| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 176475 | Dyes and Pigments | 2013 | 8 Pages |
•Arylsulfonyl azide-based two-photon fluorescent probes for biothiols (H2S, GSH, Cys, Hcy) are developed for the first time.•The probes show turn-on fluorescence response to biothiols through the reduction of arylsulfonyl azides to arylsulfonamides.•The relative response of the sensing system to typical biothiols is compared at their biological concentrations.•Fluorescence imaging of the biothiols in mitochondria is demonstrated by one- and two-photon microscopy.
Two-photon probes for biothiols are developed based on arylsulfonyl azides for the first time. Thus, 6-(dimethylamino)naphthalene-2-sulfonyl azide and its triphenylphosphonium derivative undergo a fast reduction with turn-on fluorescence change by typical biothiols such as hydrogen sulfide, glutathione, cysteine, and homocysteine to produce the corresponding sulfonamides that is two-photon excitable. The cationic probe enables the selective imaging of the biothiols in mitochondria by two-photon fluorescence microscopy.
Graphical abstract6-(Dimethylamino)naphthalene-2-sulfonyl azide and its triphenylphosphonium derivative show fluorescence turn-on response to biothiols; the cationic probe enables two-photon fluorescence imaging of the biothiols in mitochondria.Figure optionsDownload full-size imageDownload as PowerPoint slide
