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A ratio fluorescent probe compound for detecting zinc ions in aqueous solution and its detection method

A ratiometric fluorescent probe and compound technology, applied in the field of fluorescent probes, can solve problems such as poor water solubility, and achieve the effects of improved sensitivity, elimination of systematic errors, and strong interference ability.

Active Publication Date: 2020-06-16
DALIAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] 2-(2'-hydroxyphenyl) benzoxazoles (HBX, X=O, S, NH) compounds are a class of typical ESIPT compounds with high fluorescence quantum yield and large Stoke shift value, eliminating The interference of background fluorescence and the overlap of absorption and emission spectra are eliminated, so it has aroused great interest in the field of fluorescent probes [2] , as Zn 2+ Fluorescent probes have been extensively studied, however many HBX-based Zn 2+ Fluorescent probe compounds are poorly soluble in water, and Zn is often carried out in organic solvents. 2+ detection [3,4] Or identify zinc ions in a mixed solution system of organic solvent and water [5] , which limits the application in biological and clinical medical testing, etc., so it is of great significance to develop a fluorescent probe that can have good selectivity, high sensitivity and fast response to zinc ions in pure water system

Method used

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  • A ratio fluorescent probe compound for detecting zinc ions in aqueous solution and its detection method
  • A ratio fluorescent probe compound for detecting zinc ions in aqueous solution and its detection method
  • A ratio fluorescent probe compound for detecting zinc ions in aqueous solution and its detection method

Examples

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Effect test

Embodiment 1

[0025] To 3mL of the probe compound N-(4-2’-benzoxazole-3-hydroxyphenyl) carbamoyl picoline chloride salt solution (concentration of 3×10 -5 mol / L) were added 30μL of different metal ion aqueous solutions (concentration of 9×10 -2 mol / L), after fully mixing, measure the fluorescence absorption spectrum of each solution at the excitation wavelength of 328nm (such as figure 1 ). The results show that the probe compound + , K + , Mg 2+ , Ca 2+ , Ba 2+ , Cd 2+ , Pb 2+ , Mn 2+ Response is very weak, Co 2+ , Ni 2+ , Fe 2+ Can slightly quench the fluorescence emission of the probe compound, but only Zn 2+ While the fluorescence emission peak at 458nm is quenched, a new peak appears at 423nm, showing the characteristics of ratiometric fluorescence. Therefore, the probe compound has the ability to detect Zn 2+ Basic conditions for ratio fluorescent probes.

Embodiment 2

[0027] The preparation concentration is 1×10 -1 , 1×10 -2 , 1×10 -3 mol / L of Zn 2+ Aqueous solution. First, add 3 mL of the probe compound N-(4-2’-benzoxazole-3-hydroxyphenyl) carbamoyl picoline chloride aqueous solution (3×10 - 5 mol / L), the concentration is 1×10 dropwise successively -3 mol / L of Zn 2+ 24, 3, 3μL of aqueous solution, mix well and scan the spectrum under excitation of 328nm excitation light; then add 3mL probe compound aqueous solution (3×10 -5 mol / L), the concentration is 1×10 dropwise successively -2 mol / L of Zn 2+ 3μL of the aqueous solution, mix well and scan the spectrum under the excitation of 328nm excitation light, and add 10 drops in total; finally, add 3mL of the probe compound's aqueous solution (3×10 -5 mol / L), the concentration is 1×10 dropwise successively -1 mol / L of Zn 2+ 3μL of aqueous solution, mix well and scan the spectrum under excitation of 328nm excitation light, and add 10 drops in total (e.g. figure 2 ). With Zn 2+ As the concentration i...

Embodiment 3

[0029] This example investigates the probe compound's effect on Zn 2+ Selectivity of identification. To 3mL of the probe compound's aqueous solution (concentration of 3×10 -5 mol / L) is added at a concentration of 9×10 -2 mol / L of Zn 2+ 30μL of aqueous solution, and then add 30μL of Na + , K + , Mg 2+ , Ca 2+ , Ba 2+ , Mn 2+ , Fe 2+ , Co 2+ , Ni 2+ , Cd 2+ Or Pb 2+ Metal ion aqueous solution (concentration of 9×10 -2 mol / L), after fully mixing, sweep the spectrum under the excitation of 328nm excitation light, different metal ions and Zn 2+ The effect of coexistence on the fluorescence intensity of the mixed system is as Figure 4 . The experimental results show that the probe compound is used as a fluorescent probe for the determination of Zn in aqueous solution 2+ The sensitivity is high, the ions in other water interfere little with the measurement results, and the results are stable and reliable.

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Abstract

The invention discloses a ratiometric fluorescent probe compound and a method used for detecting zinc ion ratio in aqueous solution, and belongs to the field of fluorescent probe. The chemical molecular formula of the ratiometric fluorescent probe compound used for detection zinc ions is C20H16N3O3Cl, and is prepared through derivatization of 2-(2'-hydroxyphenyl) benzoxazole compound which is taken as a matrix structure. The ratiometric fluorescent probe compound is high in selectivity on zinc ions, wide in detection range, high in sensitivity, excellent in anti-influence capacity on other metal ions, and is suitable for detection of Zn<2+> in aqueous solutions in the fields of biochemistry and environment chemistry.

Description

Technical field [0001] The invention belongs to the field of fluorescent probes, and in particular relates to a zinc ion (Zn 2+ ) Fluorescent probe compound to be detected and its detection method. Background technique [0002] Zinc is an important trace element and the second most enriched transition metal element in the human body. It is widely distributed in human cells and body fluids, and plays an important role in the regulation of physiological functions and cell construction. [1] . Zinc deficiency in the human body can cause various diseases, such as immune system dysfunction, anorexia, growth retardation, diabetes, Alzheimer's disease, etc. However, excessive intake of zinc in the human body can cause poisoning, and excessive Zn in the environment 2+ It will also cause pollution and affect the growth and development of plants, so it is highly selective to identify and detect Zn 2+ , Is of great significance to the fields of biology, clinical medicine, environmental chemis...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D413/12C09K11/06G01N21/64
CPCC07D413/12C09K11/06C09K2211/1029C09K2211/1033G01N21/6428G01N21/643G01N2021/6432
Inventor 尹静梅贾颖萍崔颖娜李慎敏
Owner DALIAN UNIV
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