Structure determination of oligosaccharides isolated from Cad erythrocyte membranes by permethylation analysis and 500-MHz 1H-NMR spectroscopy

Eur J Biochem. 1985 Jan 2;146(1):125-9. doi: 10.1111/j.1432-1033.1985.tb08628.x.


Alkaline borohydride reductive cleavage (beta-elimination) of glycophorin A isolated from one individual of the rare blood group Cad, resulted in the release of six acidic oligosaccharide-alditols which were separated by high-performance liquid chromatography (HPLC) on an alkyl amine silicagel column. The structure of four of them has been determined by the application of methanolysis, methylation analysis and 1H-NMR spectroscopy at 500 MHz. The structures and relative amounts were as follows: oligosaccharide 1: NeuAc(alpha 2-3)Gal(beta 1-3)GalNAc-ol (3.5%); oligosaccharide 3: GalNAc(beta 1-4)[NeuAc(alpha 2-3)]Gal(beta 1-3)GalNAc-ol (10.5%); oligosaccharide 5: NeuAc(alpha 2-3)Gal(beta 1-3)[NeuAc(alpha 2-6)]GalNAc-ol (10.4%); oligosaccharide 6: GalNAc(beta 1-4)[NeuAc(alpha 2-3)]Gal(beta 1-3)[NeuAc(alpha 2-6)]GalNAc-ol (71.2%). The two other oligosaccharides (2 and 4) were obtained in very low amount. The major pentasaccharide (oligosaccharide 6) carries the blood group Cad determinant and is a potent inhibitor of human anti-Sda antibody.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Blood Group Antigens*
  • Chemical Phenomena
  • Chemistry
  • Chromatography, High Pressure Liquid
  • Erythrocyte Membrane / analysis*
  • Glycophorins / isolation & purification
  • Humans
  • Magnetic Resonance Spectroscopy
  • Methylation
  • Oligosaccharides / blood
  • Oligosaccharides / isolation & purification*


  • Blood Group Antigens
  • Glycophorins
  • Oligosaccharides