Design and synthesis of novel rhodamine-based chemodosimeters derived from [2.2]paracyclophane and their application in detection of Hg2+ion

作者：Duan, Wenzeng; Han, Yinfeng; Liu, Qingsong; Cui, Jichun; Gong, Shuwen^*; Ma, Yudao^*; Zhang, Changli^*; Sun, Zhaofeng

来源：Tetrahedron Letters, 2017, 58(4): 271-278.

DOI：10.1016/j.tetlet.2016.11.060

• [2.2]Paracyclophane
• Rhodamine B
• Synthesis
• Chemodosimeter
• A549 cells

For a better insight into the spectroscopic properties of [2.2]paracyclophane in fluorescent probes, a novel rhodamine-based chemodosimeter bearing [2.2]paracyclophane 4a has been designed and synthesized. The probe 4a exhibits a highly selective and sensitive response to He2+ over other transition metal ions in aqueous solution. Its detection limit is determined to be 77 nM. The significant changes in the fluorescence color could be used for the naked-eye detection. Furthermore, the probe 4a shows good membrane permeability and can be applied to detect intracellular Hg2+ in human lung adenocarcinoma cells (A549 cells). The crystal structure and spectral properties of its congener 4b that contains one 12-bromo [2.2]- paracyclophane group and rhodamine moiety are also investigated for a comparison.

• 出版日期2017-1-25
• 单位聊城大学; 山东大学; 南京晓庄学院; 泰山学院