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Micromolecular electrochemical probe and synthetic method and application thereof

A synthetic method and electrochemical technology, applied in the fields of biomedicine and life sciences, to achieve the effects of good stability, rapid and sensitive response, and excellent selectivity

Inactive Publication Date: 2014-05-28
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The small molecule electrochemical probe of the present invention is used for the electrochemical detection of mercapto compounds, which effectively overcomes the shortcomings of the prior art, such as complex operation, cumbersome operation, and the need for electrode modification, and realizes high selectivity, high sensitivity, convenience, and low cost of mercapto compounds. Quick detection of cost

Method used

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  • Micromolecular electrochemical probe and synthetic method and application thereof
  • Micromolecular electrochemical probe and synthetic method and application thereof
  • Micromolecular electrochemical probe and synthetic method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Embodiment 1: The synthetic route of small molecule electrochemical probe:

[0027] a. Add 3.5g of o-phenylenediamine, 13.0g of potassium thiocyanate, and 200mL of methanol into the container, and add bromine solution in methanol under the condition of a dry-ice acetone low-temperature bath. After the reaction is completed, stir at room temperature for 1.5h, suction filter, and filter Pour into 400mL of water, add 25mL of ammonia water to the filtrate after suction filtration, suction filtration, washing with water, and drying to obtain a yellow intermediate (I): 4,5-bis(isothiocyano)-1,2-o-phenylenediamine , its structural formula is as follows:

[0028]

[0029] The methanol solution of bromine is 3mLBr 2 Dissolve in 50mL methanol.

[0030] b. Weigh 3.0g of the above intermediate (I) and 5.5g of sodium sulfide, add 150mL of water, heat in an oil bath at 70°C for 0.5h, add 1.5mL of carbon disulfide in an ice-water bath, after the reaction is complete, heat in an o...

Embodiment 2

[0043] Embodiment 2: the chemical performance of small molecule electrochemical probe

[0044] Instruments and reagents

[0045] CHI832B electrochemical analyzer (Shanghai Chenhua Instrument Factory); all electrochemical experiments used a three-electrode system, with platinum wire as the auxiliary electrode, Ag / AgCl (saturated KCl) electrode as the reference electrode, and a bare gold electrode as the working electrode ( Diameter: 2.0mm). Differential pulse voltammetry experiments were performed in conventional electrochemical cells at room temperature. Before the experiment, the bare gold electrode was first immersed in a mixed solution of sulfuric acid and hydrogen peroxide (H 2 SO 4 :H 2 o 2 =7:3) Soak for 10-20min, then fully grind, then ultrasonically 1-2min with ethanol and double distilled water, and finally scan CV (0.1-0.5V) with 0.1mol / L sulfuric acid solution, repeat several times until When a stable CV image appears, take it out, wash it with distilled water...

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Abstract

The invention provides a micromolecular electrochemical probe which can be used in the field of biomedical and life science to detect a sulfhydryl compound and a synthetic method and an application thereof. The name of the micromolecular electrochemical probe is [1,3]dithioheterocyclopentadiene[4,5-f]-2,1,3-benzoselenadiazole-6-thioketone. The micromolecular electrochemical probe is characterized in that the structure of the micromolecular electrochemical probe contains a sensitive sulfhydryl reaction group; and the active group has a sensitive electrochemical signal and also can undergo a specific reaction with a sulfhydryl compound. Thus, high-sensitivity and high-selectivity detection of the sulfhydryl compound can be realized by the utilization of the probe substance of the above type. The micromolecular probe has advantages of simple structure, simple synthesis, good stability, sensitive electrochemical signal and rapid and sensitive response to sulfydryl substances, will not be influenced by other common interfering molecules, has excellent selectivity, and can be applied in electrochemical detection of sulfhydryl compounds in biological systems.

Description

technical field [0001] The invention belongs to the technical field of biomedicine and life sciences, and in particular relates to a small molecular electrochemical probe for detecting mercapto compounds and its synthesis method and application. Background technique [0002] Sulfhydryl compounds with biological activity, such as L-cysteine ​​(L-Cys), homocysteine ​​(Hcy) and glutathione (GSH), widely exist in various tissues, cells and body fluids in vivo. It plays an important role in maintaining and exerting the normal physiological functions of the body. Among them, as the most abundant non-protein sulfhydryl compound in cells—reduced glutathione (GSH), since it was first discovered by Hopkins in 1921, its content in human tissues and cells and its relationship with various diseases It has attracted much attention and been extensively studied. Studies have found that changes in physiological glutathione concentration are closely related to various diseases, such as Alzh...

Claims

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Application Information

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IPC IPC(8): C07D517/04G01N27/48G01N33/53
CPCG01N27/48G01N33/53G01N33/68C07D517/04
Inventor 王卫柳士霞希尔维奥·迪科廷斯
Owner QINGDAO UNIV OF SCI & TECH