Department of Chemical and Material Engineering, Lyuliang University, Lvliang 033001, PR China.
Key Laboratory of Radiopharmaceutics, Ministry of Education, College of Chemistry, Beijing Normal University, Xinjiekouwai Street 19, Beijing 100875, China.
Anal Methods. 2024 Jun 20;16(24):3839-3846. doi: 10.1039/d4ay00515e.
The level of sulfur dioxide (SO) and viscosity in mitochondria play vital roles in various physiological and pathological processes. Abnormalities in mitochondrial SO and viscosity are closely associated with numerous biological diseases. It is of great significance to develop novel fluorescence probes for simultaneous detection of SO and viscosity within mitochondria. Herein, we have developed a water-soluble, mitochondrial-targeted and near-infrared fluorescent probe, CMBT, for the simultaneous detection of SO and viscosity. The probe CMBT incorporates benzothiazolium salt as a mitochondrial targeting moiety and 7-diethylaminocoumarin as a rotor for viscosity detection, respectively. Based on the prompt reaction between nucleophilic HSO/SO and the backbone of the benzothiazolium salt derivative, probe CMBT displayed high sensitivity and selectivity toward SO with a limit of detection as low as 0.17 μM. As viscosity increased, the twisted intramolecular charge transfer (TICT) process was restricted, resulting in fluorescence emission enhancement at 690 nm. Moreover, probe CMBT demonstrated exceptional mitochondrial targeting ability and was successfully employed to image variations of SO and viscosity in living cells and mice. The work highlights the great potential of the probe as a convenient tool for revealing the relationship between SO and viscosity in biological systems.
二氧化硫(SO)水平和线粒体的粘度在各种生理和病理过程中起着至关重要的作用。线粒体中 SO 和粘度的异常与许多生物疾病密切相关。因此,开发用于同时检测线粒体中 SO 和粘度的新型荧光探针具有重要意义。在此,我们开发了一种水溶性、线粒体靶向的近红外荧光探针 CMBT,用于同时检测 SO 和粘度。探针 CMBT 分别将苯并噻唑盐作为线粒体靶向部分和 7-二乙氨基香豆素作为粘度检测的转子结合在一起。基于亲核 HSO/SO 与苯并噻唑盐衍生物骨架之间的快速反应,探针 CMBT 对 SO 表现出高灵敏度和选择性,检测限低至 0.17 μM。随着粘度的增加,扭曲的分子内电荷转移(TICT)过程受到限制,导致在 690nm 处的荧光发射增强。此外,探针 CMBT 表现出出色的线粒体靶向能力,并成功用于在活细胞和小鼠中成像 SO 和粘度的变化。这项工作强调了该探针作为揭示生物系统中 SO 和粘度之间关系的便捷工具的巨大潜力。