Synthesis of a fluorescent probe based on rhodol's highly selective recognition of H<sub>2</sub>S and its application in cells

A new fluorescent probe for detecting hydrogen sulfide (H<sub>2</sub>S) was developed through the thiolation reaction of 2-chloro-1,4-naphthoquinone. Rhodol was employed as the fluorophore, while 2-chloro-1,4-naphthoquinone acted as the reactive group for H<sub>2</sub>S. The probe remains non-fluorescent under sunlight but emits a strong fluorescence upon reaction with H<sub>2</sub>S, accompanied by a visible color change in the solution. This selective H<sub>2</sub>S probe features rapid detection (under 1 minute), high photostability, and a very low detection limit (LOD = 44.3 nM), well below the levels that trigger physiological responses. The probe's mechanism was confirmed through <sup>1</sup>H-NMR, HR-MS, and DFT analysis. With low cytotoxicity and high biocompatibility, the probe has been effectively applied for fluorescent bioimaging of H<sub>2</sub>S in living cells.

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Publication Details

Journal
Analytical Methods
Published
2024-11-08
DOI
https://doi.org/10.1039/d4ay01643b
Primary Topic
Sulfur Compounds in Biology
Type
article
Field-Weighted Citation Impact
0.00

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article

Synthesis of a fluorescent probe based on rhodol's highly selective recognition of H2S and its application in cells

Xiangjun Chen, Zhenzhen Wang, Chunru Cheng, Shuntao Zhang et al.
1 links
Analytical Methods
Sulfur Compounds in Biology
article

Synthesis of a fluorescent probe based on rhodol's highly selective recognition of H2S and its application in cells

Xiangjun Chen, Zhenzhen Wang, Chunru Cheng, Shuntao Zhang, Jiefeng Tang, Juan Wang
article en

Abstract

A new fluorescent probe for detecting hydrogen sulfide (H<sub>2</sub>S) was developed through the thiolation reaction of 2-chloro-1,4-naphthoquinone. Rhodol was employed as the fluorophore, while 2-chloro-1,4-naphthoquinone acted as the reactive group for H<sub>2</sub>S. The probe remains non-fluorescent under sunlight but emits a strong fluorescence upon reaction with H<sub>2</sub>S, accompanied by a visible color change in the solution. This selective H<sub>2</sub>S probe features rapid detection (under 1 minute), high photostability, and a very low detection limit (LOD = 44.3 nM), well below the levels that trigger physiological responses. The probe's mechanism was confirmed through <sup>1</sup>H-NMR, HR-MS, and DFT analysis. With low cytotoxicity and high biocompatibility, the probe has been effectively applied for fluorescent bioimaging of H<sub>2</sub>S in living cells.

Analytical MethodsVol. 17(1)
Sichuan University of Science and Engineering (CN)
National Natural Science Foundation of China
Clean water and sanitation
Openalex Percentile: Top 79%
Sulfur Compounds in Biology
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Synthesis of a fluorescent probe based on rhodol's highly selective recognition of H<sub>2</sub>S and its application in cells — Xiangjun Chen, Zhenzhen Wang, et al. · Analytical Methods (2024) | TGRS Research Map | TGRS