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Mitochondria Targeting Fluorescent Probes Based on through Bond‐Energy Transfer for Mutually Imaging Signaling Molecules H 2 S and H 2 O 2
Author(s) -
Sun Jian,
Li Xiao,
Cao Jia,
Sun Qi,
Zhang Yajie,
Wang Xuewei,
Wu Tiantian,
Hu Xiantao,
Feng Fude
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201900959
Subject(s) - crosstalk , förster resonance energy transfer , fluorescence , moiety , chemistry , mitochondrion , molecule , biophysics , fluorophore , energy transfer , rhodamine , stereochemistry , photochemistry , biochemistry , biology , chemical physics , physics , organic chemistry , quantum mechanics , optics
Reactive signaling molecules participate in varieties of biochemical reactions, and methods to detect their mutual existence and crosstalk are in urgent demand. A benzothiadiazole‐based handle was designed to fluorescently respond to the co‐existence of H 2 S and H 2 O 2 under pseudo‐physiological conditions on a basis of a thiyl‐radical‐mediated mechanism that accounts for the rapid and efficient domino‐like reaction processes. Then the handle motif was attached to a rhodamine moiety by means of an ethynylene linkage, and achieved a significant H 2 S–H 2 O 2 mutual response in the mitochondria of living cells. Theoretical calculations supported that a through bond energy transfer mechanism contributes to the drastic fluorescence response.