Reaction Based Fluorescent Probes for Hydrogen Sulfide

Abstract

A reaction based fluorescence turn-on strategy for hydrogen sulfide (H2S) was developed. This strategy was based on a H2S-specific Michael addition-cyclization sequence. Other biological thiols such as cysteine and glutathione did not pursue the reaction and therefore did not turn on the fluorescence/consume the substrates. The probes showed good selectivity and sensitivity for hydrogen sulfide.

Postsynthetic modification of metal–organic framework for hydrogen sulfide detection

“…Fluorescence will be turned on, when H 2 S reduces the azide/nitro group. (2) Probes that exploit the double nucleophilicity property of H 2 S to turn on fluorescence [29][30][31][32]. (3) Probes comprising a chelating unit that forms complex with Cu 2+ [33][34][35].…”

Cell-trappable fluorescent probes for endogenous hydrogen sulfide signaling and imaging H 2 O 2 -dependent H 2 S production

“…This versatile approach has since been widely adopted (28)(29)(30)(31)(32)(33). He (34,35) and Xian (36,37) have reported elegantly designed probes with dual proximate electrophilic sites for trapping H 2 S. Furthermore, Nagano (38) as well as Zeng and Bai (39) have developed copper sulfide precipitation strategies for H 2 S detection. Nucleophilic addition (40)(41)(42) and related tactics (43)(44)(45) have also appeared in the recent literature.…”

A Highly Selective Fluorescent Probe for Quantitative Detection of Hydrogen Sulfide

“…Recently, some methods to determine the H2S concentration in biological samples have been developed including colorimetric, [16][17][18] electrochemical, [19][20][21][22] chemiluminescence, [23][24][25] chromatography, 26,27 and fluorescent analysis. 28,29 Among these methods, fluorescence is suitable for studies of H2S in biological samples due to the high sensitivity and selectivity.…”

“…36 Xian et al reported two Michael acceptorbased fluorescent probes. 37 These fluorescent probes for H2S were based on a H2S-specific Michael addition-cyclization sequence by two step nucleophilic reactions. In addition, only one fluorescent probe reported by Xian et al 37 prevented the interference of that cysteine (Cys) and glutathione (GSH) in the detection of H2S.…”

“…37 These fluorescent probes for H2S were based on a H2S-specific Michael addition-cyclization sequence by two step nucleophilic reactions. In addition, only one fluorescent probe reported by Xian et al 37 prevented the interference of that cysteine (Cys) and glutathione (GSH) in the detection of H2S. Therefore, developing novel fluorescent probes for H2S with high selectivity has become an unavoidable problem that needs immediate attention.…”