Journal article
Structure of heparin-derived tetrasaccharides
The Biochemical journal, Vol.229(2), pp.369-377
07/15/1985
DOI: 10.1042/bj2290369
PMID: 4038274
Abstract
The structure of heparin was examined by characterizing a disaccharide and five of the more than a dozen tetrasaccharide components obtained by its depolymerization with flavobacterial heparinase. Enzymic depolymerization of porcine mucosal heparin results in a mixture of di-, tetra-, hexa- and higher oligo-saccharides. The di- and tetra-saccharide components represent 75mol/100mol of these heparin fragments. Ion-exchange chromatography indicates the presence of only one disaccharide, deltaIdu2S(1---4)-alpha-D-GlcNS6S (where Idu is iduronic acid, deltaIdu is 4-deoxy-alpha-L-threo-hex-4-enopyranosyluronic acid, GlcN is glucosamine, GlcA is glucuronic acid and S is sulphate), but results in the isolation of five major and at least seven minor tetrasaccharide components. The structures of the disaccharide and five major tetrasaccharides were determined by chemical, enzymic, electrophoretic and spectroscopic methods, including 13C, 1H n.m.r. and fast atom bombardment-m.s. The structure of these five tetrasaccharides are: delta Idu2S(1---4)-alpha-D-GlcNS6S(1---4)-alpha-L-Idu2S(1-- --4)-alpha -D-GlcNS6S; delta Idu2S(1---4)-alpha-D-GlcNS6S(1---4)-beta-D-GlcA(1--- -4)- alpha-D-GlcNS6S; delta Idu2S(1---4)-alpha-D-GlcNS(1---4)-beta-D-GlcA delta Idu2S(1---4)-alpha-D-GlcNAc(1---4)-beta-D-GlcA(1---4)- alpha-D-GlcNS6S; and delta Idu2S(1---4)-alpha- D-GlcNAc(1---4)-alpha-L-Idu(1---4)-alpha-D-GlcNS6S. Biological activity for the disaccharide and the five major tetrasaccharides was examined, and none of them were found to possess significant anticoagulant activity.
Details
- Title: Subtitle
- Structure of heparin-derived tetrasaccharides
- Creators
- Z M MerchantY S KimK G RiceR J Linhardt
- Resource Type
- Journal article
- Publication Details
- The Biochemical journal, Vol.229(2), pp.369-377
- DOI
- 10.1042/bj2290369
- PMID
- 4038274
- NLM abbreviation
- Biochem J
- ISSN
- 0264-6021
- eISSN
- 1470-8728
- Publisher
- England
- Grant note
- 1 R01 HL29797-01 / NHLBI NIH HHS
- Language
- English
- Date published
- 07/15/1985
- Academic Unit
- Pharmaceutical Sciences and Experimental Therapeutics; Craniofacial Anomalies Research Center; Medicinal and Natural Products Chemistry
- Record Identifier
- 9984065322702771
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