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Chelating type zinc ion fluorescent probe as well as preparation method and biological application thereof

A fluorescent probe, zinc ion technology, applied in fluorescence/phosphorescence, chemical instruments and methods, material analysis by optical means, etc., can solve problems such as complex preparation process, and achieve the effect of simple preparation process and safe operation

Pending Publication Date: 2022-03-01
FUJIAN NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The patent application number CN202110976185.X "A near-infrared fluorescent probe for detecting zinc ions and its preparation method and application" specifically discloses that rhodamine hemicyanine is used as a fluorophore, and 7-hydroxy-4-formazan Coumarin aldehyde is used as the recognition group, which realizes the specific recognition response to zinc ions, but the preparation process of the fluorescent probe in this invention involves adding various irritating substances such as concentrated sulfuric acid, perchloric acid, and methylene chloride. and corrosive organic chemical reagents, the preparation process is complex

Method used

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  • Chelating type zinc ion fluorescent probe as well as preparation method and biological application thereof
  • Chelating type zinc ion fluorescent probe as well as preparation method and biological application thereof
  • Chelating type zinc ion fluorescent probe as well as preparation method and biological application thereof

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Effect test

Embodiment 1

[0038] A kind of chelated zinc ion fluorescent probe, its chemical structural formula is as follows:

[0039]

Embodiment 2

[0041] The preparation method of above-mentioned chelated zinc ion fluorescent probe comprises the steps:

[0042] (1) 2mmol 3-(chloromethyl)-2-hydroxyl-5-methylbenzaldehyde and 4mmol 2-(pyridin-2-yl)-N-(pyridin-2-ylmethyl)ethane-1- Amine and 6mmol potassium carbonate in anhydrous ethanol solution, fully reacted at room temperature for 2 hours, then added 2mmol 1,2,3,3-tetramethyl-3H-indole iodide, heated to reflux for 2 hours, then placed at room temperature ;

[0043] (2) After filtering the mixed solution to obtain a crude product, the crude product was purified by silica gel column chromatography to obtain the product chelated zinc ion fluorescent probe.

Embodiment 3

[0045] The preparation method of above-mentioned chelated zinc ion fluorescent probe comprises the steps:

[0046] (1) Mix 1mmol 3-(chloromethyl)-2-hydroxyl-5-methylbenzaldehyde with 2mmol 2-(pyridin-2-yl)-N-(pyridin-2-ylmethyl)ethane-1- Amine and 3mmol potassium carbonate were fully reacted for 2.5h at room temperature in absolute ethanol solution, then 1mmol 1,2,3,3-tetramethyl-3H-indole iodide was added, heated to reflux for 2.5h, and placed to room temperature;

[0047] (2) After filtering the mixed solution to obtain a crude product, the crude product was purified by silica gel column chromatography to obtain the product chelated zinc ion fluorescent probe.

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Abstract

The invention discloses a chelating type zinc ion fluorescent probe and a preparation method and application thereof, a hemicyanine derivative is modified to synthesize a near-infrared light fluorescent molecular probe capable of specifically reacting with zinc ions, the fluorescent probe can generate an obvious optical effect after being combined with the zinc ions, and the fluorescent probe can be used for detecting the zinc ions. The intracellular zinc ion fluorescent probe can be effectively positioned, and can be used for detecting abnormity of the intracellular zinc ions.

Description

technical field [0001] The invention specifically relates to a chelated zinc ion fluorescent probe and a preparation method and application thereof, belonging to the technical field of cell detection and analysis. Background technique [0002] Most physiological and pathological processes in living systems are balanced by the presence of some d-block metal elements, among which zinc is the second most abundant transition metal ion after iron in the human body. A large number of literatures have reported that zinc ion is one of the most important cations in the catalytic centers and structural cofactors of many zinc-containing enzymes and DNA-binding proteins such as transcription factors. The vast majority of zinc ions are tightly bound to protein scaffolds and play key catalytic or structural roles. In recent years, numerous experiments have demonstrated that zinc is an important factor in many biological processes, such as cell activation, gene transcription, immune funct...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/107C09K11/06G01N21/64
CPCC07D491/107C09K11/06G01N21/6428C09K2211/1029C09K2211/1033
Inventor 李达谅张兰兰余舒婷邓威力
Owner FUJIAN NORMAL UNIV
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