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Protecting-Group-Free Synthesis of Well-Defined Glycopolymers Featuring Negatively Charged Oligosaccharides

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Macro-Glycoligands

Part of the book series: Methods in Molecular Biology ((MIMB,volume 1367))

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Abstract

Control of the macromolecular architecture is essential to enable sophisticated functions for glycopolymers and to allow a precise correlation between these functions and the polymer structure. A number of biologically important ligands are negatively charged oligosaccharides that are difficult to manipulate in organic solvent and that are hardly amenable to protection/deprotection strategies. RAFT polymerization is a simple and robust technique that enables the synthesis of well-defined glycopolymers directly in aqueous solution and starting from unprotected vinyl glycomonomers. Here I describe how RAFT polymerization can be combined with reductive amination to transform negatively charged oligosaccharides having 5–20 monosaccharide units into well-defined glycopolymers directly in water and without the need to resort to protecting-group chemistry.

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Acknowledgements

This work was supported by the Cluster de Recherche Chimie Durable et Chimie pour la Santé of the Rhône-Alpes region, the competitiveness cluster Axelera (Lyon, France), and the Agence Nationale de la Recherche (ANR-09-CP2D-02 ALGIMAT).

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  1. Laboratoire de Chimie et Biologie des Métaux, UMR 5249—Université Grenoble Alpes, CEA, CNRS, 17 rue des Martyrs, 38054, Grenoble, France

    Luca Albertin

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  1. Luca Albertin
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Correspondence to Luca Albertin .

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  1. Cleveland State University, Cleveland, Ohio, USA

    Xue-Long Sun

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Albertin, L. (2016). Protecting-Group-Free Synthesis of Well-Defined Glycopolymers Featuring Negatively Charged Oligosaccharides. In: Sun, XL. (eds) Macro-Glycoligands. Methods in Molecular Biology, vol 1367. Humana Press, New York, NY. https://doi.org/10.1007/978-1-4939-3130-9_2

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  • DOI: https://doi.org/10.1007/978-1-4939-3130-9_2

  • Publisher Name: Humana Press, New York, NY

  • Print ISBN: 978-1-4939-3129-3

  • Online ISBN: 978-1-4939-3130-9

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