Document Detail

Synthesis of new conformationally constrained pentasaccharides as molecular probes to investigate the biological activity of heparin.
MedLine Citation:
PMID:  12765779     Owner:  NLM     Status:  MEDLINE    
We have synthesized three new antithrombin activating pentasaccharides displaying various sulfation patterns on the reducing end unit (H). We found that when L-iduronic acid stands in the 2S(0) conformation, the sulfate groups at positions 3 and 6 of the reducing end unit are practically devoid of influence on the activation of antithrombin. This suggests that the positive role of these sulfates is more related to their ability to shift the conformational equilibrium of L-iduronic acid towards 3S(0) than to directly interact with the protein.
Eugen Sisu; Sasmita Tripathy; Jean-M Mallet; Pierre-A Driguez; Jean-P Hérault; Philippe Sizun; Jean-M Herbert; Maurice Petitou; Pierre Sinay
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Biochimie     Volume:  85     ISSN:  0300-9084     ISO Abbreviation:  Biochimie     Publication Date:    2003 Jan-Feb
Date Detail:
Created Date:  2003-05-26     Completed Date:  2004-12-22     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  1264604     Medline TA:  Biochimie     Country:  France    
Other Details:
Languages:  eng     Pagination:  91-9     Citation Subset:  IM    
Ecole Normale Supérieure, Département de Chimie Associé au CNRS, 24, rue Lhomond, 75231 Paris cedex 5, France.
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MeSH Terms
Antithrombin III / chemistry,  metabolism
Antithrombins / chemistry*,  metabolism
Binding Sites
Carbohydrate Conformation
Carbohydrate Sequence
Glycoproteins / chemistry,  metabolism
Heparin / chemistry*,  metabolism
Iduronic Acid / chemistry,  metabolism
Molecular Probes
Molecular Sequence Data
Oligosaccharides / chemical synthesis*,  metabolism
Structure-Activity Relationship
Sulfates / chemistry,  metabolism
Reg. No./Substance:
0/Antithrombins; 0/Glycoproteins; 0/Molecular Probes; 0/Oligosaccharides; 0/Sulfates; 3402-98-0/Iduronic Acid; 9000-94-6/Antithrombin III; 9005-49-6/Heparin

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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