C-2 Epimerization of N-Acetylglucosamine in an Oligosaccharide Derived From Heparan Sulfate |
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| Authors: | Toshihiko Toida Iontcho R. Vlahov April E. Smith Ronald E. Hileman Robert J. Linhardt |
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| Affiliation: | Division of Medicinal and Natural Products Chemistry , College of Pharmacy, University of Iowa , Iowa City, IA, 52242, USA |
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| Abstract: | Abstract The isolation of a heparan sulfate derived tetrasaccharide containing N-acetylmannosamine is described. The N-acetylmannosamine residue at the reducing terminus of heparin lyase derived tetrasaccharide is formed by base catalyzed C-2 epimerization of N-acetylglucosamine. This C-2 epimerization takes place under very mild conditions suggesting that this residue may be formed in small amounts under physiologic conditions. |
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