Open AccessStructure determination of five sialylated trisaccharides with core types 1, 3 or 5 isolated from bovine submaxillary mucin
Author(s) -
SAVAGE Angela V.,
DONOGHUE Carmel M.,
D'ARCY Sinead M.,
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.tb19244.x
Subject(s) - mucin , chemistry , oligosaccharide , alpha (finance) , nuclear magnetic resonance spectroscopy , borohydride , chromatography , trisaccharide , stereochemistry , biochemistry , catalysis , medicine , construct validity , nursing , patient satisfaction
In this study we have investigated the structures of five sialylated trisaccharides released from bovine submaxillary mucin by alkaline borohydride treatment and isolated by high‐performance liquid chromatography. Three of the trisaccharides contained NeuAc while two contained NeuGc. One oligosaccharide contained core‐type 1, two contained core‐type 3 and two contained core‐type 5. 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: A4b, GalNAcα(1 → 3)[NeuAcα(2 → 6)]GalNAcol; A4c, GlcNAcβ(1 → 3)[NeuAcα(2 → 6)]GalNAcol; A4d, Galβ(1 → 3)[NeuAcα(2 → 6)]GalNAcol; A4e, GalNAcα(1 → 3)‐[NeuGcα(2 → 6)]GalNAcol; A4f, GlcNAcβ(1 → 3)[NeuGcα(2 → 6)]GalNAcol. The oligosaccharides occurred in the approximate molar ratios 1.0:12.0:0.3:0.2:2.0. This is the first report of oligosaccharides containing core‐type 5 and of the occurrence of oligosaccharides A4b, A4e, and A4f in bovine submaxillary mucin. 1 H‐NMR data for structure A4e, which is a novel structure, are presented for the first time.