Primary structure of human milk nona- and decasaccharides determined by a combination of fast atom bombardment mass spectrometry and 1H-/13C-nuclear magnetic resonance spectroscopy. Evidence for a new core structure, iso-lacto-N-octaose

Glycoconj J. 1989;6(2):169-82. doi: 10.1007/BF01050646.

Abstract

The structure of a nonasaccharide and of two decasaccharides isolated from human milk has been investigated by using methylation, fast atom bombardment mass spectrometry and 1H-/13C-nuclear magnetic resonance spectroscopy. The structures of these oligosaccharides were: trifucosyllacto-N-hexaose; Fuc alpha 1-2Gal beta 1-3(Fuc alpha 1-4)GlcNAc beta 1-3[Gal beta 1-4(Fuc alpha 1-3)GlcNAc beta 1-6]Gal beta 1-4Glc, difucosyllacto-N-octaoses; Gal beta 1-3(Fuc alpha 1-4)GlcNAc beta 1-3Gal beta 1-4(Fuc alpha 1-3)GlcNAc beta 1-6[Gal beta 1-3GlcNAc beta 1-3]Gal beta 1-4Glc and Gal beta 1-3GlcNAc beta 1-3Gal beta 1-4(Fuc alpha 1-3)GlcNAc beta 1-6[Fuc alpha 1-3 Gal beta 1-3GlcNAc beta 1-3]Gal beta 1-4Glc. The two decasaccharides possess a new type of core structure proposed to be named iso-lacto-N-octaose.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Carbohydrate Conformation
  • Carbohydrate Sequence
  • Carbon Isotopes
  • Chromatography, High Pressure Liquid
  • Female
  • Humans
  • Hydrogen
  • Magnetic Resonance Spectroscopy
  • Milk, Human / chemistry*
  • Molecular Sequence Data
  • Oligosaccharides / analysis
  • Oligosaccharides / chemistry*
  • Oligosaccharides / isolation & purification
  • Spectrometry, Mass, Fast Atom Bombardment

Substances

  • Carbon Isotopes
  • Oligosaccharides
  • Hydrogen