Chinese Journal of Organic Chemistry >
Construction and Cell Imaging Study of a Novel Fluorescent Probe for ONOO– Detection
Received date: 2022-03-12
Revised date: 2022-04-21
Online published: 2022-05-27
Supported by
Innovation and Entrepreneurship Training Plan for College Students of Zhengzhou University(2021cxcy215); Top Undergraduates Program of Zhengzhou University
As an important reactive nitrogen species, peroxynitrite (ONOO–) is closely related to the occurrence of various diseases. The development of methods to detect ONOO– is of great significance for understanding its related physiological and pathological mechanisms. A novel ONOO– fluorescent probe TPE-ONOO was successfully constructed using tetraphenylethylene as a fluorophore and a pyrylium group as the specific recognition site of ONOO–. The probe showed high selectivity, strong anti-interference ability and high sensitivity to ONOO–. Cell assays suggested that the probe had low cytotoxicity and was successfully used for imaging monitoring of exogenous and endogenous ONOO– in cells. The novel probe synthesized here provides an efficient tool for studying ONOO– physiological processes.
Key words： fluorescent probe; ONOO–; tetraphenylethylene; cell imaging
Jiaxin Li , Ruyan He , Senlin Duan , Jinhua Li , Xiaojing Han , Yong Ye . Construction and Cell Imaging Study of a Novel Fluorescent Probe for ONOO– Detection[J]. Chinese Journal of Organic Chemistry, 2022 , 42(8) : 2428 -2432 . DOI: 10.6023/cjoc202203023
| [1] | Liu, X.; He, L.; Gong, X.; Yang, Y.; Cheng, D.; Peng, J.; Wang, L.; Zhang, X.-B.; Yuan, L. CCS Chem. 2021, 4, 356. |
| [2] | Grzelakowska, A.; Zielonka, M.; Debowska, K.; Modrzejewska, J.; Szala, M.; Sikora, A.; Zielonka, J.; Podsiadly, R. Free Radicals Biol. Med. 2021, 169, 24. |
| [3] | Ding, Z.; Tan, J.; Feng, G.; Yuan, Z.; Wu, C.; Zhang, X. Chem. Sci. 2017, 8, 5101. |
| [4] | Xie, X.; Liu, G.; Su, X.; Li, Y.; Liu, Y.; Jiao, X.; Wang, X.; Tang, B. Anal. Chem. 2019, 91, 6872. |
| [5] | Yang, X.; Zhang, D.; Ye, Y.; Zhao, Y. Coord. Chem. Rev. 2022, 453, 214336. |
| [6] | Zhao, X.; Li, N.; Liu, F.; Gao, C.; Feng, J.; Liu, L.; Guan, X.; Yan, N. Chin. J. Org. Chem. 2020, 40, 4339. (in Chinese) |
| [6] | (赵小龙, 李娜, 刘发玉, 高超, 丰久彪, 刘乐平, 关晓琳, 燕娜, 有机化学, 2020, 40, 4339.) |
| [7] | Wang, B.; Wang, Y.; Wang, Y.; Zhao, Y.; Yang, C.; Zeng, Z.; Huan, S.; Song, G. Anal. Chem. 2020, 92, 4154. |
| [8] | Liu, F.; Dong, H.; Tian, Y. Analyst 2019, 144, 2150. |
| [9] | Li, D.; Chen, H.; Gan, Z.; Sun, J.; Guo, D.; Qu, L. Sens. Actuators, B 2018, 277, 8. |
| [10] | Liu, Z.; Tian, Y. Sci. Chin. Chem. 2021, 64, 915. |
| [11] | Deng, Y.; Feng, G. Anal. Chem. 2020, 92, 14667. |
| [12] | Yin, X.; Feng, W.; Gong, S.; Feng, G. Dyes Pigm. 2020, 172, 107820. |
| [13] | Xia, Q.; Feng, S.; Hong, J.; Feng, G. Sens. Actuators, B 2021, 337, 129732. |
| [14] | Xiong, J.; Wang, W.; Wang, C.; Zhong, C.; Ruan, R.; Mao, Z.; Liu, Z. ACS Sens. 2020, 5, 3237. |
| [15] | Cheng, D.; Gong, X.; Wu, Q.; Yuan, J.; Lv, Y.; Yuan, L.; Zhang, X. Anal. Chem. 2020, 92, 11396. |
| [16] | Mao, Z.; Xiong, J.; Wang, P.; An, J.; Zhang, F.; Liu, Z.; Kim, J. S. Coord. Chem. Rev. 2022, 454, 214356. |
| [17] | Cheng, D.; Pan, Y.; Wang, L.; Zeng, Z.; Yuan, L.; Zhang, X.; Chang, Y. T. J. Am. Chem. Soc. 2017, 139, 285. |
| [18] | Tian, X.; Zuo, M.; Niu, P.; Wang, K.; Hu, X. Chin. J. Org. Chem. 2020, 40, 1823. (in Chinese) |
| [18] | (田雪琪, 左旻瓒, 牛蓬勃, 王开亚, 胡晓玉, 有机化学, 2020, 40, 1823.) |
| [19] | Han, T.; Yan, D. Y.; Wu, Q.; Song, N.; Zhang, H. K.; Wang, D. Chin. J. Chem. 2021, 39, 677. |
| [20] | Xu, W.; Yang, Q.; Zeng, J.; Tan, L.; Zhou, L.; Peng, L.; Zhou, Y.; Xie, C.; Luo, K.; Zhang, Z. Sens. Actuators, B 2022, 359, 131565. |
| [21] | Kang, M.; Gu, X.; Kwok, R. T. K.; Leung, C. W. T.; Lam, J. W. Y.; Li, F.; Tang, B. Z. Chem. Commun. 2016, 52, 5957. |
| [22] | Wang, E.; Zhao, E.; Hong, Y.; Lam, J. W. Y.; Tang, B. Z. J. Mater. Chem. B 2014, 2, 2013. |
/
| 〈 |
|
〉 |
