A Silicone Fluorescent Probe for Detecting Lipid Droplets

A fluorescent probe and silicone technology, applied in the field of analytical chemistry, can solve the problems of high biotoxicity of probes, poor cell membrane penetration ability, low sensitivity and effect effects, etc.

Inactive Publication Date: 2021-04-20
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Aiming at the current problems of poor water solubility, low sensitivity, great impact of pH changes on the detection effect, high biotoxicity of probes, and poor cell membrane permeability, the present invention provides an organic silicon fluorescent probe for detecting lipid droplets. Fast speed and strong anti-interference ability

Method used

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  • A Silicone Fluorescent Probe for Detecting Lipid Droplets
  • A Silicone Fluorescent Probe for Detecting Lipid Droplets
  • A Silicone Fluorescent Probe for Detecting Lipid Droplets

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Synthesis of embodiment 1 fluorescent probe

[0030] (1) Dissolve 2 g of aminopropyl silicone oil in 20 mL of ethanol, then dissolve 0.4 g of 4-bromo-1,8-naphthalene anhydride in 40 mL of ethanol, and add them together to a 100 mL eggplant-shaped reaction flask In the middle, the temperature was raised to 80°C, and the reaction was refluxed for 8h. After the reaction, the solid was obtained by filtration, purified by column chromatography (methanol:dichloro=1:20), and compound 1 was obtained after drying;

[0031] (2) Dissolve 0.37 g of compound A in 20 mL of toluene, and then dissolve 0.346 g of triphenylamine 4-borate in 20 mL of toluene, and add them together into a 100 mL eggplant-shaped reaction flask. Then add 0.058 g of tetrakis(triphenylphosphine)palladium, 2mL of K 2 CO 3 aqueous solution (2 mol / L). Under nitrogen protection, the reaction was stirred at 80°C for 10 h. After the reaction, it was purified by column chromatography (methanol:dichloro=1:10), an...

Embodiment 2

[0032] Fluorescence spectra of embodiment 2 fluorescent probes in solvents of different polarities

[0033] Prepare 10 mL of the polymer fluorescent probe TR mother solution for detecting polarity according to the present invention with a concentration of 1 mM as a spare. Add 20 μL probe master solution to 2 mL solvents of different polarities (probe concentration is 10 μM). The solvents are listed in descending order of polarity: toluene, dichloro, tetrahydrofuran, 1,4-dioxane, acetonitrile, DMF, DMSO. The excitation wavelength is 405 nm. The result is as figure 2 Shown: The maximum emission peak of probe TR gradually red-shifted with the increase of solvent polarity.

Embodiment 3

[0034] Embodiment 3 Fluorescence spectra of fluorescent probes in different ratios of petroleum ether and tetrahydrofuran

[0035] Prepare 10 mL of the polymer fluorescent probe TR mother solution for detecting polarity according to the present invention with a concentration of 1 mM as a spare. Prepare 2 mL of mixed solvents of petroleum ether and tetrahydrofuran in different proportions, petroleum ether: tetrahydrofuran = 0, 10%, 20%, 30%, 40%, 50%, 60%, 70%, 80%, 90%, 95% . Add 10 μL of the mother solution into 2 mL of different polar solvents to test the fluorescence spectrum, the excitation wavelength is 405 nm, the results are as follows image 3 Shown: With the increase of petroleum ether volume content in the volume, the fluorescence intensity increases gradually. This is because the solubility of the probe in petroleum ether is very poor. Increasing the percentage of petroleum ether in the solvent is equivalent to making the probe TR aggregate and increase the intens...

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Abstract

The invention provides an organosilicon fluorescent probe for detecting lipid droplets:. The probe of the present invention has AIE effect, and different cells can be distinguished by judging the intensity of fluorescence. The probe of the present invention can be used to evaluate and study the physiological function of cancer cells through fluorescence imaging technology, and has potential application value for researching and obtaining the physiological function of cancer cells.

Description

technical field [0001] The invention belongs to the technical field of analytical chemistry, and in particular relates to a fluorescent probe for detecting lipid droplets and an application thereof. Background technique [0002] Due to its special structure and physiological functions, lipid droplets have recently attracted the attention of many researchers. Lipid droplets are ubiquitous in eukaryotic cells as lipid-rich subcellular organelles consisting of a core of neutral lipids surrounded by a monolayer of phospholipids that house associated proteins. In addition to serving as energy stores, lipid droplets are also involved in various physiological processes, including cell activation, migration, proliferation, apoptosis, etc. Accumulating evidence has linked abnormalities in lipid droplets to cancer development. It has been reported that the number of lipid droplets in cancer cells is higher than that in normal cells, because the large amount of energy provided by lip...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): G01N21/64C09K11/06
CPCC09K11/06C09K2211/1466G01N21/64G01N21/6402G01N21/6428G01N21/6458G01N2021/6417G01N2021/6439
Inventor 林伟英杨婷新左育静
Owner UNIV OF JINAN
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