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BODIPY-based naked-eye fluorescent on-off probe with high selectivity for H2S based on thiolysis of dinitrophenyl ether
Ist Teil von
Sensors and actuators. B, Chemical, 2019-07, Vol.290, p.551-557
Ort / Verlag
Lausanne: Elsevier B.V
Erscheinungsjahr
2019
Link zum Volltext
Quelle
Elsevier ScienceDirect Journals Complete
Beschreibungen/Notizen
[Display omitted]
•Probe 3 with 2,4-dinitrophenoxyl group was strongly fluorescent.•Sulfhydryl-specific cleavage reaction released the hydroxyl group.•BODIPY fluorophore 2 was weakly fluorescent.•Probe 3 was highly selective and sensitive to H2S.•Probe 3 could be used to detect HS− in HCT-116 and CT-26 cells.
1-(2-Hydroxyphenyl)ethanone as a starting material, BODIPY 3 bearing 2,4-dinitrophenyl (DNP) group was prepared in total 7% yield. Probe 3 was strongly fluorescent. Sulfhydryl-specific cleavage reaction released the hydroxyl group. Due to the electron transfer of the hydroxyl group in 2 to the BODIPY core, dye 2 was weakly fluorescent. Naked-eye and fluorescent turn-off probe 3 was highly selective and sensitive to H2S, and could be used to detect HS− in HCT-116 and CT-26 cells, indicating its potential application for studying the effect of HS− in biological system.