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A novel near-infrared fluorescent probe for highly selective recognition of hydrogen sulfide and imaging in living cells.


ABSTRACT: 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 H2S over various anions and biological thiols with a large Stokes shift (125 nm) in THF/H2O (6/4, v/v, Tris-HCl 10 mM, pH = 7.4). This probe exhibits turn-on fluorescence for H2S 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 H2S in living cells.

SUBMITTER: Zhong K 

PROVIDER: S-EPMC9081853 | biostudies-literature | 2018 Jun

REPOSITORIES: biostudies-literature

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A novel near-infrared fluorescent probe for highly selective recognition of hydrogen sulfide and imaging in living cells.

Zhong Keli K   Zhong Keli K   Deng Longlong L   Zhao Jie J   Yan Xiaomei X   Sun Tong T   Li Jianrong J   Tang Lijun L  

RSC advances 20180601 42


A novel near-infrared fluorescent probe (L) based on a 1,4-diethyl-1,2,3,4-tetrahydro-7<i>H</i>-pyrano[2,3-<i>g</i>]quinoxalin-7-one scaffold has been synthesized and characterized. Probe L displays highly selective and sensitive recognition to H<sub>2</sub>S over various anions and biological thiols with a large Stokes shift (125 nm) in THF/H<sub>2</sub>O (6/4, v/v, Tris-HCl 10 mM, pH = 7.4). This probe exhibits turn-on fluorescence for H<sub>2</sub>S through HS<sup>-</sup> induced thiolysis of  ...[more]

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