Human meconium gangliosides. Characterization of a novel I-type ganglioside with the NeuAc alpha 2-6Gal structure.
Three monosialogangliosides containing the NeuAc alpha 2-6Gal structure have been detected in human meconium by immunological analysis using a monoclonal antibody, MSG-15, and purified by repeated silica beads column chromatography. One was previously shown to be NeuAc alpha 2-6Gal beta 1-4GlcNAc beta 1-3Gal beta 1-4Glc beta 1-1Cer. The remaining two were characterized by proton NMR, fast atom bombardment mass spectrometry, methylation analysis by gas chromatography-mass spectrometry, and immunological studies, and their structures were concluded to be as follows. [formula: see text] The second ganglioside has the same structure that was isolated from bovine buttermilk (Takamizawa, K., Iwamori, M., Mutai, M., and Nagai, Y. (1986) J. Biol. Chem. 261, 5625-5630), and this is the first description of the occurrence of the ganglioside with the branched structure with two N-acetyllactosamines linked to lactosylceramide via beta 1-6 and beta 1-3 in human linked to lactosylceramide via beta 1-6 and beta 1-3 in human tissues. The third ganglioside is a novel ganglioside with blood group I-type and a NeuAc alpha 2-6Gal structure.
Taki
T
T
Department of Biochemistry, Faculty of Medicine, Tokyo Medical and Dental University, Japan.
Rokukawa
C
C
Kasama
T
T
Kon
K
K
Ando
S
S
Abe
T
T
Handa
S
S
D000606:Amino Sugars / Q000737:chemistry; D002240:Carbohydrate Sequence; D002241:Carbohydrates / Q000032:analysis; D002855:Chromatography, Thin Layer; D005227:Fatty Acids / Q000032:analysis; D005732:Gangliosides / Q000737:chemistry*; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008470:Meconium / Q000737:chemistry*; D008745:Methylation; D008969:Molecular Sequence Data; D016339:Spectrometry, Mass, Fast Atom Bombardment
D000606:Amino Sugars; D002241:Carbohydrates; D005227:Fatty Acids; D005732:Gangliosides; C000458:N-acetyllactosamine