Document Detail

A novel sulfated structure in the carbohydrate-protein linkage region isolated from porcine intestinal heparin.
MedLine Citation:
PMID:  1730699     Owner:  NLM     Status:  MEDLINE    
A preparation of porcine stage 14 intestinal heparin, which contains Ser as a predominant amino acid, was used for isolation of the carbohydrate-protein linkage region of heparin. Two glycoserines were isolated in a molar ratio of 96:4 after an exhaustive digestion with a mixture of bacterial heparinase and heparitinases. Their structures were determined by composition analysis, heparitinase digestion, co-chromatography with an authentic glycoserine on high performance liquid chromatography, and by 500-MHz one- and two-dimensional 1H NMR spectroscopy. The structure of the major one is delta GlcA beta 1-3Gal beta 1-3Gal beta 1-4Xyl beta 1-O-Ser and that of the minor is delta GlcA beta 1-4GlcNAc(6-O-sulfate) alpha 1-4GlcA beta 1-3Gal beta 1-3Gal beta 1-4Xyl beta 1-O-Ser. The novel 6-O-sulfated GlcNAc residue was demonstrated to occur in the vicinity of the carbohydrate-protein linkage region. The Gal residues were nonsulfated, in contrast to the sulfated Gal structures recently discovered in the carbohydrate-protein linkage region of chondroitin sulfate proteoglycans. The structural features are discussed in relation to biosynthetic mechanisms of the heparin glycosaminoglycans.
K Sugahara; S Yamada; K Yoshida; P de Waard; J F Vliegenthart
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't    
Journal Detail:
Title:  The Journal of biological chemistry     Volume:  267     ISSN:  0021-9258     ISO Abbreviation:  J. Biol. Chem.     Publication Date:  1992 Jan 
Date Detail:
Created Date:  1992-02-18     Completed Date:  1992-02-18     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  2985121R     Medline TA:  J Biol Chem     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  1528-33     Citation Subset:  IM    
Department of Biological Chemistry, Faculty of Pharmaceutical Sciences, Kyoto University, Japan.
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MeSH Terms
Carbohydrate Conformation
Carbohydrate Sequence
Chromatography, High Pressure Liquid
Heparin / chemistry*,  isolation & purification
Heparin Lyase
Heparitin Sulfate / chemistry*,  isolation & purification
Intestines / chemistry*
Magnetic Resonance Spectroscopy
Molecular Sequence Data
Oligosaccharides / chemistry,  isolation & purification
Serine / analysis
Reg. No./Substance:
0/Oligosaccharides; 56-45-1/Serine; 9005-49-6/Heparin; 9050-30-0/Heparitin Sulfate; EC 4.2.2.-/Polysaccharide-Lyases; EC Lyase; EC lyase

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