title: Occurrence of N-acetylglucosamine 6-phosphate in complex carbohydrates. Characterization of a phosphorylated sialyl oligosaccharide from bovine colostrum.
abstract: The occurrence of phosphate-containing sialyl oligosaccharides in bovine colostrum was investigated. Two major sialyl oligosaccharide phosphates were identified, one of which was structurally similar to the previously characterized sialyl oligosaccharide 1-phosphates of human urine. The second sialyl oligosaccharide phosphate of bovine colostrum was found to be of a novel type. Structural studies including monosaccharide and phosphate analysis, glycosidase and phosphatase treatments, methylation analysis, and periodate treatment indicated the structure of this compound to be NeuAc alpha 2-6Gal beta 1-4GlcNAc-6-P. This provides the first evidence for the occurrence of N-acetylglucosamine 6-phosphate as an integral component in complex carbohydrates.
mesh_terms: D000117:Acetylglucosamine / Q000031:analogs & derivatives / Q000032:analysis*; D000469:Alkaline Phosphatase; D000818:Animals; D002240:Carbohydrate Sequence; D002417:Cattle; D002855:Chromatography, Thin Layer; D003126:Colostrum / Q000032:analysis*; D004926:Escherichia coli / Q000201:enzymology; D005260:Female; D005690:Galactose / Q000032:analysis; D005944:Glucosamine / Q000031:analogs & derivatives*; D008745:Methylation; D009439:Neuraminidase; D009844:Oligosaccharides / Q000302:isolation & purification*; D010766:Phosphorylation; D011247:Pregnancy; D001616:beta-Galactosidase
chemical_list: D009844:Oligosaccharides; C016735:sialooligosaccharides; C010004:N-acetylglucosamine 6-phosphate; D000469:Alkaline Phosphatase; D009439:Neuraminidase; D001616:beta-Galactosidase; D005944:Glucosamine; D000117:Acetylglucosamine; D005690:Galactose