Fluorescent probe for detecting long wave emission of benzenethiol

A fluorescent probe, thiophenol technology, applied in the field of fluorescent probes, to achieve the effects of eliminating background interference, good selectivity, and strong tissue penetration

Inactive Publication Date: 2019-06-21
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Comprehensive analysis of the fluorescent probes currently detected, the disadvantage is that most probes can only recognize and detect thiophenols in a short excitation or emission region, such as the fluorescent probes provided in the patent CN 106543202 A Its emission wavelength is only 550 nm

Method used

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  • Fluorescent probe for detecting long wave emission of benzenethiol
  • Fluorescent probe for detecting long wave emission of benzenethiol
  • Fluorescent probe for detecting long wave emission of benzenethiol

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] The synthesis of embodiment 1 compound I

[0027] Under the condition of nitrogen protection and ice bath, compound II was dissolved in anhydrous dichloromethane, then 2,4-dinitrofluorobenzene was added, and triethylamine was added dropwise into the reaction system. Stir overnight at room temperature. The crude product was obtained, which was purified by column chromatography to obtain red compound I. figure 1 is the NMR image of the probe.

Embodiment 2

[0028] Embodiment 2 Probe compound I selectivity analysis

[0029] Add 10 μM compound I (PBS 20 mM, pH = 7.4) to the DMF and PBS buffer containing thiophenol at a volume ratio of 2:8, and the detection results are as follows: figure 2 , when the excitation light wavelength is 560 nm, the probe compound I has a strong fluorescence response to thiophenol at 645 nm, and the probe compound I has no obvious response to other interference ions, indicating that the probe compound I has a strong fluorescence response to thiophenol Has excellent selectivity.

Embodiment 3

[0030] Example 3 Analysis of the response of probe compound I to changes in the concentration of thiophenol

[0031] Add 10 μM probe compound I to the buffer containing different concentrations of thiophenol (0 - 200 μM), the fluorescence response intensity increases linearly with the increase of the amount of thiophenol added, and the detection results are as follows: image 3 , the results show that the probe compound I has a wider detection range and higher sensitivity to the concentration of thiophenol. The working curve was made with the coordinates of the maximum value of the fluorescence intensity and the corresponding concentration of thiophenol.

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Abstract

The invention discloses a fluorescent probe for detecting benzenethiol and belongs to the technical field of analytic chemistry. The probe is obtained by stirring 2-((6-hydroxyl-2,3-dihydro-1H-xanthene-4-yl)methylene)malononitrile and 2,4-dinitrofluorobenzene in dichloromethane overnight. The fluorescent probe is convenient to use, has the advantages of high selectivity, high sensitivity and low detection limit on the benzenethiol, and can be applied to qualified and quantified detection of the benzenethiol in environments and cells.

Description

technical field [0001] The invention provides a fluorescent probe for detecting thiophenol, belonging to the technical field of fluorescent probes. [0002] technical background [0003] Thiophenol is a highly toxic environmental pollutant, which is widely used in the preparation of chemical products and pesticides, such as in the synthesis of local anesthetics, organophosphorus pesticides and polymer resin vulcanizing agents. Low concentrations of thiophenol have a strong stimulating effect on the skin, eyes, and mucous membranes, and can cause throat and bronchospasm, muscle weakness, and chemical pneumonia; at high concentrations, it can paralyze the central nervous system or cause pulmonary edema, or even death. Therefore, it is of great significance to develop efficient detection methods for thiophenols. The detection of thiophenol includes high-performance liquid chromatography, gas chromatography-mass spectrometry, ultraviolet spectrophotometry and fluorescent probe a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06G01N21/64C07D311/80
Inventor 吕正亮王云蒋绪川路亚男范春华
Owner UNIV OF JINAN
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