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A zinc ion detection fluorescent probe based on purine parent and its preparation method and application

A fluorescent probe and zinc ion technology, applied in the field of fluorescent probes, can solve the problems of complex sample pretreatment, high price, and long measurement time, and achieve good portability and stability, simple method, and short response time.

Active Publication Date: 2021-12-07
JIANGSU UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] At present, the commonly used zinc ion detection methods include atomic absorption spectrometry (AAS), atomic emission spectrometry (AES), inductively coupled plasma mass probe and electrochemical methods, etc., but these test methods are expensive and the sample pretreatment is complicated. Relatively long measurement times and the need for specialized operators

Method used

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  • A zinc ion detection fluorescent probe based on purine parent and its preparation method and application
  • A zinc ion detection fluorescent probe based on purine parent and its preparation method and application
  • A zinc ion detection fluorescent probe based on purine parent and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] The zinc ion fluorescent probe compound based on the purine parent is prepared by the following method:

[0049] 1. Preparation of 8-formyl-4-methylumbelliferone

[0050] In a 100mL round bottom flask, 4-methylumbelliferone (1.06g, 6mmol) and urotropine (1.96g, 14mmol) were added to 15mL of acetic acid, stirred at 70°C for 7h, after the reaction was complete, Cool to room temperature, then add 20% hydrochloric acid aqueous solution (15mL), continue heating reaction at 70°C for 45min, after the reaction is complete, cool the reactant to room temperature, remove the organic solvent by distillation under reduced pressure, PE / EA (v / v, 3 / 1) was eluted, and after the solvent was distilled off under reduced pressure, 8-formyl-4-methylumbelliferone was dried to obtain 8-formyl-4-methylumbelliferone as a light yellow solid (0.541g, yield 44%).

[0051] 2. Preparation of intermediate II (6-chloro-N4-(naphthalene-1-yl)pyrimidine-4,5-diamine)

[0052] In a 100 mL round bottom fla...

Embodiment 2

[0070] The fluorescent probe for zinc ion detection prepared in Example 1 was made into a 1mM probe stock solution with DMSO, each metal ion was configured into a 3mM metal ion stock solution with deionized water, and added to a 3mL blank solution DMSO-H 2 Add 30 μL of probe stock solution and 50 μL of metal ion stock solution to O (v / v=9:1) and detect with fluorescence spectrometer and ultraviolet spectrophotometer. The test shows that the maximum excitation wavelength of the fluorescent probe is 384 nm, the maximum The emission wavelength is 484nm, and the specific test results are as follows:

[0071] Take two cuvettes, add 3mL blank solution DMSO-H respectively 2 Neutralize 30 μL of the probe stock solution with O (v / v=9:1), add 50 μL of the zinc ion stock solution to one of the cuvettes, and do not add the zinc ion stock solution to the other cuvette for UV spectrum testing. Experimental results such as figure 1 As shown, the fluorescent probe compound itself has a stro...

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Abstract

The invention discloses a zinc ion detection fluorescent probe based on a purine parent and its preparation method and application. The structural formula of the fluorescent probe is shown in the following formula I. The present invention uses purine derivatives and 8-formyl-4-methylumbelliferone as fluorescent groups, and hydrazine hydrate as a linking group, and the prepared fluorescent probe is sensitive to Zn in solution. 2+ Showing high sensitivity and high selectivity, the probe of the present invention can also detect zinc ions in a solid state; the preparation method of the fluorescent probe is simple, the raw materials are easy to obtain, and the resulting product is a solid powder, which is easy to store and has broad application prospects , can be used in large-scale production.

Description

technical field [0001] The invention belongs to the technical field of fluorescent probes, and in particular relates to a zinc ion detection fluorescent probe based on a purine parent and its preparation method and application. Background technique [0002] Zinc ions (Zn 2+ ) is widely present in the human body and is one of the essential trace elements for living organisms, which has important physiological functions. However, unreasonable intake of zinc ions can lead to nervous system disorders and many diseases such as Alzheimer's disease, immunodeficiency and epilepsy. Therefore, the selective recognition and effective detection of free zinc ions is of great significance for related research in the fields of chemistry, biology, clinical medicine and agronomy. [0003] At present, the commonly used zinc ion detection methods include atomic absorption spectrometry (AAS), atomic emission spectrometry (AES), inductively coupled plasma mass probe and electrochemical methods...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D473/34C09K11/06G01N21/64
CPCC07D473/34C09K11/06C09K2211/1074C09K2211/1088C09K2211/1092G01N21/643G01N2021/6417G01N2021/6432
Inventor 许海燕杭懿刘冬兰陆鸿飞
Owner JIANGSU UNIV OF SCI & TECH
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