ESIPT Fluorescence Probe Based on Double-Switch Recognition Mechanism for Selective and Rapid Detection of Hydrogen Sulfide in Living Cells
Author(s) -
Hongwei Guan,
Aixia Zhang,
Peng Li,
Lixin Xia,
Feng Guo
Publication year - 2019
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.9b00934
Subject(s) - benzothiazole , thiolysis , fluorescence , fluorophore , stokes shift , chemistry , photochemistry , bodipy , biophysics , biochemistry , antioxidant , polyphenol , physics , proanthocyanidin , quantum mechanics , biology
A novel fluorescence probe, HBTSeSe, was designed and synthesized for the detection of H 2 S with a double-switch mechanism of a broken diselenide bond followed by thiolysis of ether. Then, 2-(2'-hydroxyphenyl)benzothiazole (HBT) was released as fluorophore, which has large Stokes shift based on the excited state intramolecular proton transfer process. The probe responded selectively and rapidly to H 2 S, with the fluorescence increased by 47-fold immediately after the addition of H 2 S. HBTSeSe was able to detect H 2 S in the cytoplasm, specifically in cell imaging experiments. The results also showed that H 2 S was produced in the immune response of RAW264.7 cells activated by phorbol-12-myristate-13-acetate.
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