Synthesis of N-glycopeptides and a neoglycoprotein.
O-(alpha-D-Glucopyranosyl)-(1----6)-O-beta-D-glucopyranosyl-(1----6)-1-N -(glycylglycylglycyl-L-seryl-L-leucyl-L-glutam-5-oyl)-alpha- D -glucopyranosylamine has been prepared, as a model of a derivative possibly present in the glomerular basement membrane of rats, by condensation of the corresponding L-glutamyl derivative of the trisaccharide with the pentapeptide in the presence of O,O-diethyl cyanophosphonate. Protective groups were removed by O-deacetylation, deethoxylation, and hydrogenolysis. The glutamyl derivative of the trisaccharide was also converted into the acyl azide which was condensed with bovine serum albumin to form a neoglycoprotein.
D000818:Animals; D001485:Basement Membrane / Q000032:analysis; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002855:Chromatography, Thin Layer; D006020:Glycopeptides / Q000138:chemical synthesis*; D006023:Glycoproteins / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D007678:Kidney Glomerulus / Q000032:analysis; D009682:Magnetic Resonance Spectroscopy; D008565:Membrane Proteins / Q000138:chemical synthesis; D051381:Rats
D006020:Glycopeptides; D006023:Glycoproteins; D007202:Indicators and Reagents; D008565:Membrane Proteins