CHARACTERIZATION BY LSI-MS AND H-1-NMR SPECTROSCOPY OF TETRA-SACCHARIDES, HEXA-SACCHARIDES, AND OCTA-SACCHARIDES OF PORCINE INTESTINAL HEPARIN

被引:37
作者
CHAI, WG
HOUNSELL, EF
BAUER, CJ
LAWSON, AM
机构
[1] CLIN RES CTR,MRC,CLIN MASS SPECTROMETRY SECT,HARROW HA1 3UJ,MIDDX,ENGLAND
[2] UNIV LONDON UNIV COLL,GLYCOPROT STRUCT FUNCT GRP,LONDON WC1E 6BT,ENGLAND
[3] NATL INST MED RES,MRC,CTR BIOMED NMR,LONDON NW7 1AA,ENGLAND
关键词
GLYCOSAMINOGLYCANS; OLIGOSACCHARIDES; OXYMERCURATION; NEOGLYCOLIPIDS;
D O I
10.1016/0008-6215(94)00349-K
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The characterisation of oligosaccharide fragments isolated from enzymatically depolymerised porcine intestinal heparin is required in order to probe structure/function relationships of heparin in anticoagulation, antiangiogenesis and antiviral activity. We have used both LSI-MS and 600-MHz H-1 NMR with chemical shift assignment by comprehensive H-1-H-1 TOCSY experiments to fully characterise the major oligosaccharide components including 4 tetrasaccharides, 3 hexasaccharides, and 2 octasaccharides. One of the octasaccharides has not been identified previously and has the structure: Delta UA(2S)-GlcNS(6S)-IdoA(2S)-GlcNS(6S)-IdoA GlcNS(6S)-GlcA-GlcNS(6S), where Delta UA is 4,5-unsaturated uronic acid (4-deoxy-alpha-L-threo-hex-4-enopyranosyluronic acid), GlcN is --> 4)-alpha-D-glucosamine, IdoA is --> 4)-alpha-L-iduronic acid, GlcA is --> 4)-beta-D-glucuronic acid, and 2-0-, 6-0-, and 2-N-sulfate are abbreviated to 2S, 6S, and NS, respectively. Nearly complete NMR proton chemical shifts are reported for this data set. In addition a novel approach involving oxymercuration-lipid conjugation was used to independently assign sulfate substitution on the Delta UA residues.
引用
收藏
页码:139 / 156
页数:18
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