Viable cell mitochondria G-quadruplex targeted fluorescent probe and application thereof

A fluorescent probe and cell technology, applied in the field of analytical chemistry, can solve problems such as influence, and achieve the effects of small damage, low cytotoxicity, and easy detection and operation.

Active Publication Date: 2019-07-26
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most of these dyes are probes for mitochondrial membrane potential and mitochondrial matrix proteins, which may be affected by other organelles during the actual staining process

Method used

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  • Viable cell mitochondria G-quadruplex targeted fluorescent probe and application thereof
  • Viable cell mitochondria G-quadruplex targeted fluorescent probe and application thereof
  • Viable cell mitochondria G-quadruplex targeted fluorescent probe and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0073] 1. The synthesis methods of compounds (1), (2) and (6) are as follows, wherein, the reaction ratio and purification method adopt conventional ratios or conventional purification methods in the art. In addition, the inventors have confirmed that the structures of the above-mentioned compounds are correct by analyzing the hydrogen spectrum, carbon spectrum and / or mass spectrum data of each compound, wherein the compound (1) 1 H-NMR spectra and mass spectra were referred to Figure 9 and Figure 10 .

[0074]

[0075] 2. The synthesis methods of compounds (3) and (4) are as follows, wherein the reaction ratios and purification methods adopt conventional ratios or conventional purification methods in the art. In addition, the inventors have confirmed that the structures of the above compounds are correct by analyzing the hydrogen spectrum, carbon spectrum and / or mass spectrum data of each compound.

[0076]

[0077] 3. The synthesis method of compound (5) is as fol...

Embodiment 2

[0080] Utilize fluorescent probe 1 of the embodiment of the present invention to carry out cytotoxicity experiment, specifically as follows:

[0081]

[0082] fluorescent probe 1

[0083] (1) Dissolve fluorescent probe 1 with a small amount of methanol;

[0084] (2) Add different concentrations of probe 1 solutions to the cultured HeLa and MCF-7 cells, and continue to culture for 24 hours;

[0085] (3) Add 10% MTT solution after sucking up the culture medium, and continue culturing for 4 hours;

[0086] (4) After the culture medium was blotted dry, DMSO was added to dissolve it, and the absorbance at 492 nm was measured with a microplate reader. The absorbance value at 492nm is plotted on the ordinate, and the concentration value of probe 1 is on the abscissa. The result is as figure 1 As shown, the absorbance value at 492nm has no significant difference at different probe 1 concentrations, indicating that probe 1 has no inhibitory effect on cell growth.

Embodiment 3

[0088] Utilize the fluorescent probe 1 of the embodiment of the present invention to carry out the pH interference experiment, specifically as follows:

[0089]

[0090] fluorescent probe 1

[0091] (1) Dissolve fluorescent probe 1 with a small amount of ethanol;

[0092] (2) Add the fluorescent probe solution in step (1) to phosphate buffer solutions with different pH values, and the concentration of the probe in each sample solution is 20 μM;

[0093] (3) Place each sample solution in a HITACHI F-4600 fluorescence spectrometer (Hitachi Limited, Japan) for detection, the excitation wavelength is 550nm, and the collection wavelength is 560-700nm;

[0094] (4) Get the maximum fluorescence intensity as the ordinate, and pH as the abscissa for analysis, such as figure 2 shown. At each pH value, the fluorescence intensity values ​​are similar, indicating that the fluorescence of probe 1 is not easily affected by pH.

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Abstract

The invention discloses novel application of a cyanine dye to viable cell mitochondria G-quadruplex detection. The cyanine dye is a structural compound shown as a formula (I) or a stereoisomer of thecompound shown as the formula (I). A cyanine dye fluorescent probe has advantages of high biocompatibility, low cytotoxicity, low molecular weight and low biological sample damages, and real-time observation of cell samples can be realized without being affected by pH values of cells.

Description

technical field [0001] The present invention relates to the field of analytical chemistry, in particular, to fluorescent probes and applications thereof, more specifically, to fluorescent probes, the use of fluorescent probes in fluorescent imaging of mitochondrial G-quadruplexes in living cells, and live cell A method for fluorescence imaging of inner mitochondrial G-quadruplexes. Background technique [0002] Mitochondria is a double-membrane organelle that exists in most eukaryotic cells, with a diameter of 0.5-1 μm. It is a structure that produces energy in cells and is the main place for cells to perform aerobic respiration. In addition, mitochondria contain a certain amount of genetic material, which has certain effects on many biological behaviors such as apoptosis, cell growth, and cell differentiation. In recent years, a large number of studies have shown that abnormal mitochondrial function is closely related to the occurrence of various human diseases, and this p...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D293/12C07D277/64C07D263/56G01N21/64
CPCC07D263/56C07D277/64C07D293/12C09K11/06C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/104G01N21/6428
Inventor 孙红霞陈宏博唐亚林
Owner INST OF CHEM CHINESE ACAD OF SCI
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