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Article Dans Une Revue ChemBioChem Année : 2017

Efficient Conjugation of Oligosaccharides to Polymer Particles through Furan/Maleimide Diels-Alder Reaction: Application to the Capture of Carbohydrate-Binding Proteins

Résumé

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.

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hal-02115628 , version 1 (30-04-2019)

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Antoine Petrelli, Eric Samain, Stéphanie Pradeau, Sami Halila, Sébastien Fort. Efficient Conjugation of Oligosaccharides to Polymer Particles through Furan/Maleimide Diels-Alder Reaction: Application to the Capture of Carbohydrate-Binding Proteins. ChemBioChem, 2017, 18 (2), pp.206-212. ⟨10.1002/cbic.201600509⟩. ⟨hal-02115628⟩
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