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A kind of reactive mercapto compound probe and preparation method thereof

A sulfhydryl compound and compound technology, applied in chemical instruments and methods, organic chemistry, fluorescence/phosphorescence, etc., can solve the problems of small capillary diameter, affecting separation reproducibility, difficult operation, etc., and achieve the effect of significant enhancement of fluorescence intensity.

Active Publication Date: 2019-03-15
XUCHANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The colorimetric method is based on the color reaction to generate colored compounds, and generally includes two steps: first, select an appropriate color reagent to react with the component to be tested to form a colored compound, and then compare or measure the color of the colored compound Depth, in this process, the acidity of the solution, the amount of chromogen, temperature, solvent, etc. all have an impact on the color reaction, and the sensitivity and accuracy of the measurement are poor; It is a widely used method, but it is sensitive to the acidity and temperature of the sample solution and is not easy to operate; the enzyme cycle method is a method for amplifying the measured substance by using the substrate specificity of the enzyme, but the amount of tool enzyme used is large and the cost is relatively high. High; capillary electrophoresis is an electrophoretic separation analysis method that uses elastic quartz capillary as the separation channel, uses high-voltage direct current electric field as the driving force, and realizes separation according to the differences in mobility and distribution behavior among the components in the sample. The diameter of the capillary is small , so that the optical path is too short, the sensitivity is low, and the electroosmosis will change due to the composition of the sample, which will affect the reproducibility of the separation; the HPLC method has high accuracy and simple sample processing, but it is limited by the chromatographic column and takes a long time

Method used

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  • A kind of reactive mercapto compound probe and preparation method thereof
  • A kind of reactive mercapto compound probe and preparation method thereof
  • A kind of reactive mercapto compound probe and preparation method thereof

Examples

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Embodiment 1

[0046] (1) Preparation of compound 1

[0047] Add 40 mL of toluene to a 150 mL round bottom flask, then add 11.0 g (0.1 mol) of resorcinol and 14.8 g (0.1 mol) of phthalic anhydride, stir to dissolve, stir and reflux for 5 hours, and gradually generate a solid, which is filtered off with suction The solid was recrystallized from methanol to obtain an orange solid.

[0048] The synthetic route is as follows:

[0049]

[0050] (2) Preparation of acenaphthol

[0051] Add 5.0g (32mmol) acenaphthene into a 100mL three-necked flask, and then add 6.5mL phosphorus oxychloride (POCl 3 ) Slowly add 13.5mL N,N-dimethylformamide (DMF) into the three-necked flask with a constant pressure funnel (the dripping is completed within 15 minutes), stir for 5 minutes and then slowly increase the temperature to 90~95℃, continue stirring 3 After hours, the reaction solution was obtained; the reaction solution was added to 270 mL of ice-water mixture, and a large amount of viscous solid appeared after stirr...

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Abstract

The invention discloses a reactive sulfhydryl compound probe and a preparation method of the probe. A sensing molecule releases a rhodamine dye molecule monomer based on a thiol participated disulfide bond cleavage reaction, the fluorescence intensity is significantly improved, an obvious color change is accompanied, and selected interfering ions and the like almost have no influence on a detection effect, so that specific recognition response to a sulfhydryl compound is realized, and a detection limit reaches 0.124 micrometers.

Description

Technical field [0001] The invention belongs to the technical field of organic synthesis, and specifically relates to a reactive sulfhydryl compound probe and a preparation method thereof. Background technique [0002] Many proteins and small molecules in organisms contain sulfhydryl groups, such as glutathione (GSH), cysteine ​​(Cys) and homocysteine ​​(Hcy). The sulfhydryl group plays an extremely important role in the antioxidant system of the cells in the organism. It can prevent the cells in the organism from oxidative damage. Medical research has shown that glutathione and cysteine ​​are related to many diseases, such as renal failure, Alzheimer's disease, etc. The changes in their content in the body can be used as the basis for the diagnosis of these diseases, so the development of selective detection of cysteine The detection method of acid is particularly important. [0003] At present, there are many methods for determining the content of amino acids, such as colorimet...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D493/10C09K11/06G01N21/64
CPCC07D493/10C09K11/06C09K2211/1007C09K2211/1029C09K2211/1088G01N21/643
Inventor 许志红侯旭锋李博伦李振升谢文
Owner XUCHANG UNIV
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