Excited-state dynamics of 4-hydroxyisoindoline-1,3-dione and its derivative as fluorescent probes

Li Zhao, Simin Jiang, Yanmei He, Luling Wu, Tony D. James, Junsheng Chen

Research output: Contribution to journalArticlepeer-review

3 Citations (SciVal)

Abstract

Fluorescent probes have become promising tools for monitoring the concentration of peroxynitrite, which is linked to many diseases. However, despite focusing on developing numerous peroxynitrite based fluorescent probes, limited emphasis is placed on their sensing mechanism. Here, we investigated the sensing mechanism of a peroxynitrite fluorescent probe, named BHID-Bpin, with a focus on the relevant excited state dynamics. The photoexcited BHID-Bpin relaxes to its ground state via an efficient nonradiative process (∼300 ps) due to the presence of a minimum energy conical intersection between its first excited state and ground state. However, upon reacting with peroxynitrite, the Bpin moiety is cleaved from BHID-Bpin and BHID is formed. The formed BHID exhibits strong dual band fluorescence which is caused by an ultrafast excited-state intramolecular proton transfer process (∼1 ps).
Original languageEnglish
Pages (from-to)13506-13514
Number of pages9
JournalPhysical Chemistry Chemical Physics
Volume26
Issue number17
Early online date3 Apr 2024
DOIs
Publication statusPublished - 3 Apr 2024

Funding

Financial support of this work from the National Natural Science Foundation of China (No. 21803077) and the Novo Nordisk Foundation (NNF22OC0073582) is acknowledged. TDJ wishes to thank the University of Bath and the Open Research Fund of the School of Chemistry and Chemical Engineering, Henan Normal University (2020ZD01) for support. YH acknowledges the support from the China Scholarship Council (No. 202006150002).

FundersFunder number
University of Bath
National Natural Science Foundation of China21803077
National Natural Science Foundation of China
Novo Nordisk FondenNNF22OC0073582
Novo Nordisk Fonden
Henan Normal University2020ZD01
Henan Normal University
China Scholarship Council202006150002
China Scholarship Council

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