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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...

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Detalles Bibliográficos
Autores principales: Zhong, Keli, Deng, Longlong, Zhao, Jie, Yan, Xiaomei, Sun, Tong, Li, Jianrong, Tang, Lijun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2018
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
Descripción
Sumario: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.