四苯乙烯酰胺类化合物的合成及其高灵敏度、高选择性识别Cu2+
收稿日期: 2024-03-27
修回日期: 2024-05-23
网络出版日期: 2024-07-15
基金资助
国家自然科学基金(52173152); 国家自然科学基金(21805002); 陕西省科技创新团队(2022TD-36); 陕西省自然科学基金(2024JC-YBMS-123); 陕西省教育厅服务地方(23JC001)
Synthesis of Tetraphenylethylene Based Amides for Detection of Copper(II) Ion with High Sensitivity and Selectivity
Received date: 2024-03-27
Revised date: 2024-05-23
Online published: 2024-07-15
Supported by
National Natural Science Foundation of China(52173152); National Natural Science Foundation of China(21805002); Scientific and Technological Innovation Team of Shaanxi Province(2022TD-36); Natural Science Foundation of Shaanxi Province(2024JC-YBMS-123); Service Local Projects in Shaanxi Provincial Education Department(23JC001)
苏小龙 , 李健鹏 , 刘孟鑫 , 邹莉 , 杨得锁 , 冯海涛 . 四苯乙烯酰胺类化合物的合成及其高灵敏度、高选择性识别Cu2+[J]. 有机化学, 2024 , 44(8) : 2581 -2587 . DOI: 10.6023/cjoc202403043
The fluorescent probe TPE-Py was designed and synthesized, and its structure was confirmed by NMR and HRMS. The recognition properties of probe TPE-Py for metal ions have been studied through fluorescence spectrophotometry and cell imaging experiments in HeLa cells. The results showed that TPE-Py had good selectivity and sensitivity for Cu2+. Among various metal ions, TPE-Py only showed exclusive fluorescence turn-off sensing on Cu2+ in H2O/THF (V∶V=9∶1). The results of cell imaging experiments showed that the probe TPE-Py could detect Cu2+ in lipid droplets of cells.
| [1] | Sona, B. W.; Prashant, S. K. J. Lumin. 2018, 199, 407. |
| [2] | Gaggelli, E.; Kozlowski, H.; Valensin, D.; Valensin, G. Chem. Rev. 2006, 106, 1995. |
| [3] | Zhang, Y.; You, C.; Yang, Y.; Liu, X.; Guo, H.; Dong, Y. J. Org. Chem. 2016, 36, 1401 (in Chinese). |
| [3] | (张应鹏, 尤彩霞, 杨云裳, 刘小育, 郭慧琛, 董玉莹, 有机化学, 2016, 36, 1401.) |
| [4] | Waggoner, D. J.; Bartnikas, T. B.; Gitlin, J. D. Neurobiol. Dis. 1999, 6, 221. |
| [5] | Camakaris, J.; Voskoboinik, I.; Mercer, J. F. Biochem. Biophys. Res. Commun. 1999, 261, 225. |
| [6] | Bruijn, L. I.; Miller, T. M.; Cleveland, D. W. Annu. Rev. Neurosci. 2004, 27, 723. |
| [7] | Hung, Y. H.; Bush, A. I.; Cherny, R. A. J. Biol. Inorg. Chem. 2010, 15, 61. |
| [8] | Brown, D. R.; Kozlowski, H. Dalton Tran.. 2004, 13, 1907. |
| [9] | Fan, J. L.; Xu, Q. L.; Zhu, H.; Peng, X. J. Chin. J. Org. Chem. 2014, 34, 1623 (in Chinese). |
| [9] | (樊江莉, 徐群利, 朱浩, 彭孝军, 有机化学, 2014, 34, 1623.) |
| [10] | Du, J. J. Ph.D. Dissertatio., Dalian University of Technology, Dalian, 2009 (in Chinese). |
