A novel photoactivatable coumarin-based fluorescent “turn-on” probe: Synthesis and applications for H<inf>2</inf>S detection in living cells and zebrafish models
1
Issued Date
2025-06-15
Resource Type
ISSN
00452068
eISSN
10902120
Scopus ID
2-s2.0-105002332708
Journal Title
Bioorganic Chemistry
Volume
160
Rights Holder(s)
SCOPUS
Bibliographic Citation
Bioorganic Chemistry Vol.160 (2025)
Suggested Citation
Sontisiri P., Promrug D., Srichaimoon L., Arthan D., Pimtong W., Thongyoo P. A novel photoactivatable coumarin-based fluorescent “turn-on” probe: Synthesis and applications for H<inf>2</inf>S detection in living cells and zebrafish models. Bioorganic Chemistry Vol.160 (2025). doi:10.1016/j.bioorg.2025.108447 Retrieved from: https://repository.li.mahidol.ac.th/handle/123456789/109583
Title
A novel photoactivatable coumarin-based fluorescent “turn-on” probe: Synthesis and applications for H<inf>2</inf>S detection in living cells and zebrafish models
Corresponding Author(s)
Other Contributor(s)
Abstract
A new photoactivatable “TURN-ON” fluorescent probe for H₂S detection was designed based on a tribromocoumarin scaffold, and successfully implemented through O-sulfonylation between a 3,6,8-tribromo-7-hydroxy-4-methylcoumarin (TBC) fluorophore and a dabsyl quencher. The H₂S-responsive strategy of the dabsyltribromocoumarin (Dab-TBC) probe is initiated via light-induced thiolysis of a sulfonate ester. This probe demonstrated excellent sensitivity and great stability towards H₂S detection under UV light irradiation, with no interference from other analytes, achieving a detection limit (LoD) of 1.61 μM. Importantly, Dab-TBC exhibited superb membrane permeability and showed great potential for visualizing H₂S levels in HeLa cells and zebrafish models, with no toxicity confirmed by in vivo toxicity studies in zebrafish embryos.