Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Fluorescent probe molecule for detecting hydrogen peroxide based on benzopyran nitrile, preparation method and application

A technology of benzopyran nitrile and hydrogen peroxide, which is applied in the field of preparation and fluorescent probe molecules, can solve the problems of easily interfered with fluorescent background, limited probe application, interference, etc., and achieves high sensitivity, good penetration ability, and toxic and side effects. small effect

Inactive Publication Date: 2019-05-28
YUNNAN UNIV
View PDF2 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Most of the fluorophores used in the common hydrogen peroxide fluorescent probe test method are based on boronate as the recognition group, and their emission wavelengths are mostly in the blue and green light regions. This wavelength cannot penetrate biological tissues for imaging, but is easy to interfere Fluorescent background, and active oxygen free radicals such as peroxynitroso and hydroxyl radicals interfere with the specific recognition of this type of probe, which greatly limits the application of the probe

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Fluorescent probe molecule for detecting hydrogen peroxide based on benzopyran nitrile, preparation method and application
  • Fluorescent probe molecule for detecting hydrogen peroxide based on benzopyran nitrile, preparation method and application
  • Fluorescent probe molecule for detecting hydrogen peroxide based on benzopyran nitrile, preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] Embodiment 1: Synthesis of fluorescent probe molecules based on benzopyranonitrile hydrogen peroxide detection

[0046] For specific synthetic routes, see figure 1 .

[0047] (1) Preparation of Compound 5: Dissolve 1-(2-hydroxyphenyl)ethanone (10.0 g, 73.5 mmol) and sodium (8.00 g, 0.34 mmol) in 200 mL of ethyl acetate, and stir vigorously at room temperature for 4 hours. After the reaction, the obtained gray-green solid was filtered, dissolved in deionized water, and the pH of the solution was adjusted to neutral with saturated NaOH. The obtained aqueous solution was extracted three times with ethyl acetate, and the organic phase was dried with anhydrous sodium sulfate and filtered, and then distilled under reduced pressure to obtain a solid substance that was compound 5 as a brown solid, and the resulting crude product was directly used in the next step without further purification. The yield was 53%.

[0048] (2) Preparation of Compound 4: Slowly add 4.6 mL of su...

Embodiment 2

[0052] Embodiment 2: The hydrogen peroxide detection fluorescent probe molecule based on benzopyranonitrile is to the selectivity of hydrogen peroxide ultraviolet detection

[0053] DMSO (dimethyl sulfoxide): PBS (0.01mol / L, pH=7.4) = 7:3 (v:v) solution was used to control the experimental conditions.

[0054] The hydrogen peroxide detection fluorescent probe molecule based on benzopyranonitrile is dissolved with the solvent of DMSO:PBS=7:3 (v:v) and settled in a volumetric flask of 100mL, and the molecular concentration of the fluorescent probe is prepared as 20 μmol / L solution.

[0055] The sample vials were divided into 14 groups, and each sample vial of each group was added with 5 mL concentration of 20 μmol / L DMSO:PBS (0.01 mol / L, pH=7.4 ) = 7:3 (v:v) solution, the first bottle of solution was used as a blank group, and 22 μL of ClO with a concentration of 0.01mol / L were added to the other 13 groups - ,H 2 o 2 ,·OH,TBHP,O 2 1 ,O 2 ·- ,·NO,GSH,Hcy,Cys,S 2- , ONOO ...

Embodiment 3

[0057] Embodiment 3: The hydrogen peroxide detection fluorescent probe molecule based on benzopyranonitrile is to the selectivity of hydrogen peroxide fluorescence detection

[0058] DMSO (dimethyl sulfoxide): PBS (0.01mol / L, pH=7.4) = 7:3 (v:v) solution was used to control the experimental conditions.

[0059] The hydrogen peroxide detection fluorescent probe molecule based on benzopyranonitrile is dissolved with the solvent of DMSO:PBS=7:3 (v:v) and settled in a volumetric flask of 100mL, and the molecular concentration of the fluorescent probe is prepared as 20 μmol / L solution.

[0060] The sample vials were divided into 14 groups, and each sample vial of each group was added with 5 mL concentration of 20 μmol / L DMSO:PBS (0.01 mol / L, pH=7.4 ) = 7:3 (v:v) solution, the first bottle of solution was used as a blank group, and 22 μL of ClO with a concentration of 0.01mol / L were added to the other 13 groups - ,H 2 o 2 ,·OH,TBHP,O 2 1 ,O 2 ·- ,·NO,GSH,Hcy,Cys,S 2- , ONOO...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to a fluorescent probe molecule for detecting hydrogen peroxide based on benzopyran nitrile, a preparation method and application. The structure of the fluorescent probe moleculeis shown in the following description. The invention further discloses the preparation method of the fluorescent probe molecule for detecting the hydrogen peroxide based on the benzopyran nitrile, and application in detection of the hydrogen peroxide in water body samples, cells, nematode bodies, zebrafish bodies, and the like.

Description

technical field [0001] The invention belongs to organic functional materials, and relates to a fluorescent probe molecule for detecting trace substances, a preparation method and an application. Background technique [0002] Hydrogen peroxide is a member of the active oxygen family and is closely related to the life process of organisms. Reports have shown that endogenous hydrogen peroxide in cells is mainly produced through the process of mitochondrial electron transport chain in aerobic respiration in cells. messenger molecules. At the same time, studies have found that hydrogen peroxide is involved in pathological and physiological processes including wound healing, immunity and stem cell proliferation, and abnormal hydrogen peroxide metabolism levels in cells are closely related to many diseases, such as inflammation, aging, cancer, diabetes and neurodegeneration disease. [0003] Most of the fluorophores used in the common hydrogen peroxide fluorescent probe test met...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C09K11/06C07D311/04G01N21/64A61K49/00
Inventor 周莹何艳琪陈秋玲乔怡木
Owner YUNNAN UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com