Synthesis of Nε-(7-diethylaminocoumarin-3-carboxyl)- and Nε-(7-methoxycoumarin-3-carboxyl)-L -fmoc lysine as tools for protease cleavage detection by fluorescence
| Autor: | Thomas Berthelot, Gérard Déléris, Jean-Claude Talbot, Georges Laïn, Laurent Latxague |
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| Rok vydání: | 2004 |
| Předmět: |
Pharmacology
chemistry.chemical_classification Quenching (fluorescence) Protease Stereochemistry medicine.medical_treatment Carboxylic acid Organic Chemistry Lysine Peptide General Medicine Biochemistry Amino acid chemistry.chemical_compound Förster resonance energy transfer chemistry Structural Biology Drug Discovery Peptide synthesis medicine Molecular Medicine Molecular Biology |
| Zdroj: | Journal of Peptide Science. 11:153-160 |
| ISSN: | 1075-2617 |
| Popis: | Two coumarin-labelled lysines were conveniently prepared as a fluorescence resonance energy transfer (FRET) pair for peptide cleavage detection. 7-Methoxy and 7-diethylamino coumarin-3-carboxylic acids were synthesized according to a modification of known procedures. Labelling at lysine was achieved in solution via the active N-hydroxysuccinimide ester of the carboxylic acid coumarin derivatives to give the target compounds in good yield. Subsequently, these modified amino acids were used in solid phase peptide synthesis (SPPS), and their potential utility in an extracellular matrix metalloprotease (MMP-1) activity measurement via FRET and/or quenching studies was demonstrated. Copyright © 2004 European Peptide Society and John Wiley & Sons, Ltd. |
| Databáze: | OpenAIRE |
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