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A novel near-infrared fluorescent probe for highly selective recognition of hydrogen sulfide and imaging in living cells
A novel near-infrared fluorescent probe (L) based on a 1,4-diethyl-1,2,3,4-tetrahydro-7H-pyrano[2,3-g]quinoxalin-7-one scaffold has been synthesized and characterized. Probe L displays highly selective and sensitive recognition to H(2)S over various anions and biological thiols with a large Stokes s...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9081853/ https://www.ncbi.nlm.nih.gov/pubmed/35540263 http://dx.doi.org/10.1039/c8ra03457e |
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author | Zhong, Keli Deng, Longlong Zhao, Jie Yan, Xiaomei Sun, Tong Li, Jianrong Tang, Lijun |
author_facet | Zhong, Keli Deng, Longlong Zhao, Jie Yan, Xiaomei Sun, Tong Li, Jianrong Tang, Lijun |
author_sort | Zhong, Keli |
collection | PubMed |
description | A novel near-infrared fluorescent probe (L) based on a 1,4-diethyl-1,2,3,4-tetrahydro-7H-pyrano[2,3-g]quinoxalin-7-one scaffold has been synthesized and characterized. Probe L displays highly selective and sensitive recognition to H(2)S over various anions and biological thiols with a large Stokes shift (125 nm) in THF/H(2)O (6/4, v/v, Tris–HCl 10 mM, pH = 7.4). This probe exhibits turn-on fluorescence for H(2)S through HS(−) induced thiolysis of dinitrophenyl ether. Confocal laser scanning micrographs of MCF-7 cells incubated with L confirm that L is cell-permeable and can successfully detect H(2)S in living cells. |
format | Online Article Text |
id | pubmed-9081853 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90818532022-05-09 A novel near-infrared fluorescent probe for highly selective recognition of hydrogen sulfide and imaging in living cells Zhong, Keli Deng, Longlong Zhao, Jie Yan, Xiaomei Sun, Tong Li, Jianrong Tang, Lijun RSC Adv Chemistry A novel near-infrared fluorescent probe (L) based on a 1,4-diethyl-1,2,3,4-tetrahydro-7H-pyrano[2,3-g]quinoxalin-7-one scaffold has been synthesized and characterized. Probe L displays highly selective and sensitive recognition to H(2)S over various anions and biological thiols with a large Stokes shift (125 nm) in THF/H(2)O (6/4, v/v, Tris–HCl 10 mM, pH = 7.4). This probe exhibits turn-on fluorescence for H(2)S through HS(−) induced thiolysis of dinitrophenyl ether. Confocal laser scanning micrographs of MCF-7 cells incubated with L confirm that L is cell-permeable and can successfully detect H(2)S in living cells. The Royal Society of Chemistry 2018-07-02 /pmc/articles/PMC9081853/ /pubmed/35540263 http://dx.doi.org/10.1039/c8ra03457e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/ |
spellingShingle | Chemistry Zhong, Keli Deng, Longlong Zhao, Jie Yan, Xiaomei Sun, Tong Li, Jianrong Tang, Lijun A novel near-infrared fluorescent probe for highly selective recognition of hydrogen sulfide and imaging in living cells |
title | A novel near-infrared fluorescent probe for highly selective recognition of hydrogen sulfide and imaging in living cells |
title_full | A novel near-infrared fluorescent probe for highly selective recognition of hydrogen sulfide and imaging in living cells |
title_fullStr | A novel near-infrared fluorescent probe for highly selective recognition of hydrogen sulfide and imaging in living cells |
title_full_unstemmed | A novel near-infrared fluorescent probe for highly selective recognition of hydrogen sulfide and imaging in living cells |
title_short | A novel near-infrared fluorescent probe for highly selective recognition of hydrogen sulfide and imaging in living cells |
title_sort | novel near-infrared fluorescent probe for highly selective recognition of hydrogen sulfide and imaging in living cells |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9081853/ https://www.ncbi.nlm.nih.gov/pubmed/35540263 http://dx.doi.org/10.1039/c8ra03457e |
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