Excited State Dynamics of Brightly Fluorescent Second Generation Epicocconone Analogues
| Autor: | Xavier Franck, Agathe Boulangé, Anindya Datta, Soumit Chatterjee, Peter Karuso |
|---|---|
| Přispěvatelé: | Chimie Organique et Bioorganique : Réactivité et Analyse (COBRA), Institut Normand de Chimie Moléculaire Médicinale et Macromoléculaire (INC3M), Institut de Chimie du CNRS (INC)-École Nationale Supérieure d'Ingénieurs de Caen (ENSICAEN), Normandie Université (NU)-Normandie Université (NU)-Institut national des sciences appliquées Rouen Normandie (INSA Rouen Normandie), Institut National des Sciences Appliquées (INSA)-Normandie Université (NU)-Institut National des Sciences Appliquées (INSA)-Université Le Havre Normandie (ULH), Normandie Université (NU)-Université de Rouen Normandie (UNIROUEN), Normandie Université (NU)-Centre National de la Recherche Scientifique (CNRS)-Université de Caen Normandie (UNICAEN), Normandie Université (NU)-Institut de Chimie du CNRS (INC)-École Nationale Supérieure d'Ingénieurs de Caen (ENSICAEN), Normandie Université (NU)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie Organique Fine (IRCOF), Université de Rouen Normandie (UNIROUEN), Institut National des Sciences Appliquées (INSA)-Normandie Université (NU)-Institut National des Sciences Appliquées (INSA)-Centre National de la Recherche Scientifique (CNRS)-Centre National de la Recherche Scientifique (CNRS) |
| Jazyk: | angličtina |
| Rok vydání: | 2015 |
| Předmět: |
Models
Molecular Fluorophore Sensitive Detection Design Halogenation Pyridines Basis-Sets Epicocconone Assay Stain [CHIM.THER]Chemical Sciences/Medicinal Chemistry Naphthols Fluorescence in the life sciences Charge-Transfer Fluorophores 010402 general chemistry Photochemistry 01 natural sciences Enamine chemistry.chemical_compound [CHIM.ANAL]Chemical Sciences/Analytical chemistry Materials Chemistry Native state Ultrafast Dynamics Benzopyrans Physical and Theoretical Chemistry Furans Fluorescent Dyes [CHIM.ORGA]Chemical Sciences/Organic chemistry 010405 organic chemistry 2-Dimensional Gels Protein [CHIM.CATA]Chemical Sciences/Catalysis Ketones Fluorescence 0104 chemical sciences Surfaces Coatings and Films [CHIM.THEO]Chemical Sciences/Theoretical and/or physical chemistry Electrophoresis Spectrometry Fluorescence chemistry Excited state [CHIM.CHEM]Chemical Sciences/Cheminformatics |
| Zdroj: | Journal of Physical Chemistry B Journal of Physical Chemistry B, American Chemical Society, 2015, 119 (20), pp.6295-6303. ⟨10.1021/acs.jpcb.5b02190⟩ |
| ISSN: | 2381-3652 1520-6106 1520-5207 |
| DOI: | 10.1021/acs.jpcb.5b02190⟩ |
| Popis: | International audience; The natural product epicocconone, owing to its unique fluorescence properties, has been developed into a range of products used in biotechnology, especially proteomics. However, its weak green fluorescence in its native state, while advantageous for proteomics applications, is a disadvantage in other applications that require two-color readouts. Here we report the photophysical characterization of two brightly fluorescent analogues of epicocconone. These analogues, with naphthyl or pyridyl groups replacing the heptatriene chain, resulted in bright fluorescence in both the native state and the long Stokes shifted enamine. Time-resolved fluorescence studies and DFT calculations were carried out to understand the excited state processes involved in fluorescence. Results showed the p-chloro group on the pyridyl is responsible for the high fluorescence of the native fluorophore. The application of one of these compounds for staining electrophoresis gels is exemplified. |
| Databáze: | OpenAIRE |
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