Structural characterization of sialylated tetrasaccharides and pentasaccharides with blood group H and Le(x) activity isolated from bovine submaxillary mucin.
In this study we have investigated the structures of a sialylated tetrasaccharide and two sialylated pentasaccharides released from bovine submaxillary mucin by alkaline borohydride treatment and isolated by high-performance liquid chromatography. The tetrasaccharide contained NeuGc, while one of the pentasaccharides contained NeuAc and the other contained NeuGc. All three oligosaccharides contained the core type-3 structure (GlcNAc beta 1----3GalNAcol). The structures, determined by a combination of one- and two-dimensional 1H-NMR spectroscopy at 270 MHz and methylation analysis involving gas-liquid chromatography/mass spectrometry, were as follows: [formula: see text]. The oligosaccharides occurred in the approximate molar ratios, 1.0:0.6:0.3. This is the first report of these oligosaccharides in bovine submaxillary mucin. 1H-NMR data for structures A1/2c and A1/2e, which are novel structures, are presented for the first time. Oligosaccharide A1/2e contains the blood-group-H type-2 antigenic determinant while oligosaccharide A1/2d contains the Lewis(x) determinant.
Savage
A V
AV
Chemistry Department, University College, Galway, Ireland.
Donohue
J J
JJ
Koeleman
C A
CA
van den Eijnden
D H
DH
D000017:ABO Blood-Group System; D000818:Animals; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002417:Cattle; D002851:Chromatography, High Pressure Liquid; D007983:Lewis Blood Group Antigens; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008745:Methylation; D008969:Molecular Sequence Data; D009077:Mucins / Q000276:immunology*; D009844:Oligosaccharides / Q000737:chemistry* / Q000302:isolation & purification; D013363:Submandibular Gland / Q000276:immunology
D000017:ABO Blood-Group System; D007983:Lewis Blood Group Antigens; D009077:Mucins; D009844:Oligosaccharides