Anthracene derivative fluorescent probe as well as synthesis method and application of anthracene derivative fluorescent probe to H2S detection

A technology of fluorescent probes and anthracene derivatives, which is applied in the field of medical detection, can solve the problems of limited fluorescent probes, and achieve the effects of strong repeatability, mild experimental environment, and good yield

Inactive Publication Date: 2018-04-20
南京华漫新材料科技有限公司
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  • Abstract
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  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

So far, it is possible to treat H in aqueous solution 2 S Fluorescent probes for real-time detection are still limited

Method used

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  • Anthracene derivative fluorescent probe as well as synthesis method and application of anthracene derivative fluorescent probe to H2S detection
  • Anthracene derivative fluorescent probe as well as synthesis method and application of anthracene derivative fluorescent probe to H2S detection
  • Anthracene derivative fluorescent probe as well as synthesis method and application of anthracene derivative fluorescent probe to H2S detection

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] The synthetic method of anthracene derivative fluorescent probe NLN comprises the following steps:

[0022]

[0023] Step i. Phosphorus oxychloride was added dropwise to dimethylformamide under ice bath at 0°C, and then 2-hydroxyanthracene (5mmol) dissolved in dimethylformamide (5mmol) was added dropwise to the above mixture The reaction was gradually raised to room temperature and stirred for 2 hours, and then the reaction flask was transferred to a 60°C oil bath for 10 hours of reaction. After the reaction, the reaction solution was poured into ice water, neutralized with sodium carbonate to pH = 7, filtered, the solid was washed with cold ethanol and distilled water successively, and dried to obtain compound 2.

[0024] Step ii. Compound 2 (2 mmol) and compound thiosemicarbazide (2 mmol) were sequentially added into a 25 mL round bottom flask containing ethanol under stirring. Stirred and refluxed for 8 hours, filtered to obtain a solid crude product, and recryst...

Embodiment 2

[0028] In vitro test experiment of fluorescent probe NLN

[0029] The fluorescent probe NLN synthesized in Example 1 was mixed with Cu in 20mM HEPES buffer (pH 7.4, 0.5%DMSO, 25°C 2+ The emission and absorption properties of the reacted solution were studied. Such as figure 1 As shown, 50 μM Cu was added to the NLN solution 2+ The absorption band at 300-400nm drops after giving the concentration range figure which cannot be seen. Cu was added to the NLN solution 2+ After the evaluation of the changes in the fluorescence emission spectrum of the solution, it can be obtained that the free fluorescent probe emits strong fluorescence under physiological pH conditions. –1 )a~j:0,1.0,2.0,3.0,4.0,5.0,6.0,7.0,8.0,9.0] added Cu 2+ After (1.0equiv), it will cause the fluorescence to be completely quenched, which means that the probe NLN reacts to Cu through the Turn-off mechanism 2+ identification was carried out where the pH value of the solution was 7.43 for NLN and Cu 2+ The r...

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Abstract

The invention provides an anthracene derivative fluorescent probe as well as a synthesis method and application of the anthracene derivative fluorescent probe to H2S detection. A structural formula ofthe anthracene derivative fluorescent probe is shown as a formula X. The synthesis method comprises the steps: firstly, reacting phosphorus oxychloride with 2-hydroxyarthracene, and then, reacting areaction product with thiosemicarbazide. The anthracene derivative fluorescent probe has an effect on rapidly detecting hydrogen sulfide in water.

Description

technical field [0001] The invention relates to the technical field of medical detection, in particular to a fluorescent probe of anthracene derivatives and its preparation method and 2 Application in S detection. Background technique [0002] Hydrogen sulfide (H 2 S) is a poisonous gas with the smell of rotten eggs, slightly soluble in water, HS - The pKa is 6.9, S 2- The pKa is greater than 14. In industrial applications, residual H 2 S often diffuses widely in the environment. However, in humans, H 2 S is the third type of endogenous gas following CO and NO, and plays an important role in organisms, such as H 2 S not only has the function of vascular release agent but also is an energy regulation factor, which is closely related to cardiovascular regulation and inflammatory response mechanism; once in vivo H 2 The imbalance of S content will cause various diseases, such as Alzheimer's disease, Down's syndrome and diabetes. Therefore, scientists have analyzed the ...

Claims

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Application Information

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IPC IPC(8): C07C337/08C09K11/06G01N21/64
CPCC07C337/08C09K11/06C09K2211/1011G01N21/6428G01N21/6486
Inventor 许驰名王忠长顾军朱海亮
Owner 南京华漫新材料科技有限公司
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