| [10] | (杜建军, 博士论文, 大连理工大学, 大连, 2009.) |
| [11] | Ma, W. H.; Xia, W.; Xu, Q.; Han, H. Y.; Song, B.; Sun, L. W.; Liang, C. H. Acta Chim. Sinic. 2012, 70, 917 (in Chinese). |
| [11] | (马文辉, 夏威, 徐群, 韩宏彦, 宋波, 孙丽微, 梁春花, 化学学报, 2012, 70, 917.) |
| [12] | Chen, K.; Guo, Y.; Lu, Z.; Yang, B.; Shi, Z. Chin. J. Chem. 2010, 28, 55. |
| [13] | Pan, M.; Lin, X. M.; Li, G. B.; Su, C. Y. Coord. Chem. Rev. 2011, 255, 1921. |
| [14] | Guerchais, V.; Fillaut, J. L. Coord. Chem. Rev. 2011, 255, 2448. |
| [15] | Ding, D.; Li, K.; Liu, B.; Tang, B. Z. Acc. Chem. Re.. 2013, 46, 2441. |
| [16] | Luo, J.; Xie, Z.; Lam, J. W.; Cheng, L.; Chen, H.; Qiu, C.; Kwok, H. S.; Zhan, X.; Liu, Y.; Zhu, D.; Tang, B. Z. Chem. Commun. 2001, 18, 1740. |
| [17] | Zeng, C. Y.; Hu, P.; Wang, B. Q.; Fang, W. Y.; Zhao, K. Q. Acta Chim. Sinic. 2023, 81, 469 (in Chinese). |
| [17] | (曾崇洋, 胡平, 汪必琴, 方文彦, 赵可清, 化学学报, 2023, 81, 469.) |
| [18] | Liu, B.; Chen, P. K. Acta Chim. Sinic. 2022, 80, 929 (in Chinese). |
| [18] | (刘斌, 陈磅宽, 化学学报, 2022, 80, 929.) |
| [19] | Feng, X. C.; Zhu, L. L.; Yue, B. B. Acta Chim. Sinic. 2022, 80, 647 (in Chinese). |
| [19] | (冯锡成, 朱亮亮, 岳兵兵, 化学学报, 2022, 80, 647.) |
| [20] | Zhang, L. L.; Wang, Y. Y.; Zhu, G. N.; Dai, W. B.; Zhao, Z. X.; Zhao, Y.; Zhi, J. G.; Dong, Y. P. Acta Chim. Sinic. 2022, 80, 282 (in Chinese). |
| [20] | (张璐璐, 王媛媛, 朱贵楠, 戴文博, 赵紫璇, 赵盈, 支俊格, 董宇平, 化学学报, 2022, 80, 282.) |
| [21] | Zhao, Y. Q.; Zhang, X.; Yang, Y. R.; Zhu, L. P.; Zhou, Y. Acta Chim. Sinic. 2024, 82, 265 (in Chinese). |
| [21] | (赵玉强, 张霞, 杨芸如, 朱立平, 周莹, 化学学报, 2024, 82, 265.) |
| [22] | Zhao, Y.; Chen, P. P.; Han, L.; Wang, E. Chin. J. Org. Chem. 2023, 43, 2454. (in Chinese). |
| [22] | (赵洋, 陈盼盼, 韩立志, 王恩举, 有机化学, 2023, 43, 2454.) |
| [23] | Zhao, Y.; Chen, P. P.; Li, G. N.; Niu, Z. G.; Wang, E. J. Chin. J. Org. Chem. 2023, 43, 2156 (in Chinese). |
| [23] | (赵洋, 陈盼盼, 李高楠, 钮智刚, 王恩举, 有机化学, 2023, 43, 2156.) |
| [24] | Feng, H.-T.; Yuan, Y.-X.; Xiong, J.-B.; Zheng, Y.-S.; Tang, B. Z. Chem. Soc. Rev. 2018, 47, 7452. |
| [25] | Yang, J.; Fang, M. M.; Li, Z. Aggregat. 2020, 1, 6. |
| [26] | Zhou, Y.; Tang, R.; Wang, D.; Wang, J.; Huang, Y.; Ding, Y.; Shi, J.; Yan, C.; Wang, Y.; Yao, Y. Inorg. Che.. 2023, 62, 15015 |
| [27] | Liu, R. J.; Zeng, J. Chin. J. Org. Chem. 2017, 37, 3274 (in Chinese). |
| [27] | (刘瑞姣, 曾竟, 有机化学, 2017, 37, 3274.) |
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