Synthesis of oligosaccharides that form parts of the complex type of carbohydrate moieties of glycoproteins. Three glycosides prepared for conjugation to proteins.
Condensation of 3,6-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-2-deoxy-2- phthalimido-beta-D-glucopyranosyl bromide with p-nitrophenyl 3-O-benzoyl-4,6-di-O-benzylidene-alpha-D-mannopyranoside, p-nitrophenyl 3,6-di-O-benzyl-alpha-D-mannopyranoside and p-nitrophenyl 3,4-di-O-benzyl-alpha-D-mannopyranoside gave protected tri- and pentasaccharides. The oligosaccharide glycosides 1, 2 and 3 were obtained after de-protection of these condensation products. These oligosaccharides will, after suitable conversions, be conjugated to proteins for biological studies.
D006023:Glycoproteins; D006027:Glycosides / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008745:Methylation; D009844:Oligosaccharides / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship
D006023:Glycoproteins; D006027:Glycosides; D007202:Indicators and Reagents; D009844:Oligosaccharides