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Synthesis of disaccharide fragments of the AT-III binding domain of heparin and their sulfonatomethyl analogues |
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| Authors: | Herczeg Mihály Lázár László Mándi Attila Borbás Anikó Komáromi István Lipták András Antus Sándor |
| Affiliation: | aResearch Group for Carbohydrates of The Hungarian Academy of Sciences, University of Debrecen, PO Box 94, H-4010 Debrecen, Hungary;bDepartment of Organic Chemistry, University of Debrecen, PO Box 20, H-4010 Debrecen, Hungary;cThrombosis, Haemostasis and Vascular Biology Research Group of The Hungarian Academy of Sciences, University of Debrecen, H-4032 Debrecen, Hungary |
| Abstract: | d-Glucuronate and l-iduronate-containing disaccharides related to the antithrombin-binding domain of heparin were prepared. The carboxylic function of the uronic acid unit was formed on a disaccharide level in the case of the glucuronate, while on a monosaccharide level in the case of the iduronate derivatives. Synthesis of their sulfonic acid analogues was carried out analoguosly applying sulfonatomethyl-containing acceptors in the form of either salts or methyl esters. Significant difference could be observed in the methyl ether formation reactions of the sulfonatomethyl-containing uronate disaccharides and the non-sulfonic acid uronates. |
| Keywords: | Heparin Heparinoid disaccharides font-variant: small-caps" >d-Glucuronic acid font-variant: small-caps" >l-Iduronic acid Sulfonatomethyl analogues |
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