Facile and protecting-group-free synthesis of glycopolymers

2014 Fiscal Year Final Research Report

• Project/Area Number: 25810075
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Polymer chemistry
• Research Institution: Kyoto Institute of Technology
• Principal Investigator: TANAKA Tomonari 京都工芸繊維大学, 工芸科学研究科, 助教 (70585695)
• Project Period (FY): 2013-04-01 – 2015-03-31
• Keywords: 糖鎖高分子 / 糖クラスター効果 / 無保護糖活性化 / RAFT重合 / オリゴ糖 / N-結合型糖鎖 / レクチン / インフルエンザウイルス

Outline of Final Research Achievements

Glycopolymers having pendant oligosaccharides were successfully synthesized from free saccharides without any protection on the saccharides. The glycomonomers were synthesized via thioglycosides or glycosyl azides via the direct anomeric activation of free saccharides using 2-chloro-1,3-dimethylimidazolinium chloride as a condensing agent. The resultant glycomonomers were copolymerized with acrylamide by a reversible addition-fragmentation chain transfer technique. Each of the glycopolymers were obtained and then immobilized on a gold-coated sensor of quartz crystal microbalance to analyze their binding behavior with the lectin. The glycopolymers strongly bound with the corresponding lectin without nonspecific adsorption in aqueous solution. The strong binding was attributed to the glycocluster effect of the glycopolymer. In addition, the glycopolymer bearing a complex-type sialyl N-linked oligosaccharide was found to strongly bind with both human and avian influenza A viruses.

Free Research Field

高分子化学