Fluorescence molecular probe for detecting zinc ions and preparation method thereof

A fluorescent molecular probe, zinc ion technology, used in fluorescence/phosphorescence, chemical instruments and methods, biological testing, etc., can solve the problem of weak ability to penetrate cell membranes, limited application of aqueous media, and difficult to quickly and efficiently determine the concentration of zinc ions And other issues

Inactive Publication Date: 2014-08-27
LANZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There are many fluorescent molecular probes currently used to detect zinc ions, such as fluorescent probes based on bis(2-pyridylmethyl)amine, macrocyclic polyamine, bipyridine, Schiff base, and triazole derivatives. However, the shortcoming of this type of probe is that it can only play an effective role in pure organic solvents, which limits the application in aqueous media, and it is difficult to distinguish cadmium ions, which are easily affected by various heavy metal ions such as copper, cobalt and nickel ions. Interference causes fluorescence quenching
In addition, the ability of these fluorescent molecular probes to penetrate the cell membrane is weak, and it is difficult to quickly and efficiently measure the concentration of zinc ions in the cell

Method used

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  • Fluorescence molecular probe for detecting zinc ions and preparation method thereof
  • Fluorescence molecular probe for detecting zinc ions and preparation method thereof
  • Fluorescence molecular probe for detecting zinc ions and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] The synthetic route of the fluorescent molecular probe is as follows:

[0029] .

[0030] The specific process is:

[0031] Add 8-aminoquinoline (0.69g, 4.8mmol), pyridine (1ml, 12.4mmol), and chloroform (7ml) into a round-bottomed flask, stir in an ice bath and slowly add a mixed solution of chloroacetyl chloride and chloroform dropwise (Chloroacetyl chloride 0.8ml (10.6mmol), chloroform 5ml), after stirring for about 1 hour, return to room temperature, continue to stir for 24 hours until the end of the reaction, spin the solvent, use dichloromethane as eluent, pass the product through a silica gel column Separation and purification by chromatography, spin-drying dichloromethane to obtain light yellow intermediate product L2 (yield 90%).

[0032] Add the intermediate product L2 (1.1g, 5mmol), KOH (0.336g, 6mmol), KI (42mg, 0.25mmol), acetonitrile / water (40ml:8ml, v / v) into the round bottom flask, at 60~80℃ Stir and reflux for 8 h, spin dry the solvent after coolin...

Embodiment 2

[0038] Dissolve the fluorescent molecular probe L1 in water-ethanol solution (8:2, v / v, pH 7.2) to prepare a solution with a concentration of 10 μM, then add zinc ions, and detect the concentration of zinc ions at different concentrations of zinc ions at an excitation wavelength of 360nm. Fluorescence intensity (fluorescence spectrophotometer, model: Hitachi F-4500). Such as figure 1 As shown, as the concentration of zinc ions increases, the fluorescence increases gradually at a wavelength of 500nm.

Embodiment 3

[0040] According to the molar ratio of probe L1 and metal ion as 1:5, probe L1 was added to the water-ethanol solution of metal ions (8:2, v / v, pH 7.2), as figure 2 As shown, the probe L1 exhibits a very strong fluorescence intensity at 500nm after complexing with zinc ions, while the fluorescence intensity of other metal ions is very weak and the fluorescence peak is mainly between 400-450nm. Show very strong selectivity (using other metal ions with the same concentration as a control: cadmium ions, potassium ions, sodium ions, iron ions, chromium ions, nickel ions, magnesium ions, silver ions, mercury ions, aluminum ions, cobalt ions , manganese ions, lead ions, lithium ions, copper ions, etc.).

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Abstract

The invention relates to a fluorescence molecular probe for detecting zinc ions. The fluorescence molecular probe has the following chemical structure. The fluorescence molecular probe is prepared by the following steps: carrying out a reaction on 8-amino quinoline and chloroacetyl chloride under the effect of pyridine to obtain an intermediate; and carrying out a reaction on the intermediate obtained under the effect of KOH and KI to obtain the fluorescence molecular probe. Compared with other probes for detecting zinc ions, the probe is easier to be dissolved in water, good in selectivity, free from interference quenching of copper, cobalt and nickel ions and strong in infiltration capacity, and can be used for quickly detecting zinc ions in organisms and plants.

Description

technical field [0001] The invention belongs to the field of fluorescent molecular probes, and in particular relates to a fluorescent molecular probe for detecting zinc ions and a preparation method thereof. Background technique [0002] Zinc is an essential trace element in organisms, and it plays a vital role in many life activities such as growth and development of bacteria, animals and plants, tissue repair, signal transmission, gene transcription, and metalloenzyme regulation. Too much or too little zinc intake will cause metabolic disorders in the body, cause many diseases, and endanger the ecological environment and human health. [0003] With the deepening of people's understanding of the role of zinc in life activities, the study of intracellular zinc has become a hot research topic in various interdisciplinary research. Therefore, zinc detection, especially the determination of zinc in living cells and tissues and fluorescence microscopy Imaging has also become a ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D215/40G01N33/52G01N21/64
Inventor 白德成沈蓉程菊刘迪席聘贤陈凤娟洪金鹏魏惠安丽
Owner LANZHOU UNIVERSITY
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