A major common trisulfated hexasaccharide core sequence, hexuronic acid(2-sulfate)-glucosamine(N-sulfate)-iduronic acid-N-acetylglucosamine-glucuronic acid-glucosamine(N-sulfate), isolated from the low sulfated irregular region of porcine intestinal heparin.

The Journal of Biological Chemistry
S YamadaK Sugahara

Abstract

The major structure of the low sulfated irregular region of porcine intestinal heparin was investigated by characterizing the hexasaccharide fraction prepared by extensive digestion of the highly sulfated region with Flavobacterium heparinase and subsequent size fractionation by gel chromatography. Structures of a tetrasaccharide, a pentasaccharide, and eight hexasaccharide components in this fraction, which accounted for approximately 19% (w/w) of the starting heparin representing the major oligosaccharide fraction derived from the irregular region, were determined by chemical and enzymatic analyses as well as 1H NMR spectroscopy. Five compounds including one penta- and four hexasaccharides had hitherto unreported structures. The structure of the pentasaccharide with a glucuronic acid at the reducing terminus was assumed to be derived from the reducing terminus of a heparin glycosaminoglycan chain and may represent the reducing terminus exposed by a tissue endo-beta-glucuronidase involved in the intracellular post-synthetic fragmentation of macromolecular heparin. Eight out of the 10 isolated oligosaccharides shared the trisaccharide sequence, -4IdceA alpha 1-4GlcNAc alpha 1-4GlcA beta 1-, and its reverse sequence, -4GlcA beta...Continue Reading

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Citations

Dec 21, 2010·Journal of Medicinal Chemistry·Zhongping XiaoRobert J Linhardt
Mar 17, 1999·Proceedings of the National Academy of Sciences of the United States of America·J E TurnbullJ T Gallagher
Jan 5, 2011·Biomedical Chromatography : BMC·Christina J MalavakiNikos K Karamanos
Jun 23, 2010·Molecular BioSystems·Timothy R Rudd, Edwin A Yates
Dec 6, 2014·Molecular Cancer Research : MCR·Carolina M VicenteLeny Toma
May 15, 2002·Carbohydrate Research·Wei-Lien ChuangDallas L Rabenstein

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