Structure elucidation of blood group B-like and I-active ceramide eicosa- and pentacosasaccharides from rabbit erythrocyte membranes by combined gas chromatography-mass spectrometry; electron-impact and fast-atom-bombardment mass spectrometry; and two-dimensional correlated, relayed-coherence transfer, and nuclear Overhauser effect 500-MHz 1H-n.m.r. spectroscopy.
The structures of two glycosphingolipids, a ceramide eicosasaccharide BIrab-3 and a ceramide pentacosasaccharide BIrab-4 with "B-like" and distinct I blood-group activity, isolated in high yield from rabbit erythrocyte membranes, were investigated. The determination of their general structure, alpha-D-Galp-(1----3)-beta-D-Galp-(1----4)-beta-D-GlcpNAc-(1----3)- [alpha-D-Galp-(1----3)-beta-D-Galp-(1----4)-beta-D-Glcp-NAc-(1----6)]-be ta- D-Galp-(1----n4)-beta-D-GlcpNAc-(1----3)-beta-D-Galp-(1----4)-beta-D-Gl cp- (1----1)-ceramide, with n = 3 for BIrab-3 and n = 4 for BIrab-4, was based on the results of methylation analysis, fast-atom-bombardment and electron-impact mass spectrometry, 1D and 2D COSY, RCT, and n.O.e. 1H-N.m.r. spectra, and specific enzymic and chemical degradation.
Hanfland
P
P
Institut für Experimentelle Hämatologie und Bluttransfusionswesen, Universität Bonn, Federal Republic of Germany.
Kordowicz
M
M
Peter-Katalinić
J
J
Egge
H
H
Dabrowski
J
J
Dabrowski
U
U
D000017:ABO Blood-Group System / Q000032:analysis*; D000818:Animals; D001789:Blood Group Antigens / Q000032:analysis*; D002240:Carbohydrate Sequence; D002518:Ceramides / Q000097:blood*; D004910:Erythrocyte Membrane / Q000032:analysis; D008401:Gas Chromatography-Mass Spectrometry; D006028:Glycosphingolipids / Q000032:analysis; D007048:I Blood-Group System / Q000032:analysis*; D009682:Magnetic Resonance Spectroscopy; D008745:Methylation; D008969:Molecular Sequence Data; D011817:Rabbits
D000017:ABO Blood-Group System; D001789:Blood Group Antigens; D002518:Ceramides; D006028:Glycosphingolipids; D007048:I Blood-Group System