Open AccessStructure determination of oligosaccharides isolated from Cad erythrocyte membranes by permethylation analysis and 500‐MHz 1 H‐NMR spectroscopy
Author(s) -
HERKT Françoise,
PARENTE José Paz,
LEROY Yves,
FOURNET Bernard,
BLANCHARD Dominique,
CARTRON JeanPierre,
HALBEEK Herman,
VLIEGENTHART Johannes F. G.
Publication year - 1985
Publication title -
european journal of biochemistry
Language(s) - English
Resource type - Journals
eISSN - 1432-1033
pISSN - 0014-2956
DOI - 10.1111/j.1432-1033.1985.tb08628.x
Subject(s) - oligosaccharide , chemistry , nuclear magnetic resonance spectroscopy , borohydride , stereochemistry , high performance liquid chromatography , glycophorin , chromatography , anomer , biochemistry , membrane , catalysis
Alkaline borohydride reductive cleavage (β‐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 analysis and 1 H‐NMR spectroscopy at 500 MHz. The structures and relative amounts were as follows: oligosaccharide 1: NeuAc(α2–3)Gal(β1 – 3)GalNAcol (3.5%); oligosaccharide 3: GalNAc(β1–4)[NeuAc(α2–3)]Gal(β1–3)GalNAc‐ol (10.5%); oligosaccharide 5: NeuAc(α2–3)Gal(β1–3)[NeuAc(α2–6)]GalNAc‐ol (10.4%); oligosaccharide 6: GalNAc(β1–4)[NeuAc(α2–3)]Gal(β1–3)[NeuAc(α2–6)]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‐Sd a antibody.