Synthesis of polymeric neoglycoconjugates based onN-substituted polyacrylamides

Several types of polymeric glycoconjugates,N-substituted polyacrylamides, have been synthesized by the reaction of activated polymers with -aminoalkylglycosides: (i) (carbohydrate-spacer)_n-polyacrylamide, pseudopolysaccharides; (ii) (carbohydrate-spacer)_n-phosphatidylethanolamine_m-polyacrylamide, neoglycolipids, derivatives of phosphatidylethanolamine; (iii) (carbohydrate-spacer)_n-biotin_m-polyacrylamide, biotinylated probes; (iv) (carbohydrate-spacer)_n-polyacrylamide-(macroporous glass), affinity sorbents based on macroporous glass, covalently coated with polyacrylamide. An almost quantitative yield in the conjugation reaction makes it possible to insert in the conjugate a predetermined quantity of the ligand(s).Pseudopolysaccharides proved to be a suitable form of antigen for activation of polystyrene and poly(vinyl chloride) plates (ELISA) and nitrocellulose membranes (dot blot), being advantageous over traditional neoglycoproteins. Polyvalent glycolipids insert well in biological membranes: their physical properties, particularly solubility, can be changed in a desired direction. Biotinylated derivatives were used as probes for detection and analysis of lectins.Abbreviations sp spacer arm - PAA polyacrylamide - PE phosphatidylethanolamine - Biot biotin - MPGlass macroporous glass 200 Å - ELISA enzyme-linked immunosorbent assay - HPLC high-performance liquid chromatography - AIBN azodiisobutyronitrile - BSA bovine serum albumin - DMG 3,6-di-O-methyl-d-glucose - TLC thin-layer chromatography - DMF dimethylformamide - DMSO dimethylsulfoxide - RI refractive index - PBS phosphate buffered saline (0.14m NaCl, 0.01m sodium phosphate, pH 7.3)