Synthesis and spectral properties of novel Singapore Green analogues for protease detection

Bywaters, Luke and Le Gresley, Adam (2020) Synthesis and spectral properties of novel Singapore Green analogues for protease detection. Scientific Reports, 10, p. 259. ISSN (online) 2045-2322

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Abstract

Herein we describe the synthesis, characterisation and determination of fluorescence and photophysical properties of various novel analogues of the orphan fluorophore class Singapore Green. We equate the fluorescence properties of these novel fluorophores to their molecular structure and address the mechanisms through which their fluorescence is quenched and the effect this has on their quantum yields of fluorescence. Fluorescence quenching via acylation was also achieved, thereby providing conceptual proof of their utility as cores for future fluorescent probes. Additionally, we have produced and examined a number of unexpected acyl intermediates of variable photolytic stability. Furthermore, we have obtained proof of concept that the use of Singapore Greens for protease probe generation is feasible via demonstration of proteolytic cleavage of one of the acylated analogues.

Item Type: Article
Research Area: Biological sciences
Faculty, School or Research Centre: Faculty of Science, Engineering and Computing
Faculty of Science, Engineering and Computing > School of Life Sciences, Pharmacy and Chemistry
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Depositing User: Philip Keates
Date Deposited: 29 Jan 2020 14:45
Last Modified: 17 Feb 2020 15:55
DOI: https://doi.org/10.1038/s41598-019-57124-0
URI: http://eprints.kingston.ac.uk/id/eprint/44893

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