Reduction of Nitro Group on Derivative of 1,8-Napthalimide for Quantitative Detection of Hydrogen Sulfide

Abstract

A fluorescence "turn-on" sensor (HSS) for detection of H2S was developed on the basis of NO2-NH2 reduction. HSS showed a high affinity and sensitivity to H2S over other reducing reagents, particularly for biothiols. Also, the short responding time and high linear dependence between fluorescence enhancement and H2S concentration had HSS behave as a rapid sensor for quantitatively detection of H2S in the biological level.

Naphthalimide-Based Turn-On Fluorosensor for Aqueous Sulfide Ions for Staining in Living Cells

“…This pathway for sensing aqueous sulphide ions is quite different from the previous reports of sulphide ions chemosensors. The experimental spectroscopic data and the theoretical calculation of three similar type 1,8‐naphthalimide based new organic probes (L 2 , L 3 and L 4 ) have helped us to establish this new pathway for sensing of sulphide ions different from the previously reported S 2− anions through the reduction of –NO 2 group . Interestingly, the presence of an excess of the other competitive anions do not affect this fluorescence enhancement based on intramolecular charge transfer (ICT) due to the selective formation of L 1A species.…”

“…In case of L 4 , bromine atom in the p‐ position can not fulfil the criteria of –NO 2 group (‐R effect) and as a result, the similar interaction of the HS − species at the same position of the benzimidazole moiety to produce L 4A is not sufficient to enhance the fluorescence through ICT. Again, if the enhancement of fluorescence would be due to the merely reduction of –NO 2 group of napthalimide moiety, then all the similar type compounds (L 1 , L 2 and L 3 ) having –NO 2 group in napthalimide moiety at para position would sense the sulfide ions as usual …”

Selective Detection of H2S by Copper Complex Embedded in Vesicles through Metal Indicator Displacement Approach

“…On the other hand, UV–vis and emission spectroscopy methods are highly reliable due to easy sample preparation, better sensitivity, and quick sample analysis time. Therefore, several chemical sensors have been recently reported for the detection of H 2 S using change in fluorescence and UV/vis spectral behavior. − Most of the known H 2 S sensors work mainly based on the H 2 S specific reactions such as reduction reaction − and nucleophilic attack. ,− These strategies have their own limitations such as low water solubility and time-consuming response. , As an alternative approach, we and others have used the metal displacement approach (MDA). ,− It is promising and overcomes almost all the disadvantages shown by reaction based H 2 S sensors. MDA is based on the formation of metal sulfide due to a high binding constant of metal sulfides.…”