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

Fluorescent probe for detecting cysteine and application thereof

A fluorescent probe, cysteine ​​technology, applied in the field of analytical chemistry, can solve the problems of complex instruments, unsuitable for real-time detection of Cys, etc., and achieve the effect of simple post-processing process and broad application prospects.

Inactive Publication Date: 2019-08-23
UNIV OF JINAN
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most of these require complex instrumentation
In particular, these techniques are generally not suitable for real-time detection of Cys under normal physiological conditions.

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 for detecting cysteine and application thereof
  • Fluorescent probe for detecting cysteine and application thereof
  • Fluorescent probe for detecting cysteine and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Example 1 Synthesis of Fluorescent Probes

[0026] Weigh 9,10-phenanthrenequinone (146 mg, 0.7mM, 1eq), 6-hydroxybenzaldehyde (362 mg, 2.1mM, 3 eq), ammonium acetate (185 mg, 1.05 mM, 1.5 eq) in 20 ml of acetic acid, heated to reflux at 110°C for 10 h. Use a TCL plate to detect the reaction. After the reaction is complete, cool to room temperature and pour into water for suction filtration. The obtained crude product is separated with a silica gel column. The silica gel particle size is 200-300 mesh, and the eluent is ethyl acetate / petroleum ether=1: 2. The eluent was spin-dried under reduced pressure to obtain compound 1: , the yield is 67%;

[0027] Dissolve compound 1 (169 mg, 0.47 mM, 1 eq) in 5 ml of dichloromethane, add 2 drops of triethylamine, add acryloyl chloride (72 mg, 0.7 mM, 1.5 eq) dropwise at 0°C, and react at room temperature for 5 h , use a TCL plate to detect the reaction. After the reaction is complete, the solvent is spin-dried under reduced pre...

Embodiment 2

[0028] Example 2 Responses of fluorescent probes to different concentrations of cysteine

[0029] The cysteine ​​fluorescent probe prepared in Example 1 was dissolved in dimethyl sulfoxide (DMSO) to prepare a 1 mmol / L stock solution. Take 20 μL from the stock solution and add it to a 4 mL centrifuge tube, add different equivalents (0-20 eq) of Cys standard solution, use PBS buffer solution (0.1 mol / L, pH=7.5) and DMF volume ratio of 9 :1 solution was diluted to 2 mL, and its fluorescence properties were measured. Fluorescence spectra such as figure 2 shown. Depend on figure 2 It can be seen that with the addition of Cys concentration, the fluorescence intensity gradually increases at 414 nm.

Embodiment 3

[0030] Example 3 Selectivity of fluorescent probes to different ions

[0031] Take 20 μL from the fluorescent probe stock solution in Example 2 and add it to a 4 mL centrifuge tube, add equimolar amounts of different competitor molecule standard solutions, one of which is added with an equimolar amount of Cys standard solution, and detect after 30 min The fluorescence emission spectrum of the solution changes, image 3 It can be found that other ions have almost no effect on the fluorescence of the compound, but the addition of Cys solution significantly changes the fluorescence of the compound.

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 provides a fluorescent probe for detecting cysteine. The probe has the chemical structural formula shown in the specification. The probe can be obtained by carrying out a reaction of thereaction product of 9,10-phenanthrenequinone, 6-hydroxy-2-naphthaldehyde and ammonium acetate with acryloyl chloride. The probe can realize the high sensitivity and high selectivity of a cysteine probe, and can be used as an indicator for indicating the change of cysteine in an aqueous solution and inside biological cells, and can perform the real-time qualitative and quantitative visual colorimetry detection. The probe is a simple, rapid and sensitive cysteine specific detection reagent, and has broad application prospects in the biomolecule detection field.

Description

technical field [0001] The invention belongs to the technical field of analytical chemistry, and in particular relates to a fluorescent probe for detecting cysteine ​​and an application thereof. Background technique [0002] Cysteine ​​(Cys) is a common amino acid in organisms, which can be synthesized under normal physiological conditions of the human body. Cysteine ​​is the only amino acid containing a reducing sulfhydryl group among the twenty natural amino acids, and it is the central substance of sulfur metabolism in cells. In animal cells, Cys is involved in a large number of life processes such as peptide chain synthesis and folding, redox balance regulation, cell signal transduction, detoxification, apoptosis, etc., and plays an indispensable and important role in living systems. Cysteine ​​deficiency may increase the risk of some diseases. Such as cancer, skin lesions, hair loss, psychoneuropathy and immune dysfunction. In addition, studies have shown that when t...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07D235/02C09K11/06G01N21/64
CPCC07D235/02C09K11/06C09K2211/1011C09K2211/1044G01N21/6428G01N21/643G01N21/6447
Inventor 林伟英王利任明光李子红代礼旋
Owner UNIV OF JINAN
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