(6) 水中での保護基フリー法を基盤とする糖鎖高分子の環境調和型合成法の開発

抄録

Glycopolymers are generally synthesized in multiple steps using protecting-groups in organic solvents. Protecting-group-free methods in water are candidates for the development of polymer synthesis technology via low environmental load process. In this commentary, our protecting-group-free and aqueous synthesis of glycopolymers from unprotected sugars were described. First, one-pot chemoenzymatic synthesis of glycopolymers from unprotected sugars was described. The one-pot process was achieved by the combination of three reactions in water; direct synthesis of a triazinyl glycoside, glycosidase-catalyzed transglycosylation, and radical polymerization. Next, protecting-group-free syntheses of glycopolymers via direct synthesis of glycosyl azides and thioglycosides were described. Glycomonomers were successfully obtained from unprotected sugars without using protecting-groups. Various glycopolymers, which have not only mono- and disaccharides but also oligosaccharides, were synthesized by the polymerization of resulting glycomonomers. Finally, synthesis of glycopolymers bearing oligosaccharides by the post-polymerization modification using a polymer backbone bearing water-soluble activated esters was described. A novel monomer bearing a water-soluble activated ester was synthesized and used to synthesize glycopolymers. The post-polymerization modification using the polymer backbone and a sialylglycopeptide（SGP） was achieved for synthesizing SGP-grafted glycopolymers in water. We believe that the development of functional polymer synthesis technology in water can contribute to the construction of a sustainable society