Chinese Journal of Organic Chemistry >
Mono-(6-diethylenetriamine-6-deoxy)-β-cyclodextrin Supramolecular Fluorescent Switch Constructed Based on Au3+ and I–
Received date: 2021-11-15
Revised date: 2022-01-17
Online published: 2022-01-27
Supported by
National Natural Science Foundation of China(21762051); Program for Innovative Research Team (in Science and Technology) in University of Yunnan Province and Yunnan Provincial Department of Education Science Research Fund
Mono-(6-diethylenetriamine-6-deoxy)-β-cyclodextrin (3N-β-CD) with the good water solubility was synthesized by a green and efficient method, and its structure was characterized by 1H NMR and HRMS. 3N-β-CD was used as a fluorescent probe to detect 27 kinds of ions in aqueous solution. The results showed that the fluorescence of 3N-β-CD was quenched by Au3+ and I–. The performance of 3N-β-CD for detecting Au3+ and I– was further explored by fluorescence titration, Job curve, nuclear magnetic resonance, infrared spectroscopy, ion interference and time response. The results diplayed that the minimum detection limit of 3N-β-CD for Au3+ was 2.73×10–6 mol/L and the binding stoichiometry ratios of 3N-β-CD with Au3+ was 1∶1, while the minimum detection limit of 3N-β-CD for I– was 1.44×10–6 mol/L and the binding stoichiometry ratios of 3N-β-CD with I– was 2∶1. In addition, the fluorescence intensity of 3N-β-CD gradually recovered when I– was added into the mixed solution of 3N-β-CD and Au3+. Interestingly, the fluorescence intensity of 3N-β-CD also gradually recovered when Au3+ was added into the mixed solution of 3N-β-CD and I–. The results exhibited that Au3+ and I– could be used as fluorescence “on-off-on” to control the fluorescence behavior of 3N-β-CD, and thus enabled Au3+ and I– to detect each other. On this basis, the logic gate controlling 3N-β-CD fluorescence switch was designed. This work provides a new apporach for the research and application of 3N-β-CD as a fluorescence “on-off-on” sensor.
Jiajia Lu , Junli Yang , Jie Gu , Ju Yang , Zhenjie Gao , Lijiao Su , Xin Tao , Mingwei Yuan , Lijuan Yang . Mono-(6-diethylenetriamine-6-deoxy)-β-cyclodextrin Supramolecular Fluorescent Switch Constructed Based on Au3+ and I–[J]. Chinese Journal of Organic Chemistry, 2022 , 42(5) : 1474 -1482 . DOI: 10.6023/cjoc202111024
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