设计合成了一种用于检测Hg2+的苯并噁唑类荧光探针4-(苯并[d]噁唑-2-基)-2-((二(2-(乙巯基)乙基)氨基)甲基)苯酚(ZY1),用质谱、核磁氢谱和X射线单晶衍射等方法对其进行了结构表征,并考察了其光谱性能.研究结果表明,ZY1对Hg2+有较高的选择性和灵敏度,它们之间的结合比为1∶1,共存离子及pH值(3.0~9.0)对其测定影响小.ZY1能够可视化检测Hg2+,并在HeLa活细胞中实现了汞离子的成像,这对检测生物体内的Hg2+将具有潜在的应用价值.
A benzoxazole-based fluorescent probe 4-(benzo[d]oxazol-2-yl)-2-((bis(2-(ethylthio)ethyl)amino)methyl)phenol (ZY1) was designed and synthesized, and characterized by mass spectrometry (MS), nuclear magnetic resonance (N M R) and X-ray single crystal diffraction, etc. ZYI was prepared by Mannich reaction, and its pale yellow crystals suitable for X-ray diffraction studies were obtained by slow evaporation of an ethyl acetate solution at room temperature over a period of a few days. The results showed that ZY1 exhibited good sensitivity and selectivity to Hg2+. The fluorescence of ZYl was quenched dramatically in the presence of Hg2., and it remained nearly constant in the range of pH 3.0~9.0. Other metal ions, such as K', Ca2-, Na+, Mg〉, Mn2 ~, Fe2~, Fe3+, Co2~, Ni2+, Cu2~, Zn2+, Cd2+, Pb2+, induced negligible fluorescence quenching for ZY1 under the same conditions. When the concentration of Hg2+ was increased from 0 to 30 ~tmol/L, the fluorescence of ZY1 (10 lamol/L) quenched gradually. Binding analysis using the method of continuous variations (Job's plot) established that the stoichiometry of ZYI-Hg2L complex was estimated to be l : l, The fluorescence intensity varied almost linearly vs, the concentration of Hg2+ (0.5~4.8 gmol/L), and the detection limit of Hg2 ~ was estimated to be 0.08 gmol/L. Moreover, ZYI was used for the visual detection of Hg2+ and applied to image intracelluar Hg2+ in living HeLa cells, indicating that it could be a useful tool in bioanalytical applications.