Open AccessStructural characterization of sialylated tetrasaccharides and pentasaccharides with blood group H and Le x activity isolated from bovine submaxillary mucin
Author(s) -
SAVAGE Angela V.,
DONOHUE John J.,
KOELEMAN Carolien A. M.,
EIJNDEN Dirk H.
Publication year - 1990
Publication title -
european journal of biochemistry
Language(s) - English
Resource type - Journals
eISSN - 1432-1033
pISSN - 0014-2956
DOI - 10.1111/j.1432-1033.1990.tb19407.x
Subject(s) - chemistry , tetrasaccharide , oligosaccharide , mucin , stereochemistry , borohydride , methylation , nuclear magnetic resonance spectroscopy , chromatography , biochemistry , polysaccharide , catalysis , gene
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 (GlcNAcβ1→3GalNAcol). The structures, determined by a combination of one‐ and two‐dimensional 1 H‐NMR spectroscopy at 270 MHz and methylation analysis involving gas‐liquid chromatography/mass spectrometry, were as follows: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. 1 H‐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.