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Zinc ion near-infrared fluorescent probe as well as preparation method and application thereof

A fluorescent probe and near-infrared technology, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of reducing disease resistance and increasing disease susceptibility

Active Publication Date: 2022-02-15
FUJIAN NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Too high or too low zinc concentration can cause some diseases, for example, the lack of zinc ions can lead to physical growth retardation, Alzheimer's disease and other nervous system diseases; and excessive zinc ions can inhibit the activity of phagocytes and Its bactericidal ability, thereby reducing the body's disease resistance and increasing the body's susceptibility to disease

Method used

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  • Zinc ion near-infrared fluorescent probe as well as preparation method and application thereof
  • Zinc ion near-infrared fluorescent probe as well as preparation method and application thereof
  • Zinc ion near-infrared fluorescent probe as well as preparation method and application thereof

Examples

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Effect test

Embodiment 1

[0035] A novel zinc ion near-infrared fluorescent probe with imidazole as a recognition group, its chemical structural formula is as follows:

[0036]

Embodiment 2

[0038] The above-mentioned preparation method using imidazole as the zinc ion near-infrared fluorescent probe of the recognition group comprises the following steps:

[0039] (1) 2mmol 3-(chloromethyl)-2-hydroxyl-5-methylbenzaldehyde and 4mmol N-benzyl-1-(1-methyl-1H-imidazol-2-yl)methanamine and 6mmol Potassium carbonate was fully reacted in anhydrous ethanol solution for 2 hours at room temperature, then 2 mmol of 1,2,3,3-tetramethyl-3H-indole iodide was added, heated to reflux for 2 hours, and then placed at room temperature;

[0040] (2) The crude product is obtained after filtering the mixed solution, and the crude product is purified by silica gel column chromatography to obtain the product fluorescent probe S2;

Embodiment 3

[0042] The above-mentioned preparation method using imidazole as the zinc ion near-infrared fluorescent probe of the recognition group comprises the following steps:

[0043] (1) Mix 1mmol 3-(chloromethyl)-2-hydroxyl-5-methylbenzaldehyde with 2mmol N-benzyl-1-(1-methyl-1H-imidazol-2-yl)methanamine and 6mmol Potassium carbonate was fully reacted in absolute ethanol solution for 2.5 hours at room temperature, then 1 mmol of 1,2,3,3-tetramethyl-3H-indole iodide was added, heated to reflux for 2.5 hours, and then placed at room temperature;

[0044] (2) The crude product is obtained after filtering the mixed solution, and the crude product is purified by silica gel column chromatography to obtain the product fluorescent probe S2;

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Abstract

The invention discloses a zinc ion fluorescent probe as well as a preparation method and application thereof. A hemi-cyanine derivative is modified to synthesize a near-infrared fluorescent molecular probe capable of specifically reacting with zinc ions, and the fluorescent probe can generate an obvious optical effect after being combined with zinc ions, can effectively position the intra-cellular zinc ions, and can be used for detecting abnormality of intra-cellular zinc ions.

Description

technical field [0001] The invention specifically relates to a zinc ion near-infrared fluorescent probe and its preparation method and application. The zinc ion near-infrared fluorescent probe of the invention uses imidazole as a recognition group and belongs to the technical field of cell detection and analysis. Background technique [0002] Zinc is one of the essential trace metal ions for the human body. It exists widely in cells and plays an important role in human cell gene expression, metabolism, neurotransmission, and body immunity. also play an important role. Too high or too low zinc concentration can cause some diseases, for example, the lack of zinc ions can lead to physical growth retardation, Alzheimer's disease and other nervous system diseases; and excessive zinc ions can inhibit the activity of phagocytes and Its bactericidal ability, thereby reducing the body's disease resistance and increasing the body's susceptibility to disease. Therefore, the effective...

Claims

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Application Information

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IPC IPC(8): C07D491/107C09K11/06G01N21/64
CPCC07D491/107C09K11/06G01N21/6428C09K2211/1033C09K2211/1044G01N2021/6432
Inventor 李达谅张兰兰邓威力余舒婷
Owner FUJIAN NORMAL UNIV
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