Open AccessAqueous One-pot Synthesis of Glycopolymers by Glycosidase-catalyzed Glycomonomer Synthesis Using 4,6-Dimetoxy Triazinyl Glycoside Followed by Radical Polymerization
Author(s) -
Tomonari Tanaka,
Ayane Matsuura,
Yoichi Aso,
Hirotaka Ohara
Publication year - 2020
Publication title -
journal of applied glycoscience
Language(s) - English
Resource type - Journals
eISSN - 1880-7291
pISSN - 1344-7882
DOI - 10.5458/jag.jag.jag-2020_0010
Subject(s) - chemistry , acrylate , polymer chemistry , aqueous solution , glycopolymer , acrylamide , glycoside hydrolase , radical polymerization , galactose , catalysis , organic chemistry , polymerization , glycoside , copolymer , combinatorial chemistry , polymer , enzyme
Glycopolymers have attracted increased attention as functional polymeric materials, and simple methods for synthesizing glycopolymers remain needed. This paper reports the aqueous one-pot and chemoenzymatic synthesis of four types of glycopolymers via two reactions: the β-galactosidase-catalyzed glycomonomer synthesis using 4,6-dimetoxy triazinyl β-D-galactopyranoside and hydroxy group-containing (meth)acrylamide and (meth)acrylate derivatives as the activated glycosyl donor substrate and as the glycomonomer precursors, respectively, followed by radical copolymerization of the resulting glycomonomer and excess glycomonomer precursor without isolating the glycomonomers. The resulting glycopolymers bearing galactose moieties exhibited specific and strong interactions with the lectin peanut agglutinin as glycoclusters.