Synthetic oligosaccharides having various functional domains: Potent and potentially safe heparin mimetics

A synthetic heptadecasaccharide, comprising an antithrombin III binding domain, a thrombin binding domain, and a neutral methylated hexasaccharide sequence, was obtained through a convergent synthesis. This compound displayed in vitro anticoagulant properties similar to that of standard heparin but,...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 1999-04, Vol.9 (8), p.1161-1166
Main Authors: Petitou, Maurice, Driguez, Pierre-Alexandre, Duchaussoy, Philippe, Hérault, Jean-Pascal, Lormeau, Jean-Claude, Herbert, Jean-Marc
Format: Article
Language:English
Subjects:
Antithrombin III - antagonists & inhibitors
Biological and medical sciences
Blood. Blood coagulation. Reticuloendothelial system
Carbohydrate Sequence
Factor Xa Inhibitors
Heparin - analogs & derivatives
Medical sciences
Molecular Sequence Data
Oligosaccharides - chemical synthesis
Oligosaccharides - pharmacokinetics
Pharmacology. Drug treatments
Thrombin - antagonists & inhibitors
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Summary:A synthetic heptadecasaccharide, comprising an antithrombin III binding domain, a thrombin binding domain, and a neutral methylated hexasaccharide sequence, was obtained through a convergent synthesis. This compound displayed in vitro anticoagulant properties similar to that of standard heparin but, in contrast with heparin, escaped neutralization by platelet factor 4, a protein released by activated platelets. This heptadecasaccharide displays the biological activity of heparin, but does not interact with PF4.
ISSN:0960-894X
1464-3405
DOI:10.1016/S0960-894X(99)00156-0