College of Pharmacy, Qiqihar Medical University, 333 Bukui Street, Qiqihar, 161006, Heilongjiang, China.
Anal Bioanal Chem. 2019 Feb;411(4):935-942. doi: 10.1007/s00216-018-1525-5. Epub 2018 Dec 10.
Based on an excited-state intramolecular proton transfer (ESIPT) fluorophore, a novel fluorescent off-on probe for detection of thiophenols was designed and synthesized. This probe (λ = 401 nm, λ = 527 nm) displayed high specificity for sensing thiophenols over other biologically related species. Besides, this probe possessed capabilities of monitoring thiophenols with rapid response rate (3 min), a large Stokes shift (126 nm), and high sensitivity (2.7 nM). The sensing mechanism was considered to be that thiophenols triggered thiolysis of the probe and the ESIPT fluorophore was released, as confirmed by means of HPLC and HRMS. Most notably, this probe was successfully applied to monitor levels of thiophenols in realistic samples and MDA-MB-231 cells. Graphical abstract A novel phenothiazine-based fluorescent probe was developed for sensitively sensing thiophenols in both aqueous medium and living cells.
基于激发态分子内质子转移(ESIPT)荧光团,设计并合成了一种用于检测巯基苯酚的新型荧光型比率探针。该探针(λ=401nm,λ=527nm)对巯基苯酚具有高选择性,可与其他生物相关物质区分开来。此外,该探针还具有快速响应(3min)、大斯托克斯位移(126nm)和高灵敏度(2.7nM)的特点,可以用于监测巯基苯酚。传感机制被认为是巯基苯酚引发探针的硫解反应,从而释放出 ESIPT 荧光团,这一结论通过 HPLC 和 HRMS 得到了证实。值得注意的是,该探针成功地应用于实际样品和 MDA-MB-231 细胞中巯基苯酚水平的监测。