School of Chemistry and Chemical Engineering, University of Jinan, Jinan 250022, Shandong, China.
School of Chemistry and Chemical Engineering, University of Jinan, Jinan 250022, Shandong, China.
Bioorg Chem. 2023 Dec;141:106866. doi: 10.1016/j.bioorg.2023.106866. Epub 2023 Sep 16.
Peroxynitrite (ONOO), an endogenous reactive nitrogen species, plays an important role in maintaining intracellular homeostasis. Abnormal levels of ONOO in cells could cause protein oxidation which is confirmed that related with Alzheimer's diseases, so accurate monitoring of ONOO in cells is crucial. Herein, a novel fluorescent probe (XPC) based on dicyanomethylene-4H-benzothiopyran was developed by regulating its intramolecular charge transfer (ICT) effect to detect ONOO. Once reaction with ONOO, the fluorescence of XPC was turned on and the emission wavelength could reach up to 750 nm. Furthermore, XPC exhibited satisfactory performances for ONOO such as large Stokes shift (200 nm), good sensitivity (Limit of detection = 13 nM), high selectivity to ONOO over other a reactive nitrogen species (RNS)/reactive oxygen species (ROS). More importantly, XPC was successfully applied for monitoring the fluctuations of ONOO in living cells.
过氧亚硝酸盐（ONOO-）是一种内源性活性氮物种，在维持细胞内的动态平衡中起着重要的作用。细胞内异常水平的 ONOO-可能导致蛋白质氧化，这已被证实与阿尔茨海默病有关，因此准确监测细胞内的 ONOO-至关重要。在此，我们通过调节其分子内电荷转移（ICT）效应，开发了一种基于二氰基乙烯-4H-苯并噻喃的新型荧光探针（XPC）来检测 ONOO-。一旦与 ONOO-反应，XPC 的荧光就会被打开，发射波长可达 750nm。此外，XPC 对 ONOO-具有令人满意的性能，如大斯托克斯位移（200nm）、良好的灵敏度（检测限=13nM）、对 ONOO-相对于其他活性氮物种（RNS）/活性氧物种（ROS）的高选择性。更重要的是，XPC 成功地应用于监测活细胞中 ONOO-的波动。
