Two-photon ESIPT-based fluorescent probe using 4-hydroxyisoindoline-1,3-dione for the detection of peroxynitrite

Excited-state intramolecular proton transfer (ESIPT)-based fluorophores with two-photon excitation fluorescence (TPEF) are rare. Our aim with this research was to develop ESIPT-based fluorophores exhibiting TPEF. Herein, we used 4-hydroxyisoindoline-1,3-dione as a scaffold to develop a two-photon fl...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2021-10, Vol.57 (84), p.1184-1187
Main Authors: Wu, Luling, Tian, Xue, Lee, Dong Joon, Yoon, Juyoung, Lim, Chang Su, Kim, Hwan Myung, James, Tony D
Format: Article
Language:English
Subjects:
Buffer solutions
Chemical compounds
Fluorescent indicators
Photons
Selectivity
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Summary:Excited-state intramolecular proton transfer (ESIPT)-based fluorophores with two-photon excitation fluorescence (TPEF) are rare. Our aim with this research was to develop ESIPT-based fluorophores exhibiting TPEF. Herein, we used 4-hydroxyisoindoline-1,3-dione as a scaffold to develop a two-photon fluorescent probe BHID-Bpin, for the detection of peroxynitrite (ONOO − ). BHID-Bpin exhibits excellent selectivity, sensitivity, and fast response towards ONOO − in PBS buffer solution (10 mM, pH = 7.40). Additionally, BHID-Bpin displays high photo-stability under two-photon irradiation at 750 nm. Furthermore, the probe can image endogenous ONOO − in HeLa cells and exogenous ONOO − in rat hippocampal slices at a depth of 110 μm. Excited-state intramolecular proton transfer (ESIPT)-based fluorophores with two-photon excitation fluorescence (TPEF) are rare.
ISSN:1359-7345
1364-548X
DOI:10.1039/d1cc03160k