Isolation and characterization of a trisialyllactosylceramide, GT3, containing an O-acetylated sialic acid in cod fish brain

J Biochem. 1993 Apr;113(4):502-7. doi: 10.1093/oxfordjournals.jbchem.a124073.

Abstract

An O-acetylated ganglioside that generated a trisialyllactosylceramide or GT3 by base treatment was found for the first time in cod fish brain. This ganglioside was isolated by high-performance liquid chromatography, and characterized by fast atom bombardment mass spectrometry, and proton nuclear magnetic resonance spectroscopy in addition to chemical analysis. The structure was identified as a modified GT3 in which the external sialic acid is O-acetylated at the C-9 position. The chemical structure is as follows: II3(9-O-Ac-NeuAc2-8NeuAc2-8NeuAc2-3)Lac Cer.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylation
  • Animals
  • Brain Chemistry*
  • Chromatography, High Pressure Liquid
  • Chromatography, Thin Layer
  • Fishes
  • Gangliosides / chemistry
  • Gangliosides / isolation & purification*
  • Lactosylceramides / chemistry
  • Lactosylceramides / isolation & purification*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Molecular Structure
  • N-Acetylneuraminic Acid
  • Sialic Acids / analysis

Substances

  • Gangliosides
  • Lactosylceramides
  • Sialic Acids
  • trisialosyllactosylceramide
  • N-Acetylneuraminic Acid