|Budget Amount *help
¥2,200,000 (Direct Cost : ¥2,200,000)
Fiscal Year 1996 : ¥700,000 (Direct Cost : ¥700,000)
Fiscal Year 1995 : ¥1,500,000 (Direct Cost : ¥1,500,000)
Well-defined glycopeptide-containing block copolymers were synthesized by ring-opening polymerization of a sugar-substituted alpha-amino acid N-carboxyanhydride (NCA), i.e., O-(tetra-O-acetyl-beta-D-gluco-pyranosyl)-L-serine NCA (1), initiated with omega-amine-terminated poly (2-methyl-2-oxazoline) and poly (2-phenyl-2-oxazoline) macroinitiators in dichloromethane at 27ﾟC.DPs of peptide segments of the resulting poly (2-methyl-2-oxazoline)-block-poly [O-(tetra-O-acetyl-beta-D-glucopyranosyl)-L-serine](2a) and poly (2-phenyl-2-oxazoline)-block-poly [O-(tetra-O-acetyl-beta-D-glucopyranosyl)-L-serine](2b) were close to monomer/macroinitiator feed molar ratios. Glycopeptide-bearing block copolymers, poly (2-methyl-2-oxazoline)-block-poly [O-(beta-D-glucopyranosyl)-L-serine] and poly (2-phenyl-2-oxazoline)-block-poly [O-(beta-D-glucopyranosyl)-L-serine], were derived from 2a and 2b, respectively, by deacetylation with hydrazine monohydrate.
First synthesis of well-defined glycopeptide macromonomers with an alpha-styryl group was performed by living ring-opening polymerization of sugar-substituted NCAs, i.e., 1 and O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-beta-D-glucopyranosyl)-L-serine NCA,followed by deacetylation with hydrazine monohydrate in methanol at 0ﾟC.Water-soluble copolymer between the macromonomer and acrylamide was obtained by the radical copolymerization with 2,2'-azobis (2-amidinopropane) dihydrochloride (AAPD) as an initiator in water at 55ﾟC.
以上の研究結果から、糖置換 NCA のリビング開環重合を用いた糖ペプチド複合体の合成が、多様な糖鎖高分子の構造制御合成において有用であり、分子設計によって糖の細胞認識能が向上することが明らかとなった。