K. Matsuura et al., HELICAL STEREOREGULAR ARTIFICIAL GLYCOCONJUGATE POLYMERS BASED ON POLY(PHENYLACETYLENE) BACKBONE - SYNTHESIS AND MOLECULAR RECOGNITION WITHLECTIN, Chemistry Letters, (8), 1998, pp. 847-848
Stereoregular poly(phenylacetylene)s bearing pendant lactose and cello
biose moiety were synthesized by polymerization of beta-N-glycosylated
4-ethynylbenzamides with [Rh(nbd)Ci](2) (nbd=norbornadiene) as initia
tor. The glycoconjugate polymer possessed alternating double bond back
bone with cis-transoidal regioregularity and helical conformation. Inh
ibition assay of hemagglutination revealed that galactose-specific lec
tin efficiently bound to the stereoregular helical glycopolymer bearin
g lactose, but the binding was not so strong as that of the correspond
ing flexible glycoconjugate polystyrene.