Synthesis and characterization of novel glycopolymers based on ethyl α-hydroxymethylacrylate

• Published in: Carbohydrate polymers Vol. 68; no. 1; pp. 89 - 94
• Main Authors: CUERVO-RODRIGUEZ, R, BORDEGE, V, FERNANDEZ-GARCIA, M
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Ltd 01.03.2007; Elsevier Science
• Subjects: Applied sciences; Carbohydrates; Copolymerization; Exact sciences and technology; Glycomonomer; Glycopolymer; Lectin; Organic polymers; Physicochemistry of polymers; Polymerization; Preparation, kinetics, thermodynamics, mechanism and catalysts; Glycopolymer; Carbohydrates; Copolymerization; Glycomonomer; Acrylic copolymer; Lectin; Carbohydrates; Glycomonomer; Glycopolymer; Copolymerization; Aldose; Experimental study; Methyl methacrylate copolymer; Reactivity ratio; Lateral group; Free radical polymerization; Preparation; Glycoside; Acrylic polymer; Radical copolymerization
• ISSN: 0144-8617; 1879-1344
• DOI: 10.1016/j.carbpol.2006.07.016

Novel methacrylate derivatives bearing β- d-glucopyranoside and β- d-galactopyranoside residues are synthesized. The construction of the corresponding glycosidic linkages are performed using 2,3,4,6-tetra- O-acetyl-α- d-glucopyranosyl bromide and 2,3,4,6-tetra- O-acetyl-α- d-galactopyranosyl bromide as glycosyl donors, with ethyl α-hydroxymethylacrylate. New glycopolymers are obtained by homo and copolymerization with methyl methacrylate of the corresponding glycomonomers. The reactivity ratios of two protected copolymer systems are determined. Deprotected monomers and polymers are further obtained and characterized by treatment with sodium methoxide. The binding of deprotected polymer with galactose residues to specific receptor protein (RCA 120) is achieved.