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基于玫红酚的荧光探针的合成及其对HS的高选择性识别及其在细胞中的应用。

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

作者信息

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

机构信息

College of Chemical Engineering, Sichuan University of Science & Engineering, Zigong 643000, China.

出版信息

Anal Methods. 2024 Dec 19;17(1):155-161. doi: 10.1039/d4ay01643b.

DOI:10.1039/d4ay01643b
PMID:39576300
Abstract

A new fluorescent probe for detecting hydrogen sulfide (HS) 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 HS. The probe remains non-fluorescent under sunlight but emits a strong fluorescence upon reaction with HS, accompanied by a visible color change in the solution. This selective HS 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 H-NMR, HR-MS, and DFT analysis. With low cytotoxicity and high biocompatibility, the probe has been effectively applied for fluorescent bioimaging of HS in living cells.

摘要

通过2-氯-1,4-萘醌的硫醇化反应开发了一种用于检测硫化氢(HS)的新型荧光探针。罗丹明用作荧光团,而2-氯-1,4-萘醌作为与HS反应的活性基团。该探针在阳光下保持无荧光,但与HS反应时会发出强烈荧光,同时溶液会发生明显的颜色变化。这种选择性HS探针具有快速检测(不到1分钟)、高光稳定性和极低的检测限(LOD = 44.3 nM),远低于触发生理反应的水平。通过H-NMR、HR-MS和DFT分析证实了该探针的作用机制。该探针具有低细胞毒性和高生物相容性,已有效地应用于活细胞中HS的荧光生物成像。

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