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ESIPT Fluorescence Probe Based on Double-Switch Recognition Mechanism for Selective and Rapid Detection of Hydrogen Sulfide in Living Cells.

ABSTRACT: A novel fluorescence probe, HBTSeSe, was designed and synthesized for the detection of H₂S 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 H₂S, with the fluorescence increased by 47-fold immediately after the addition of H₂S. HBTSeSe was able to detect H₂S in the cytoplasm, specifically in cell imaging experiments. The results also showed that H₂S was produced in the immune response of RAW264.7 cells activated by phorbol-12-myristate-13-acetate.

SUBMITTER: Guan H

PROVIDER: S-EPMC6648457 | biostudies-literature | 2019 May

REPOSITORIES: biostudies-literature

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ESIPT Fluorescence Probe Based on Double-Switch Recognition Mechanism for Selective and Rapid Detection of Hydrogen Sulfide in Living Cells.

Guan Hongwei H Zhang Aixia A Li Peng P Xia Lixin L Guo Feng F

ACS omega 20190523 5

A novel fluorescence probe, HBTSeSe, was designed and synthesized for the detection of H<sub>2</sub>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<sub>2</sub>S, with the fluorescence increased by 47-fold immediately after the addition ...[more]

PMID: 31459999

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