College of Chemistry and Chemical Engineering, Shanxi University, Taiyuan 030006, PR China.
Institute of Environmental Science, Shanxi University, Taiyuan 030006, PR China.
Bioorg Chem. 2022 Feb;119:105484. doi: 10.1016/j.bioorg.2021.105484. Epub 2021 Nov 11.
The irregular viscosity in the mitochondrial can induce mitochondrial dysfunction. The content of peroxynitrite (ONOO) is related to various physiological and pathological processes. However, many mitochondrial probes only realized the detection of viscosity or ONOO in single channel, thus it is necessary to explore single fluorescence probe for dual-detecting mitochondrial viscosity and ONOO. In this work, we designed and synthesized a novel fluorescence probe (PV) for dual-detecting viscosity and ONOO, which was composed by intergrating a ONOO- responsive arlyboronate with a twisting intramolecular charge transfer (TICT) mechanism and possessed the mitochondria-targeting ability due to its pyridinium cation. PV exhibited a significant increase in viscosity with red emission at 582 nm and high sensitivity to ONOO levels with yellow emission at 507 nm. PV was also applied to living systems (including living cells and zebrafish) for viscosity and ONOO detection using two different channels. Moreover, the ability of PV to track mitophagy may make ONOO a powerful tool for its role in mitophagy.
线粒体中不规则的黏度会导致线粒体功能障碍。过氧亚硝酸盐(ONOO)的含量与各种生理和病理过程有关。然而,许多线粒体探针只能实现对黏度或 ONOO 的单通道检测,因此有必要探索用于双重检测线粒体黏度和 ONOO 的单荧光探针。在这项工作中,我们设计并合成了一种新型荧光探针(PV),用于双重检测黏度和 ONOO,它由一个 ONOO 响应的芳基硼酸酯与一个扭转分子内电荷转移(TICT)机制组成,并由于其吡啶阳离子而具有线粒体靶向能力。PV 在黏度增加时表现出红色发射(582nm),并且对 ONOO 水平具有高灵敏度,表现为黄色发射(507nm)。PV 还被应用于活细胞和斑马鱼等活体系统,用于使用两个不同通道检测黏度和 ONOO。此外,PV 追踪细胞自噬的能力可能使 ONOO 成为其在细胞自噬中作用的有力工具。