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[Display omitted] Glycopolymers having sialyl α2-3 lactose moieties via longer spacer arms were systematically prepared from the corresponding glycomonomers. Radical polymerization of glycomonomers gave a series of glycopolymers displaying various sugar densities. Fluorometric analyses of wheat germ agglutinin (WGA) against the glycopolymers were conducted and the results showed unique binding specificities on the basis of sugar densities. [ABSTRACT FROM AUTHOR]

Highlights: [•] Chloromethylstyrene and N-acetyl-d-glucosamine (GlcNAc) were used for this study. [•] Simple modification of the starting materials gave the water-soluble glycomonomer. [•] A convenient access for glycopolymers was accomplished by radical polymerization. [•] The glycopolymers exhibited high affinity against WGA. [ABSTRACT FROM AUTHOR]

Abstract: Synthetic construction of fucosyl chitobiose [GlcNAcβ1→4(Fucα1→3)GlcNAc] as an allergy-associated carbohydrate epitope was accomplished from three building blocks. The trisaccharidic unit was further transformed into a carbohydrate monomer and polymerization of the glycomonomer proceeded smoothly to provide a series of glycopolymers having various carbohydrate densities. In addition to the organic syntheses, biological evaluations of the glycomonomer and the polymers were carried out and sugar-clustering effects were observed. [Copyright &y& Elsevier]

[Display omitted] • A hydrophobic Pba and a hydrophilic glycomonomer were polymerized. • The polymerization gave the corresponding water-soluble glycopolymer having Pba moieties. • Structural elucidation of the polymer was performed by 1H NMR. • The thermal property of the polymers was evaluated on the basis of TG-DTA measurement. • Uv–vis spectroscopic analysis of the polymer showed the characteristic absorption due to Pba. The first trial of incorporation of pheophorbide a (Pba) into a synthetic glycopolymer giving water-soluble ability was carried out, and the polymerization reaction of each monomer proceeded in DMSO to afford the desired glycopolymer having Pba side chains. Characterization of the polymer was performed by means of spectroscopic analyses and thermal studies, and the results supported the desired macromolecular architecture. [ABSTRACT FROM AUTHOR]

Convenient and useful construction of a trisaccharide moiety of globotriaosyl ceramide was performed by means of modified Ogawa’s protocol. In order to evaluate an efficiency of new class of glycopolymers, further chemical transformations of the trisaccharide were accomplished to afford a globotriaosyl carbohydrate monomer, and homopolymerization of the monomer by a general radical polymerization protocol gave a high-density glycopolymer in 84.3% yield after usual work-up procedures. In addition to the homopolymer, a copolymer composed of carbohydrate units and acrylamide units was also synthesized by the radical polymerization in 96.7% yield. [Copyright &y& Elsevier]