The stepwise synthesis of oligo(glycosyl phosphates) via glycosyl hydrogenphosphonates. The chemical synthesis of oligomeric fragments from Hansenula capsulata Y-1842 exophosphomannan and from Escherichia coli K51 capsular antigen.
A stepwise approach has been used in the syntheses of pentamannosyl tetraphosphate HO-[-6Man(alpha)-PO4-]4-6Man(alpha)-OMe and tetra(N-acetylglucosaminyl) triphosphate HO-[-3GlcNAc(alpha)-PO4]3- 3GlcNAc(beta)-OC6H4NO2, which are fragments of the yeast and bacteria extracellular phosphoglycans. Elongation of the chain was performed with the use of suitably protected glycosyl hydrogenphosphonate derivatives for successive introduction of glycosyl phosphate residues. Partially protected monosaccharide derivatives and oligomeric blocks served as hydroxylic components.
N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow.
A V
AV
Nikolaev
I A
IA
Ivanova
V N
VN
Shibaev
D000942:Antigens, Bacterial / Q000737:chemistry*; D000946:Antigens, Fungal / Q000737:chemistry*; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D004926:Escherichia coli; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008351:Mannans / Q000138:chemical synthesis*; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D010843:Pichia; D011135:Polysaccharides, Bacterial / Q000737:chemistry*; D013403:Sugar Phosphates
D000942:Antigens, Bacterial; D000946:Antigens, Fungal; D007202:Indicators and Reagents; D008351:Mannans; D009844:Oligosaccharides; D011135:Polysaccharides, Bacterial; D013403:Sugar Phosphates; C005437:phosphomannan