title: Protecting-Group-Free Synthesis of Glycopolymers and Their Binding Assay with Lectin and Influenza Virus.
abstract: Typical synthetic methods for glycopolymers are laborious and require multistep processes, including protection and deprotection steps. Here we describe a facile protecting-group-free synthetic approach to glycopolymers bearing oligosaccharides from free saccharides by direct azidation and click chemistry methods, followed by reversible addition-fragmentation chain transfer polymerization. This method can be applied not only to mono- and disaccharides, but also to large biologically relevant oligosaccharides having sialic acids. Due to the glycocluster effect, the glycopolymers strongly bind with the corresponding lectin and influenza A virus, as analyzed by the quartz crystal microbalance method and hemagglutination inhibition assay.
authors.affiliation: Department of Biobased Materials Science, Graduate School of Science and Technology, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto, 606-8585, Japan. t-tanaka@kit.ac.jp.
authors.forename: Tomonari
authors.initials: T
authors.lastname: Tanaka
authors.affiliation: Department of Biochemistry, School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka, 422-8526, Japan.
authors.forename: Tadanobu
authors.initials: T
authors.lastname: Takahashi
authors.affiliation: Department of Biochemistry, School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka, 422-8526, Japan.
authors.forename: Takashi
authors.initials: T
authors.lastname: Suzuki
mesh_terms: D057930:Click Chemistry; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000737:chemistry; D006385:Hemagglutination Inhibition Tests; D009980:Influenza A virus / Q000502:physiology*; D037102:Lectins / Q000737:chemistry* / Q000378:metabolism; D058105:Polymerization; D011108:Polymers / Q000138:chemical synthesis*; D058525:Quartz Crystal Microbalance Techniques; D013499:Surface Properties
chemical_list: D006001:Glycoconjugates; D037102:Lectins; D011108:Polymers
keywords: Click chemistry; Cluster effect; Glycopolymer; Glycosyl azide; Influenza virus; Lectin; RAFT polymerization