title: Protecting-Group-Free Synthesis of Well-Defined Glycopolymers Featuring Negatively Charged Oligosaccharides.
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.
authors.affiliation: Laboratoire de Chimie et Biologie des Métaux, UMR 5249-Université Grenoble Alpes, CEA, CNRS, 17 rue des Martyrs, 38054, Grenoble, France. luca_albertin@yahoo.com.
authors.forename: Luca
authors.initials: L
authors.lastname: Albertin
mesh_terms: D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000737:chemistry; D009844:Oligosaccharides / Q000737:chemistry*; D058105:Polymerization; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D006001:Glycoconjugates; D009844:Oligosaccharides; D011108:Polymers
keywords: (1 → 4)-α-L-guluronan; (1 → 4)-β-mannuronan; Glycopolymers; Glycuronan; RAFT; Radical polymerization