Tang Jiefeng, Chen Xiangjun, Wang Zhenzhen, Zhang Shuntao, Wang Juan, Cheng Chunru
College of Chemical Engineering, Sichuan University of Science & Engineering, Zigong 643000, China.
Anal Methods. 2024 Dec 19;17(1):155-161. doi: 10.1039/d4ay01643b.
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.
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。