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Polymer fluorescent probe for detecting viscosity as well as preparation method and application thereof

A fluorescent probe and polymer technology, applied in fluorescence/phosphorescence, chemical instruments and methods, analytical materials, etc., can solve problems such as difficult to make optical accessories, restrict automatic detection, pollute the system to be tested, etc., and achieve good optical stability Sexuality, easy physical and chemical properties, high sensitivity effect

Active Publication Date: 2019-11-22
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In practical applications, small molecule fluorescent compounds have certain limitations: first, when mixing small molecule fluorescent substances with the system to be tested, it may contaminate the system to be tested, and the system to be tested is difficult to use in other aspects; Second, small molecular fluorescent substances are rarely used in optical instruments, because it is difficult to make optical accessories, which greatly restricts their automatic detection
However, there is no report on polymer fluorescent probes for detecting viscosity.

Method used

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  • Polymer fluorescent probe for detecting viscosity as well as preparation method and application thereof
  • Polymer fluorescent probe for detecting viscosity as well as preparation method and application thereof
  • Polymer fluorescent probe for detecting viscosity as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0061] Embodiment 1: the synthesis of macromolecule fluorescent probe

[0062] (1) Synthesis of compound ③

[0063] Weigh 0.6267g (2mmol) of 4-diethylamino ketoacid (①) and 0.3926g (4mmol) of cyclohexanone (②), dissolve in 5ml of concentrated sulfuric acid, heat at 85°C for 24h, and stop the reaction. Add the reacted solution dropwise to 300ml of distilled water for dilution, then add perchloric acid dropwise to the diluted system to produce precipitation, stop adding perchloric acid when no precipitation occurs, and then decompress Filter, and wash the acid on the surface of the product with distilled water in the state of suction filtration. The washed product was placed in a vacuum drying oven at room temperature and vacuum dried for 24 hours to obtain a pure and dry compound ③. Compound ③ is a green solid. The yield was 70%.

[0064]

[0065] (2) Synthesis of compound ⑤

[0066] Take 0.5g (1.3mmol) of compound ③ and 0.2673g (1.3mmol) of Fisher's aldehyde (④), disso...

Embodiment 2

[0078] Embodiment 2: Fluorescence spectra of fluorescent probes in different viscosity systems

[0079] A test mother solution of dimethyl sulfoxide (DMSO) with a concentration of 20 mg / ml of the polymer fluorescent probe obtained in Example 1 was prepared for use.

[0080] In the test solution, take 2ml solvents of glycerol and methanol in different ratios (glycerol:methanol=0:10, 1:9, 2:8, 3:7, 4:6, 5:5, 6:4, 7:3 , 8:2, 9:1, 10:0), then add the probe mother solution (final concentration is 0.2mg / ml), carry out fluorescence scanning (excitation wavelength 510nm, detection band 530-750nm), measure the relative Fluorescence intensity, such as image 3 shown. Depend on image 3 It can be seen that with the increase of solvent viscosity, the relative fluorescence intensity becomes stronger.

Embodiment 3

[0081] Example 3: Imaging of fluorescent probes in cervical cancer cells

[0082] A test mother solution of dimethyl sulfoxide (DMSO) with a concentration of 100 μg / ml of the polymer fluorescent probe obtained in Example 1 was prepared for use.

[0083] Inoculate appropriate density of Hela cells into sterilized 35mm imaging culture dishes in CO 2 Incubator (37°C, 5% CO 2 ), after the cells adhered to the wall, the first group added 40 μL of high molecular viscosity fluorescent probes and incubated for half an hour before biological imaging (single photon imaging: excitation wavelength: 561nm, emission wavelength: 570-620nm); the second group Add 10 μM viscosity stimulant monensin (Monensin) first, then add 40 μL polymer fluorescent probe after 40 minutes, incubate for half an hour and perform biological imaging; the third group first add 10 μM viscosity stimulant nystatin (Nystatin), After 40 minutes, add 40 μL of high molecular viscosity fluorescent probes, incubate for ha...

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Abstract

The invention discloses a polymer fluorescent probe for detecting viscosity, which has a structure shown as a formula I shown in the specification, wherein m and n are both natural numbers; 1 <= n <=9, and 100 < (m:n) < 200. The polymer fluorescent probe provided by the invention can distinguish different viscosities, and has high sensitivity, good optical stability and specific response to viscosity; the polymer fluorescent probe provided by the invention has red fluorescence and can enter cells, the red fluorescence can significantly reduce the interference of background fluorescence, the fluorescence intensity is stable, and the photobleaching resistance is high.

Description

technical field [0001] The invention relates to the technical field of organic polymer fluorescent probes, in particular to a polymer fluorescent probe for detecting viscosity and its preparation method and application. Background technique [0002] Viscosity is the main factor to measure the fluidity and diffusibility of a thick fluid, and it is also the main reference index of fluid diffusion rate. The viscosity of the microenvironment plays a very important role in pathological research, because changes in viscosity often affect the progress of various metabolisms in the cellular microenvironment, and abnormal viscosity is related to many diseases. Therefore, the detection of intracellular viscosity is of great significance for clinical diagnosis and pathological analysis. [0003] Due to the advantages of real-time monitoring, low background signal and high sensitivity, fluorescence imaging technology has become an important means to detect biomolecules and biological m...

Claims

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Application Information

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IPC IPC(8): C08F220/20C08F220/36C09K11/06G01N11/00G01N21/64
CPCC08F220/20C09K11/06C09K2211/14G01N11/00G01N21/6428G01N21/6486
Inventor 耿兵陈慧颖赵建志王永康梁吉虹
Owner UNIV OF JINAN
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