Excited state dynamics of brightly fluorescent second generation epicocconone analogues

Soumit Chatterjee, Peter Karuso*, Agathe Boulangé, Xavier Franck, Anindya Datta

*Corresponding author for this work

    Research output: Contribution to journalArticlepeer-review

    5 Citations (Scopus)


    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.

    Original languageEnglish
    Pages (from-to)6295-6303
    Number of pages9
    JournalJournal of Physical Chemistry B
    Issue number20
    Publication statusPublished - 21 May 2015


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