Experimental Proof for the Structure of a Thrombin-Inhibiting Heparin Molecule
Kinetic studies of thrombin inhibition by antithrombin in the presence of heparin have shown that thrombin binds to heparin in a preformed heparin–antithrombin complex. To study the relative position of the thrombin binding domain and the antithrombin binding domain on a heparin molecule we have des...
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| Published in | Chemistry : a European journal Vol. 7; no. 4; pp. 858 - 873 |
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| Main Authors | , , , , , , , , , |
| Format | Journal Article |
| Language | English |
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Weinheim
WILEY-VCH Verlag GmbH
16.02.2001
WILEY‐VCH Verlag GmbH Wiley Wiley-VCH Verlag |
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| Abstract | Kinetic studies of thrombin inhibition by antithrombin in the presence of heparin have shown that thrombin binds to heparin in a preformed heparin–antithrombin complex. To study the relative position of the thrombin binding domain and the antithrombin binding domain on a heparin molecule we have designed and synthesized heparin mimetics, which structurally are very similar to the genuine polysaccharide. Their inhibitory properties with respect to factor Xa and thrombin provide experimental evidence that in heparin the thrombin binding domain must be located at the nonreducing end of the antithrombin binding domain to observe thrombin inhibition. As expected, factor Xa inhibition is not affected by elongation of the antithrombin binding pentasaccharide sequence, regardless of the position in which this elongation takes place.
Newly effective heparin mimetics could be synthesized (see below) in order to prove that the productive thrombin binding domain in heparin is placed at the nonreducing end of the antithrombin binding site. |
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| AbstractList | Kinetic studies of thrombin inhibition by antithrombin in the presence of heparin have shown that thrombin binds to heparin in a preformed heparin–antithrombin complex. To study the relative position of the thrombin binding domain and the antithrombin binding domain on a heparin molecule we have designed and synthesized heparin mimetics, which structurally are very similar to the genuine polysaccharide. Their inhibitory properties with respect to factor Xa and thrombin provide experimental evidence that in heparin the thrombin binding domain must be located at the nonreducing end of the antithrombin binding domain to observe thrombin inhibition. As expected, factor Xa inhibition is not affected by elongation of the antithrombin binding pentasaccharide sequence, regardless of the position in which this elongation takes place.
Newly effective heparin mimetics could be synthesized (see below) in order to prove that the productive thrombin binding domain in heparin is placed at the nonreducing end of the antithrombin binding site. Kinetic studies of thrombin inhibition by antithrombin in the presence of heparin have shown that thrombin binds to heparin in a preformed heparin-antithrombin complex. To study the relative position of the thrombin binding domain and the antithrombin binding domain on a heparin molecule we have designed and synthesized heparin mimetics, which structurally are very similar to the genuine polysaccharide. Their inhibitory properties with respect to factor Xa and thrombin provide experimental evidence that in heparin the thrombin binding domain must be located at the nonreducing end of the antithrombin binding domain to observe thrombin inhibition. As expected, factor Xa inhibition is not affected by elongation of the antithrombin binding pentasaccharide sequence, regardless of the position in which this elongation takes place. |
| Author | Pérez, Serge Ceccato, Marie-Line Driguez, Pierre-Alexandre Gourvenec, Françoise Petitou, Maurice Imberty, Anne Duchaussoy, Philippe Hérault, Jean-Pascal Sizun, Philippe Herbert, Jean-Marc |
| Author_xml | – sequence: 1 givenname: Maurice surname: Petitou fullname: Petitou, Maurice email: maurice.petitou@sanofi-synthelabo.com organization: Département Cardiovasculaire/Thrombose Sanofi-Synthélabo, 195, route d'Espagne 31036 Toulouse cedex (France) Fax: (+33) 5 61 16 22 86 – sequence: 2 givenname: Anne surname: Imberty fullname: Imberty, Anne organization: CERMAV-CNRS (affiliated with Université Joseph Fourier) P 53, F38041 Grenoble cedex 9 (France) – sequence: 3 givenname: Philippe surname: Duchaussoy fullname: Duchaussoy, Philippe organization: Département Cardiovasculaire/Thrombose Sanofi-Synthélabo, 195, route d'Espagne 31036 Toulouse cedex (France) Fax: (+33) 5 61 16 22 86 – sequence: 4 givenname: Pierre-Alexandre surname: Driguez fullname: Driguez, Pierre-Alexandre organization: Département Cardiovasculaire/Thrombose Sanofi-Synthélabo, 195, route d'Espagne 31036 Toulouse cedex (France) Fax: (+33) 5 61 16 22 86 – sequence: 5 givenname: Marie-Line surname: Ceccato fullname: Ceccato, Marie-Line organization: Département Cardiovasculaire/Thrombose Sanofi-Synthélabo, 195, route d'Espagne 31036 Toulouse cedex (France) Fax: (+33) 5 61 16 22 86 – sequence: 6 givenname: Françoise surname: Gourvenec fullname: Gourvenec, Françoise organization: Département Cardiovasculaire/Thrombose Sanofi-Synthélabo, 195, route d'Espagne 31036 Toulouse cedex (France) Fax: (+33) 5 61 16 22 86 – sequence: 7 givenname: Philippe surname: Sizun fullname: Sizun, Philippe organization: DARA, Sanofi-Synthélabo 371 rue du Professeur Joseph Blayac 34184 Montpellier cedex (France) – sequence: 8 givenname: Jean-Pascal surname: Hérault fullname: Hérault, Jean-Pascal organization: Département Cardiovasculaire/Thrombose Sanofi-Synthélabo, 195, route d'Espagne 31036 Toulouse cedex (France) Fax: (+33) 5 61 16 22 86 – sequence: 9 givenname: Serge surname: Pérez fullname: Pérez, Serge organization: CERMAV-CNRS (affiliated with Université Joseph Fourier) P 53, F38041 Grenoble cedex 9 (France) – sequence: 10 givenname: Jean-Marc surname: Herbert fullname: Herbert, Jean-Marc organization: Département Cardiovasculaire/Thrombose Sanofi-Synthélabo, 195, route d'Espagne 31036 Toulouse cedex (France) Fax: (+33) 5 61 16 22 86 |
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| Keywords | ACID oligosaccharides PROMOTED REACTIONS HIGH-AFFINITY VINYL GLYCOSIDES glycosylations heparin PENTASACCHARIDE FRAGMENTS BIOLOGICAL PROPERTIES antithrombin OLIGOSACCHARIDE SYNTHESIS GLYCOSAMINO GLYCAN STRUCTURE ANTITHROMBIN-III |
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| Snippet | Kinetic studies of thrombin inhibition by antithrombin in the presence of heparin have shown that thrombin binds to heparin in a preformed heparin–antithrombin... Kinetic studies of thrombin inhibition by antithrombin in the presence of heparin have shown that thrombin binds to heparin in a preformed heparin -... Kinetic studies of thrombin inhibition by antithrombin in the presence of heparin have shown that thrombin binds to heparin in a preformed heparin-antithrombin... |
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| SubjectTerms | antithrombin Antithrombins - chemical synthesis Antithrombins - chemistry Carbohydrate Conformation Carbohydrate Sequence Chemistry Chemistry, Multidisciplinary glycosylations heparin Heparin - chemical synthesis Heparin - chemistry Magnetic Resonance Spectroscopy Models, Molecular Molecular Sequence Data oligosaccharides Physical Sciences Science & Technology |
| Title | Experimental Proof for the Structure of a Thrombin-Inhibiting Heparin Molecule |
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