Helical Stereoregular Artificial Glycoconjugate Polymers Based on Poly (phenylacetylene) Backbone : Synthesis and Molecular Recognition with Lectin
Stereoregular poly(phenylacetylene)s bearing pendant lactose and cellobiose moiety were synthesized by polymerization of β-N-glycosylated 4-ethynylbenzamides with [Rh(nbd)Cl]<SUB>2</SUB> (nbd=norbornadiene) as initiator. The glycoconjugate polymer possessed alternating double bond backbone with cis-transoidal regioregularity and helical conformation. Inhibition assay of hemagglutination revealed that galactose-specific lectin efficiently bound to the stereoregular helical glycopolymer bearing lactose, but the binding was not so strong as that of the corresponding flexible glycoconjugate polystyrene.
- Chemistry letters
Chemistry letters 1998(8), 847-848, 1998-08-05
The Chemical Society of Japan