Chinese Journal of Organic Chemistry >
Synthesis of Triazole Functionalized Triphenylamine Cu2+ Fluorescent Probe and Its Application in Detection and HeLa Cells
Received date: 2021-11-15
Revised date: 2022-01-12
Online published: 2022-01-27
Supported by
Sichuan Youth Science and Technology Innovation Research Team Project(2020JDTD0018); Zunyi Science and Technology Bureau of Guizhou Province and the Maotai Institute Joint Science and Technology Cooperation Fund Project(Zunyi Kehe HZ [2021]333)
A novel fluorescence probe N'-((2-(4'-(diphenyl)-[1,1'-biphenyl]-4-yl)-2H-1,2,3-triazole-4-yl)methylene) hydrazine- 1-thioamide (DBTMC) was designed and synthesized from (4-(diphenylamino)-phenyl)boronic acid, (4-bromophenyl)- 2H-[1,2,3]-triazole-4-carbaldehyde and thiosemicarbazide. DBTMC possessed excellent solvent effect and aggregation effect, and exhibited high selectivity, high sensitivity and rapid response to Cu2+ with detection limit of 4.48×10–8 mol/L. The possible response mechanism was explored through job’s curve, 1H NMR titration, HRMS and density functional theory (DFT) calculations. The test strip prepared with the probe DBTMC solution could be used for quick recognition of Cu2+. DBTMC was applied to HeLa cells to detect Cu2+ and excellent results were achieved, possessing potential application.
Key words： fluorescent probe; copper ion; solvent effect; aggregation effect; HeLa cells
Yiping Wen , Zhengfeng Xie , Tianzhu Shi , Yicheng Chu , Ronggui Zhou , Yishan Tao , Huanmin Liang , Haiyan Qiu , Yunhui Zhao . Synthesis of Triazole Functionalized Triphenylamine Cu2+ Fluorescent Probe and Its Application in Detection and HeLa Cells[J]. Chinese Journal of Organic Chemistry, 2022 , 42(5) : 1463 -1473 . DOI: 10.6023/cjoc202111013
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