A 500-MHz 1H-n.m.r. study of oligosaccharides derived from gangliosides by ozonolysis-alkaline fragmentation.
The structural-reporter-group resonances in the 1H-n.m.r. spectra of a series of ganglioside-derived oligosaccharides are completely assigned. The three different types of sialic acid residues which may occur in these compounds could be adequately characterized. They are distinguishable on the basis of the set of chemical shifts of their H-3a and H-3e atoms. The mutual influence of GalNAc beta-(1----4) and Neu5Ac alpha-(2----3), both linked to the same Gal residue, on the 1H-n.m.r. parameters of each other, reflects a well-defined solution conformation, which is held to be responsible for the resistance of this "internal" sialic acid towards various sialidases.
D000818:Animals; D001921:Brain; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002417:Cattle; D005732:Gangliosides; D006863:Hydrogen-Ion Concentration; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D009844:Oligosaccharides / Q000302:isolation & purification; D010126:Ozone; D012794:Sialic Acids / Q000032:analysis
D005732:Gangliosides; D009844:Oligosaccharides; D012794:Sialic Acids; D010126:Ozone