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 journalArticle

5 Citations (Scopus)

Abstract

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
Volume119
Issue number20
DOIs
Publication statusPublished - 21 May 2015

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