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

[Image: see text] 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...

Descripción completa

Detalles Bibliográficos
Autores principales: Guan, Hongwei, Zhang, Aixia, Li, Peng, Xia, Lixin, Guo, Feng
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2019
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6648457/
https://www.ncbi.nlm.nih.gov/pubmed/31459999
http://dx.doi.org/10.1021/acsomega.9b00934
_version_ 1783437873311121408
author Guan, Hongwei
Zhang, Aixia
Li, Peng
Xia, Lixin
Guo, Feng
author_facet Guan, Hongwei
Zhang, Aixia
Li, Peng
Xia, Lixin
Guo, Feng
author_sort Guan, Hongwei
collection PubMed
description [Image: see text] 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.
format Online
Article
Text
id pubmed-6648457
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-66484572019-08-27 ESIPT Fluorescence Probe Based on Double-Switch Recognition Mechanism for Selective and Rapid Detection of Hydrogen Sulfide in Living Cells Guan, Hongwei Zhang, Aixia Li, Peng Xia, Lixin Guo, Feng ACS Omega [Image: see text] 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. American Chemical Society 2019-05-23 /pmc/articles/PMC6648457/ /pubmed/31459999 http://dx.doi.org/10.1021/acsomega.9b00934 Text en Copyright © 2019 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Guan, Hongwei
Zhang, Aixia
Li, Peng
Xia, Lixin
Guo, Feng
ESIPT Fluorescence Probe Based on Double-Switch Recognition Mechanism for Selective and Rapid Detection of Hydrogen Sulfide in Living Cells
title ESIPT Fluorescence Probe Based on Double-Switch Recognition Mechanism for Selective and Rapid Detection of Hydrogen Sulfide in Living Cells
title_full ESIPT Fluorescence Probe Based on Double-Switch Recognition Mechanism for Selective and Rapid Detection of Hydrogen Sulfide in Living Cells
title_fullStr ESIPT Fluorescence Probe Based on Double-Switch Recognition Mechanism for Selective and Rapid Detection of Hydrogen Sulfide in Living Cells
title_full_unstemmed ESIPT Fluorescence Probe Based on Double-Switch Recognition Mechanism for Selective and Rapid Detection of Hydrogen Sulfide in Living Cells
title_short ESIPT Fluorescence Probe Based on Double-Switch Recognition Mechanism for Selective and Rapid Detection of Hydrogen Sulfide in Living Cells
title_sort esipt fluorescence probe based on double-switch recognition mechanism for selective and rapid detection of hydrogen sulfide in living cells
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6648457/
https://www.ncbi.nlm.nih.gov/pubmed/31459999
http://dx.doi.org/10.1021/acsomega.9b00934
work_keys_str_mv AT guanhongwei esiptfluorescenceprobebasedondoubleswitchrecognitionmechanismforselectiveandrapiddetectionofhydrogensulfideinlivingcells
AT zhangaixia esiptfluorescenceprobebasedondoubleswitchrecognitionmechanismforselectiveandrapiddetectionofhydrogensulfideinlivingcells
AT lipeng esiptfluorescenceprobebasedondoubleswitchrecognitionmechanismforselectiveandrapiddetectionofhydrogensulfideinlivingcells
AT xialixin esiptfluorescenceprobebasedondoubleswitchrecognitionmechanismforselectiveandrapiddetectionofhydrogensulfideinlivingcells
AT guofeng esiptfluorescenceprobebasedondoubleswitchrecognitionmechanismforselectiveandrapiddetectionofhydrogensulfideinlivingcells

Ejemplares similares