School of Pharmacy, Weifang Medical University, Weifang 261053, China.
Tianjin Key Laboratory for Photoelectric Materials and Devices, School of Materials Science & Engineering, Tianjin University of Technology, Tianjin 300384, China.
Molecules. 2023 Aug 22;28(17):6189. doi: 10.3390/molecules28176189.
In this paper, by modifying the thioxanthene-benzothiozolium fluorophore, BCy-Cys, a lysosome-targeted near-infrared (NIR) fluorescent probe was synthesized for the detection of cysteine (Cys) from homocysteine (Hcy)/glutathione (GSH). As expected, BCy-Cys exhibited high selectivity and high sensitivity for detection of Cys over Hcy/GSH, with an extremely low limit of detection at 0.31 μM, marked by obvious color changes. HRMS was conducted to confirm that the fluorescence intensity at 795 nm was significantly enhanced by the enhancement of intramolecular charge transfer (ICT). Importantly, BCy-Cys could be used to visualize both exogenous and endogenous lysosomal Cys, signifying its potential application in complex organismal systems.
在本文中,通过修饰噻吨-苯并噻唑荧光团 BCy-Cys,合成了一种用于从同型半胱氨酸 (Hcy)/谷胱甘肽 (GSH) 中检测半胱氨酸 (Cys) 的溶酶体靶向近红外 (NIR) 荧光探针。正如预期的那样,BCy-Cys 对 Cys 的检测表现出高选择性和高灵敏度,对 Hcy/GSH 的检测限低至 0.31 μM,明显的颜色变化为标志。高分辨质谱 (HRMS) 用于确认荧光强度在 795nm 处显著增强,这归因于分子内电荷转移 (ICT) 的增强。重要的是,BCy-Cys 可以用于可视化外源性和内源性溶酶体 Cys,这表明它在复杂的生物体系中有潜在的应用。