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Fluorescent probe with viscosity sensing property and capable of targeting various organelles

A technology of fluorescent probes and cell organelles, applied in the field of analytical chemistry, can solve the problems that cannot be applied to living cells

Active Publication Date: 2022-03-04
ZHENGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Although there are traditional viscometers such as drop ball viscometer and capillary viscometer, they are only suitable for traditional liquids and cannot be applied to living cells

Method used

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  • Fluorescent probe with viscosity sensing property and capable of targeting various organelles
  • Fluorescent probe with viscosity sensing property and capable of targeting various organelles
  • Fluorescent probe with viscosity sensing property and capable of targeting various organelles

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0048] Embodiment 1: the synthesis of compound C1

[0049] 3-aminophenol, NaHCO 3 and 1-bromo-3-chloropropane were dissolved in DMF and heated at 70°C for 12 hours. After cooling, ice water was added, then extracted with ethyl acetate, and passed through a column (petroleum ether: ethyl acetate = 10:1) to obtain C1 (25.3%).

Embodiment 2

[0050] Example 2: Synthesis of Compound C2 The DMF solution of phosphorus oxychloride and C1 was stirred for 0.5 hours in an ice-water bath. Remove the ice-water bath, stir at room temperature for 1 hour, then heat to 100°C for another 1 hour, quench with water after cooling, and continue stirring for 1 hour. It was extracted with dichloromethane and passed through a column (petroleum ether:ethyl acetate=10:1) to obtain white solid compound C2 (70.9%).

Embodiment 3

[0051] Embodiment 3: the synthesis of compound C3

[0052] Add piperidine to the ethanol solution containing C2 and diethyl malonate, reflux for 24 hours, remove ethanol under reduced pressure, add concentrated hydrochloric acid and glacial acetic acid and stir at 80°C for 6 hours, cool the resulting solution to room temperature and add ice In water, the pH was adjusted to 7.0 with NaOH solution to obtain a green precipitate, which was further purified and passed through a column (petroleum ether:dichloromethane=1:5) to obtain C3 (42%).

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PUM

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Abstract

The invention discloses a preparation method of two fluorescent probes with viscosity sensing property and capable of targeting various organelles and application of the fluorescent probes in biological imaging, and belongs to the technical field of chemical analysis and detection, and the structure and the detection mechanism of the fluorescent probes are as follows: the probes CHB and CHN have excellent detection performance on viscosity, and along with the increase of the viscosity, the detection result shows that the sensitivity is high. The fluorescence intensity of the probe is gradually enhanced, and the fluorescence quantum yield is also obviously increased. The probe has good anti-interference performance and stability, and can target multiple organelles of mitochondria, lysosome, Golgi apparatus and endoplasmic reticulum at the same time. The probe has excellent positioning capability in mitochondria and lysosome, can be applied to detection of viscosity change in mitochondria and lysosome, and opens up a way for research of multiple diseases caused by abnormal viscosity change of organelles.

Description

technical field [0001] The invention belongs to the technical field of analytical chemistry, and in particular relates to a preparation method of two fluorescent probes with viscosity sensing properties and capable of targeting various organelles and their application in biological imaging. Background technique [0002] Cellular viscosity is a very important physiological parameter that is related to various diffusion-mediated cellular processes, including transport of substances, interactions between biomolecules, and diffusion of metabolites. However, abnormal changes in cell viscosity are closely related to multiple diseases and dysfunctions, such as diabetes, hypertension, high cholesterol, arteriosclerosis, and malignancy. [J. Cui, H. Nie, S. Zang, S. Su, M. Gao, J. Jing and X. Zhang, Sensors and Actuators B: Chemical, 2021, 331: 129432. D. I. Danylchuk, P. H. Jouard and A. S. Klymchenko, JAm Chem Soc,2021,143:912-924.B.Dong,W.Song,Y.Lu,Y.Sun and W.Lin,ACS Sens,2021,6:...

Claims

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Application Information

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IPC IPC(8): C07D455/03C09K11/06G01N11/00
CPCC07D455/03C09K11/06G01N11/00C09K2211/1029C09K2211/1033
Inventor 于明明刘文洁李占先魏柳荷
Owner ZHENGZHOU UNIV
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