National de la Recherche Scientifique (CNRS)-Observatoire de la Côte d'Azur, Université Côte d'Azur (UCA)-COMUE Université Côte d'Azur (2015-2019) (COMUE UCA)-COMUE Université Côte d'Azur (2015-2019) (COMUE UCA), Institut national des sciences de l'Univers (INSU - CNRS)-Observatoire de la Côte d'Azur, COMUE Université Côte d'Azur (2015-2019) (COMUE UCA)-Université Côte d'Azur (UCA)-COMUE Université Côte d'Azur (2015-2019) (COMUE UCA)-Université Côte d'Azur (UCA)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD [France-Sud]), Centre de Recherches sur les Macromolécules Végétales (CERMAV), Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS)-Université Grenoble Alpes (UGA), Institut national des sciences de l'Univers (INSU - CNRS)-Institut de Recherche pour le Développement (IRD [France-Sud])-Centre National de la Recherche Scientifique (CNRS)-Observatoire de la Côte d'Azur, Université Côte d'Azur (UCA)-Université Côte d'Azur (UCA) |
| Jazyk: | angličtina |
| Rok vydání: | 2017 |
| Předmět: |
Glycan
Spectrophotometry Infrared Polymers Oligosaccharides Receptors Cell Surface 010402 general chemistry 01 natural sciences Biochemistry Maleimides Sepharose chemistry.chemical_compound Agglutinin Lectins Concanavalin A Furans Molecular Biology Maleimide Diels–Alder reaction Bioconjugation Cycloaddition Reaction biology 010405 organic chemistry Organic Chemistry 3. Good health 0104 chemical sciences Glycoproteomics [CHIM.POLY]Chemical Sciences/Polymers Microscopy Fluorescence chemistry Click chemistry biology.protein Molecular Medicine Click Chemistry Fluorescein-5-isothiocyanate Protein Binding |
| Zdroj: | ChemBioChem ChemBioChem, Wiley-VCH Verlag, 2017, 18 (2), pp.206-212. ⟨10.1002/cbic.201600509⟩ ChemBioChem, 2017, 18 (2), pp.206-212. ⟨10.1002/cbic.201600509⟩ |
| ISSN: | 1439-4227 1439-7633 |
| DOI: | 10.1002/cbic.201600509⟩ |
| Popis: | International audience; Glycan-protein interactions play a crucial role in physiological and pathological events. Hence, improving the isolation of carbohydrate-binding proteins (i.e. lectins and anti-glycan antibodies) from complex media can not only lead to a better understanding of their function, but also provides solutions for public health issues, such as water contamination or the need for universal blood plasma. Herein, we report a rapid and efficient method to produce carbohydrate-based affinity adsorbents combining enzymatic synthesis and metal-free click chemistry. Simple as well as complex glycans (maltose, blood group antigens A, B and H) were readily modified by the addition of a furyl group at their reducing end without the need for protecting groups and then efficiently conjugated to maleimide-activated Sepharose particles via a Diels-Alder reaction. These neoglycoconjugates showed high efficiency for the purification of lectins (Concanavalin A and Ulex europaeus agglutinin) as well as for the capture of anti-A and anti-B blood group antibodies, opening new prospects for glycoproteomics and for the development of universal blood plasma. |
| Databáze: | OpenAIRE |
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