A Highly Selective Fluorescent Probe for Quantitative Detection of Hydrogen Sulfide

Ding, Jing; Ge, Yanqing; Zhu, Baocun

doi:10.2116/analsci.29.1171

Cited by 14 publications

(4 citation statements)

References 39 publications

(38 reference statements)

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“…In addition to this modified colorimetric technique, we also developed a reverse-phase HPLC (RP-HPLC) method for quantifying H 2 S in aqueous solution. There are many methods in the literature employing HPLC for quantification of H 2 S in tissues and plasma [ 61–63 ]. These methods use monobromobimane reagent, which requires long and tedious preparation steps with long retention times [ 64 ].…”

Section: Discussionmentioning

confidence: 99%

Comparison of Colorimetric, Spectroscopic and Electrochemical Techniques for Quantification of Hydrogen Sulfide

Mhatre,

Rai,

Ali

et al. 2023

BioTechniques

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Background: Hydrogen sulfide (H2S), an endogenous gasotransmitter, has potential applications in several conditions. However, its quantification in simulated physiological solutions is a major challenge due to its gaseous nature and other physicochemical properties. Aim: This study was designed to compare four commonly used H2S detection and quantification methods in aqueous solutions. Methods: The four techniques compared were one colorimetric, one chromatographic and two electrochemical methods. Results: Colorimetric and chromatographic methods quantified H2S in millimolar and micromole ranges, respectively. The electrochemical methods quantified H2S in the nanomole and picomole ranges and were less time-consuming. Conclusion: The H2S quantification method should be selected based on the specific requirements of a research project in terms of sensitivity, response time and cost-effectiveness.

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Section: Discussionmentioning

confidence: 99%

Comparison of Colorimetric, Spectroscopic and Electrochemical Techniques for Quantification of Hydrogen Sulfide

Mhatre,

Rai,

Ali

et al. 2023

BioTechniques

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“…Compound 1 was synthesized according to previous methods (Ding et al, 2013 ). 9-Anthracenecarboxaldehyde (82.4 mg, 0.4 mmol) and acetone (35 mg, 0.6 mmol) were dissolved in ethanol (50 mL).…”

Section: Methodsmentioning

confidence: 99%

Low-Cytotoxicity Fluorescent Probes Based on Anthracene Derivatives for Hydrogen Sulfide Detection

Shang

Feng

et al. 2018

Front. Chem.

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Owing to the role of H2S in various biochemical processes and diseases, its accurate detection is a major research goal. Three artificial fluorescent probes based on 9-anthracenecarboxaldehyde derivatives were designed and synthesized. Their anion binding capacity was assessed by UV-Vis titration, fluorescence spectroscopy, HRMS, 1HNMR titration, and theoretical investigations. Although the anion-binding ability of compound 1 was insignificant, two compounds 2 and 3, containing benzene rings, were highly sensitive fluorescent probes for HS− among the various anions studied (HS−, F−, Cl−, Br−, I−, AcO−, H2PO4-, SO32-, Cys, GSH, and Hcy). This may be explained by the nucleophilic reaction between HS− and the electron-poor C=C double bond. Due to the presence of a nitro group, compound 3, with a nitrobenzene ring, showed stronger anion binding ability than that of compound 2. In addition, compound 1 had a proliferative effect on cells, and compounds 2 and 3 showed low cytotoxicity against MCF-7 cells in the concentration range of 0–150 μg·mL−1. Thus, compounds 2 and 3 can be used as biosensors for the detection of H2S in vivo and may be valuable for future applications.

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“…Using this approach, Ding and Zhu reported a benzimidazole conjugated to an electron poor α,β-unsaturated ketone to generate 687 (Figure ). This probe reacted with H 2 S to abolish fluorescence quenching from the conjugated nitrobenzene motifs and provide a fluorescence enhancement at 450 nm with good selectivity for H 2 S over competing thiols. Shang used this same approach to develop anthracene-based 688 , which was investigated in DMSO .…”

Section: Electrophilic H2s Probesmentioning

confidence: 99%

Activity-Based Fluorescent Probes for Hydrogen Sulfide and Related Reactive Sulfur Species

Fosnacht,

Pluth

2024

Chem. Rev.

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Hydrogen sulfide (H 2 S) is not only a well-established toxic gas but also an important small molecule bioregulator in all kingdoms of life. In contemporary biology, H 2 S is often classified as a "gasotransmitter," meaning that it is an endogenously produced membrane permeable gas that carries out essential cellular processes. Fluorescent probes for H 2 S and related reactive sulfur species (RSS) detection provide an important cornerstone for investigating the multifaceted roles of these important small molecules in complex biological systems. A now common approach to develop such tools is to develop "activitybased probes" that couple a specific H 2 S-mediated chemical reaction to a fluorescent output. This Review covers the different types of such probes and also highlights the chemical mechanisms by which each probe type is activated by specific RSS. Common examples include reduction of oxidized nitrogen motifs, disulfide exchange, electrophilic reactions, metal precipitation, and metal coordination. In addition, we also outline complementary activity-based probes for imaging reductant-labile and sulfane sulfur species, including persulfides and polysulfides. For probes highlighted in this Review, we focus on small molecule systems with demonstrated compatibility in cellular systems or related applications. Building from breadth of reported activity-based strategies and application, we also highlight key unmet challenges and future opportunities for advancing activity-based probes for H 2 S and related RSS.

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A Highly Selective Fluorescent Probe for Quantitative Detection of Hydrogen Sulfide

Cited by 14 publications

References 39 publications

Comparison of Colorimetric, Spectroscopic and Electrochemical Techniques for Quantification of Hydrogen Sulfide

Comparison of Colorimetric, Spectroscopic and Electrochemical Techniques for Quantification of Hydrogen Sulfide

Low-Cytotoxicity Fluorescent Probes Based on Anthracene Derivatives for Hydrogen Sulfide Detection

Activity-Based Fluorescent Probes for Hydrogen Sulfide and Related Reactive Sulfur Species

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