Synthesis of Uridine 5’-Diphosphoiduronic Acid: A Potential Substrate for the Chemoenzymatic Synthesis of Heparin

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Authors
Weïwer, M.
Sherwood, T.
Green, Dixy E.
Chen, M.
DeAngelis, P.L.
Liu, J.
Linhardt, Robert J.
Issue Date
2008-10-03
Type
Article
Language
ENG
Keywords
Biology , Chemistry and chemical biology , Chemical and biological engineering , Biomedical engineering
Research Projects
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Abstract
An improved understanding of the biological activities of heparin requires structurally defined heparin oligosaccharides. The chemoenzymatic synthesis of heparin oligosaccharides relies on glycosyltransferases that use UDP-sugar nucleotides as donors. Uridine 5'-diphosphoiduronic acid (UDP-IdoA) and uridine 5'-diphosphohexenuronic acid (UDP-HexUA) have been synthesized as potential analogues of uridine 5'-diphosphoglucuronic acid (UDP-GlcA) for enzymatic incorporation into heparin oligosaccharides. Non-natural UDP-IdoA and UDP-HexUA were tested as substrates for various glucuronosyltransferases to better understand enzyme specificity.
Description
Journal of Organic Chemistry, 73, 7631-7637
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Full Citation
Synthesis of Uridine 5’-Diphosphoiduronic Acid: A Potential Substrate for the Chemoenzymatic Synthesis of Heparin, M.Weïwer, T. Sherwood, Dixy E. Green, M. Chen, P. L. DeAngelis, J. Liu, R. J. Linhardt, Journal of Organic Chemistry, 73, 7631-7637, 2008.
Publisher
American Chemical Society (ACS)
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Volume
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PubMed ID
DOI
ISSN
223263
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