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Dual Mechanism of an Intramolecular Charge Transfer (ICT)–FRET‐Based Fluorescent Probe for the Selective Detection of Hydrogen Peroxide
Author(s) -
Liang Xiao,
Xu Xiaoyi,
Qiao Dan,
Yin Zheng,
Shang Luqing
Publication year - 2017
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201701382
Subject(s) - fluorescence , chemistry , intramolecular force , förster resonance energy transfer , detection limit , photochemistry , moiety , hydrogen peroxide , analytical chemistry (journal) , stereochemistry , chromatography , organic chemistry , physics , quantum mechanics
A dual‐mechanism intramolecular charge transfer (ICT)–FRET fluorescent probe for the selective detection of H 2 O 2 in living cells has been designed and synthesized. This probe used a coumarin–naphthalimide hybrid as the FRET platform and a boronate moiety as the recognition group. Upon the addition of H 2 O 2 , the probe exhibited a redshifted (73 nm) fluorescence emission, and the ratio of fluorescence intensities at λ =558 and 485 nm ( F 558 / F 485 ) shifted notably (up to 100‐fold). Moreover, there was a good linearity ( R 2 =0.9911) between the ratio and concentration of H 2 O 2 in the range of 0 to 60 μ m , with a limit of detection of 0.28 μ m (signal to noise ratio (S/N)=3). This probe could also detect enzymatically generated H 2 O 2 . Importantly, it could be used to visualize endogenous H 2 O 2 produced by stimulation from epidermal growth factor.