A Redox-Nucleophilic Dual-Reactable Probe for Highly Selective and Sensitive Detection of H2S: Synthesis, Spectra and Bioimaging
نویسندگان
چکیده
Hydrogen sulfide (H2S) is an important signalling molecule with multiple biological functions. The reported H2S fluorescent probes are majorly based on redox or nucleophilic reactions. The combination usage of both redox and nucleophilic reactions could improve the probe's selectivity, sensitivity and stability. Herein we report a new dual-reactable probe with yellow turn-on fluorescence for H2S detection. The sensing mechanism of the dual-reactable probe was based on thiolysis of NBD (7-nitro-1,2,3-benzoxadiazole) amine (a nucleophilic reaction) and reduction of azide to amine (a redox reaction). Compared with its corresponding single-reactable probes, the dual-reactable probe has higher selectivity and fluorescence turn-on fold with magnitude of multiplication from that of each single-reactable probe. The highly selective and sensitive properties enabled the dual-reactable probe as a useful tool for efficiently sensing H2S in aqueous buffer and in living cells.
منابع مشابه
A fluorescent turn-on H2S-responsive probe: design, synthesis and application.
Hydrogen sulfide (H2S) is considered as the third signaling molecule in vivo and it plays an important role in various physiological processes and pathological processes in vivo, such as vasodilation, apoptosis, neurotransmission, ischemia/reperfusion-induced injury, insulin secretion and inflammation. Developing a highly selective and sensitive method that can detect H2S in the biological syst...
متن کاملSelective Speciation of Ferric Iron by a New Heterocyclic Ligand
The synthesis and analytical applications of the new heterocyclic ligand are described. The complexation reaction of the ligand with some cations was studied in aqueous methanol at room temperature using the spectrophotometric method. Results revealed that only the absorption spectra of the Fe (III)–ligand complex show a high redshift of the absorption maximum in the aqueous methanol soluti...
متن کاملA highly selective fluorescent probe for quantitative detection of hydrogen sulfide.
We designed and synthesized a highly selective and sensitive fluorescent probe for hydrogen sulfide (H2S) based on the one step nucleophilic addition reaction between H2S and electron-poor C=C double bond. Our proposed probe displayed high selectivity for H2S over other analytes including cysteine (Cys) and glutathione (GSH), which might be because the steric hindrance of H2S is less than other...
متن کاملRational Design and Bioimaging Applications of Highly Selective Fluorescence Probes for Hydrogen Polysulfides
Reactive sulfur species have received considerable attention due to their various biological functions. Among these molecules, hydrogen polysulfides (H2S(n), n > 1) are recently suggested to be the actual signaling molecules derived from hydrogen sulfide (H2S). Hydrogen polysulfides may also have their own biosynthetic pathways. The research on H2S(n) is rapidly growing. However, the detection ...
متن کاملA low dose, highly selective and sensitive colorimetric and fluorescent probe for biothiols and its application in bioimaging.
A new colorimetric and fluorescent probe was reported, which can be used in a very low dosage (<20 nM) for rapid, highly selective and sensitive detection of biothiols.
متن کامل