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Reaction type cysteine probe and preparation method thereof

A cysteine, reactive technology, applied in the direction of chemical instruments and methods, instruments, analytical materials, etc.

Active Publication Date: 2017-08-01
XUCHANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Therefore, people have invested a lot of energy to study rapid, sensitive and selective detection of cysteine ​​and homocysteine. The technologies that have been applied include high performance liquid chromatography, capillary electrophoresis, electrochemical detection, optical analysis, and mass spectrometric identification, these methods can monitor cysteine ​​and homocysteine ​​in vitro, but cannot be monitored in living cells

Method used

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  • Reaction type cysteine probe and preparation method thereof
  • Reaction type cysteine probe and preparation method thereof
  • Reaction type cysteine probe and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] (1) Preparation of compound 1

[0038] Add 40mL of toluene to a 150mL round-bottomed flask, then add 11.0g (0.1mol) of resorcinol and 14.8g (0.1mol) of phthalic anhydride, stir to dissolve, stir and reflux for 5 hours, gradually form a solid, and filter it out The solid was recrystallized from methanol to give an orange solid.

[0039] The synthetic route is as follows:

[0040]

[0041] (2) Preparation of acenaphthylphenol

[0042] Add 5.0g (32mmol) of acenaphthene to a 100mL three-neck flask, then add 6.5mL of phosphorus oxychloride (POCl 3 ) was slowly added into the three-necked flask with a constant pressure funnel (the dropwise addition was completed within 15 minutes), and then 13.5mL of N,N-dimethylformamide (DMF) was added, and after stirring for 5 minutes, the temperature was slowly raised to 90-95°C, and the stirring was continued After 3 hours, the reaction solution was obtained; the reaction solution was added to 270 mL of ice-water mixture, and a lar...

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Abstract

The invention discloses a reaction type cysteine probe and a preparation method thereof. According to the preparation method, rhodamine derivatives are taken as fluorophores, and an acrylate structure is taken as a specific reaction group of cysteine; the probe is very weak in fluorescent light, but the fluorescent light of the probe is enhanced after the probe reacts with the cysteine, so that the probe can be used for detecting the cysteine. The probe can more rapidly react with the cysteine in a PBS 7.4 (30% ethanol) system, and has good selectivity and higher sensitivity; the probe can be applied to fluorescence detection, visual qualitative detection and cell imaging detection which are carried out for determining the content of the cysteine in biological and environmental systems.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and in particular relates to a reactive cysteine ​​probe and a preparation method thereof. Background technique [0002] Amino acids are the basic substances that make up proteins and are closely related to the life activities of organisms. Cysteine ​​(Cys) and homocysteine ​​(Homocysteine, Hey) are two amino acids that contain thiol (-SH) and have very little structural difference. They play an important role in physiological processes. Medical research has shown that they It is related to many diseases, such as renal failure, Alzheimer's disease, Parkinson's disease, cardiovascular disease, coronary heart disease, and their content changes in organisms can be used as the basis for the diagnosis of these diseases. Therefore, people have invested a lot of energy to study rapid, sensitive and selective detection of cysteine ​​and homocysteine. The technologies that have been applied inc...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D493/10C09K11/06G01N21/64
CPCC07D493/10C09K11/06C09K2211/1088G01N21/6428
Inventor 侯旭锋许志红李博伦李亚娟李静
Owner XUCHANG UNIV
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