| Synthesis of oligopeptide chloromethanes to investigate extended binding regions of proteinases: application to the interaction of fibrinogen with thrombin. | |
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MedLine Citation:
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PMID: 8503855 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A method was established for the synthesis of oligopeptide chloromethanes which should be useful in the study of serine and cysteine proteinases with extended binding sites. The method involved condensation of an N-terminal peptide fragment obtained by solid-phase synthesis with a C-terminal peptide chloromethane synthesized by solution-phase chemistry. By using this procedure, oligopeptide chloromethanes of up to 16 residues were synthesized. These chloromethanes were based on the sequence of fibrinopeptide A. By using oligopeptide chloromethanes of different length, it was possible to show that the residues Asp7-Phe8-Leu9 play a crucial role in the recognition of fibrinopeptide A by thrombin. In contrast, the residues Ala1-Asp2-Ser3-Gly4-Glu5-Gly6 seem to play a minor role. Substitution of valine for Gly12, which occurs in a dysfibrinogenaemia, markedly decreased the rate of inactivation of thrombin by the oligopeptide chloromethane. The results are discussed in terms of the recently published structure of the complex between human thrombin and a chloromethane inhibitor based on fibrinopeptide A. |
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Authors:
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H Angliker; E Shaw; S R Stone |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't |
Journal Detail:
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Title: The Biochemical journal Volume: 292 ( Pt 1) ISSN: 0264-6021 ISO Abbreviation: Biochem. J. Publication Date: 1993 May |
Date Detail:
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Created Date: 1993-06-25 Completed Date: 1993-06-25 Revised Date: 2009-11-18 |
Medline Journal Info:
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Nlm Unique ID: 2984726R Medline TA: Biochem J Country: ENGLAND |
Other Details:
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Languages: eng Pagination: 261-6 Citation Subset: IM |
Affiliation:
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Friedrich Miescher-Institut, Basel, Switzerland. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Amino Acid Sequence Chlorides / metabolism Endopeptidases / metabolism* Fibrinogen / metabolism* Fibrinopeptide A / metabolism Kinetics Molecular Sequence Data Oligopeptides / metabolism* Protein Conformation Substrate Specificity Thrombin / antagonists & inhibitors, metabolism* |
| Chemical | |
Reg. No./Substance:
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0/Chlorides; 0/Oligopeptides; 25422-31-5/Fibrinopeptide A; 9001-32-5/Fibrinogen; EC 3.4.-/Endopeptidases; EC 3.4.21.5/Thrombin |
| Comments/Corrections | |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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