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A fluorescent probe for detecting glutathione and its preparation method and application

A fluorescent probe and glutathione technology, applied in the field of analysis and detection, can solve the problems of difficult to achieve accurate glutathione analysis, fluorescent probe interference, etc., and achieve easy application and promotion, intuitive results, and strong anti-interference. Effect

Active Publication Date: 2021-11-23
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this fluorescent probe is easily interfered by external substances, and it is difficult to achieve accurate analysis of glutathione.

Method used

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  • A fluorescent probe for detecting glutathione and its preparation method and application
  • A fluorescent probe for detecting glutathione and its preparation method and application
  • A fluorescent probe for detecting glutathione and its preparation method and application

Examples

Experimental program
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Effect test

Embodiment 1

[0046] Dissolve 0.077g 2-hydroxyethyl disulfide in anhydrous dichloromethane, under the protection of inert gas, dissolve 0.444g triphosgene and 400μL N,N-diisopropylethylamine in anhydrous dichloromethane After methane was slowly added dropwise, the reaction was first performed at a low temperature of 0°C for 20 minutes, then at room temperature for 4 hours, and then dried under reduced pressure to obtain a reaction intermediate product. Mix 250 μL of N,N-diisopropylethylamine and 0.537 g of (E)-2-(2-(6-hydroxy-2,3-dihydro-1H-anthracen-4-yl)vinyl)-1, 3,3-trimethyl-3H-indole-1-iodide was dissolved in anhydrous dichloromethane, and under the protection of an inert gas, the above reaction intermediate was dissolved in anhydrous dichloromethane and slowly added dropwise to In the solution, react at room temperature for 24 hours, remove the organic solvent by rotary evaporation, and purify by column chromatography (dichloromethane: ethyl acetate: methanol, V / V / V=8:4:1) to obtain g...

Embodiment 2

[0049] Dissolve 0.077g 2-hydroxyethyl disulfide in anhydrous dichloromethane, under the protection of inert gas, dissolve 0.474g triphosgene and 450μL N,N-diisopropylethylamine in anhydrous dichloromethane After methane was slowly added dropwise, the reaction was first performed at a low temperature of 10°C for 15 minutes, then at room temperature for 6 hours, and then dried under reduced pressure to obtain a reaction intermediate product. Mix 300 μL of N,N-diisopropylethylamine and 0.511 g of (E)-2-(2-(6-hydroxy-2,3-dihydro-1H-anthracen-4-yl)vinyl)-1, 3,3-trimethyl-3H-indole-1-iodide was dissolved in anhydrous dichloromethane, and under the protection of an inert gas, the above reaction intermediate was dissolved in anhydrous dichloromethane and slowly added dropwise to In the solution, react at room temperature for 18 hours, remove the organic solvent by rotary evaporation, and purify by column chromatography (dichloromethane: ethyl acetate: methanol, V / V / V=8:4:1) to obtain ...

Embodiment 3

[0052] Dissolve 0.077g 2-hydroxyethyl disulfide in anhydrous dichloromethane, under the protection of inert gas, dissolve 0.459g triphosgene and 500μL N,N-diisopropylethylamine in anhydrous dichloromethane After methane was slowly added dropwise, the reaction was performed at a low temperature of 5°C for 25 minutes, and then at room temperature for 5 hours, and then dried under reduced pressure to obtain a reaction intermediate product. Mix 200 μL of N,N-diisopropylethylamine and 0.524 g of (E)-2-(2-(6-hydroxy-2,3-dihydro-1H-anthracen-4-yl)ethenyl)-1, 3,3-trimethyl-3H-indole-1-iodide was dissolved in anhydrous dichloromethane, and under the protection of an inert gas, the above reaction intermediate was dissolved in anhydrous dichloromethane and slowly added dropwise to In the solution, react at room temperature for 20 hours, remove the organic solvent by rotary evaporation, and purify by column chromatography (dichloromethane: ethyl acetate: methanol, V / V / V=8:4:1) to obtain g...

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Abstract

The invention discloses a fluorescent probe for detecting glutathione, a preparation method and application thereof, and belongs to the technical field of analysis and detection. The fluorescent probe is 2,2'–((1E,1'E)‑(((((dithio(ethane‑2,1‑diyl))bis(oxy))bis(carbonyl))bis (Oxygen))bis(2,3-dihydro-1H-oxanthene-6,4-diyl))bis(ethylene-2,1-diyl))bis(1,3,3-trimethyl Base-3H-indol-1-ium) iodide, the structural formula is as shown in formula (I). Compared with the current fluorescence detection technology, the fluorescent probe of the present invention is easy to synthesize, the detection method is simple and the result is intuitive, and the qualitative and quantitative analysis of glutathione can be carried out through the fluorescence intensity, which has good accuracy and anti-interference It can be applied to the detection of glutathione in the fields of cosmetics and food.

Description

technical field [0001] The invention belongs to the technical field of analysis and detection, and in particular relates to a fluorescent probe for detecting glutathione, a preparation method and application thereof. Background technique [0002] Glutathione mainly exists in two forms, namely reduced glutathione (GSH) and oxidized glutathione (GSSG), among which reduced glutathione is the main form, so the commonly referred to as glutathione Glycine refers to reduced glutathione. Glutathione is a tripeptide composed of three amino acids (glutamic acid, cysteine, glycine). Food, cosmetics, health products and other fields. In the field of food, glutathione can prevent food from browning, prolong the shelf life, and enhance the taste of food. In the field of cosmetics, glutathione can not only whiten and prevent wrinkles, but also play an anti-aging role. In the field of health products, glutathione can remove free radicals in the body and play a role in detoxification. T...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D405/14C09K11/06G01N21/64
CPCC07D405/14C09K11/06C09K2211/1029C09K2211/1088G01N21/643
Inventor 曾钫王杰吴水珠
Owner SOUTH CHINA UNIV OF TECH
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