Occurrence of N-acetylglucosamine 6-phosphate in complex carbohydrates. Characterization of a phosphorylated sialyl oligosaccharide from bovine colostrum

J Biol Chem. 1985 Sep 15;260(20):10971-5.


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

  • Acetylglucosamine / analogs & derivatives
  • Acetylglucosamine / analysis*
  • Alkaline Phosphatase
  • Animals
  • Carbohydrate Sequence
  • Cattle
  • Chromatography, Thin Layer
  • Colostrum / analysis*
  • Escherichia coli / enzymology
  • Female
  • Galactose / analysis
  • Glucosamine / analogs & derivatives*
  • Methylation
  • Neuraminidase
  • Oligosaccharides / isolation & purification*
  • Phosphorylation
  • Pregnancy
  • beta-Galactosidase


  • Oligosaccharides
  • sialooligosaccharides
  • N-acetylglucosamine 6-phosphate
  • Alkaline Phosphatase
  • Neuraminidase
  • beta-Galactosidase
  • Glucosamine
  • Acetylglucosamine
  • Galactose