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Fluorescent probe for detecting viscosity, and preparation method and application thereof

A fluorescent probe and viscosity technology, applied in the field of analytical chemistry, can solve the problems of few intracellular imaging, measurement of intracellular viscosity, etc., and achieve the effect of significant color change, short synthesis steps, and accurate positioning.

Inactive Publication Date: 2019-08-16
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Traditional mechanical viscosity measurement methods (falling ball viscometer, capillary viscometer, and rotational viscometer) cannot be used to determine intracellular viscosity, and most of the current traditional viscosity molecular fluorescent probes can perform spectral imaging, but few intracellular imaging

Method used

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  • Fluorescent probe for detecting viscosity, and preparation method and application thereof
  • Fluorescent probe for detecting viscosity, and preparation method and application thereof
  • Fluorescent probe for detecting viscosity, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Example 1 Synthesis of Fluorescent Probes

[0029] (1) Synthesis of compound 1: 2,3,3-trimethyl-3H-indole (1 eq), bromoethane (1.5 eq) were dissolved in acetonitrile, and heated to 60 ℃ for 12 h under reflux. After the reaction was completed, the reactant was spin-dried, diethyl ether was added to the residue, suction filtration was performed with a Buchner funnel, and the obtained solid was washed with diethyl ether to obtain compound 1 with a yield of 56% as a purple-red solid. Without further purification, the next reaction can be carried out directly:

[0030] ;

[0031] (2) Synthesis of Compound 2: Dibenzoyl (1 eq) and ammonium acetate (8 eq) were added to acetic acid, terephthalaldehyde (1 eq) was added under nitrogen protection, and reacted at 110 °C for 12 h. TCL tracking monitors the response. After the reaction was completed, the reactant was cooled to room temperature, poured into ice water to precipitate a solid, suction filtered with a Buchner funnel, ...

Embodiment 2

[0036] Example 2 Responses of fluorescent probes to solutions of different viscosities

[0037] The fluorescent probe RM-V prepared in Example 1 was dissolved in dimethyl sulfoxide (DMSO) to prepare a 1.0 mM probe stock solution. The solution system used is a mixed solvent of ethanol and glycerol. Use ethanol and glycerol to make different ratios (10:90; 20:80; 30:70; 40:60; 50:50; 60:40; 70:30; 80:20; 90:10; 95:5 ) viscosity test solution. Take 2 mL series of viscosity test solutions, add 20 μL probe mother solution to each, the final concentration of the probe in the test system is 10.0 μM, use 530 nm for excitation, and its fluorescence ratio at 575 nm (I / I 0 ) shows a good linear relationship with the logarithm of the solution viscosity. Such as figure 2 Shown, wherein, a is the change of the fluorescence spectrum of RM-V with the increase of glycerol content in the glycerol / ethanol system under the excitation of the probe at 530 nm; b is the log of the probe RM-V (...

Embodiment 3

[0038] Example 3 Selectivity of Fluorescent Probes to Various Molecules and Ions at Different Viscosities

[0039] Take the probe mother liquor prepared in Example 2, and add two systems respectively, one system is pure ethanol solution, the other system is ethanol; glycerol is a mixed solution of 10:90. Ni was added to the two systems respectively + , Mn 2+ , Fe 2+ , Mg 2+ , NO 3 - , S 2 o 3 2- , Cd 2+ , SO 3 2- , HSO 3 - , Ag + , DTBP, TBHP, H 2 o 2 , Cys. Use 530 nm for excitation, detection wavelength 575nm, get the fluorescence spectrum, and process the spectrum data into a histogram, such as image 3 shown. It can be found that none of these ions or molecules can cause a significant change in the fluorescence intensity of the probe in viscous / non-viscous solutions.

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Abstract

The invention provides a fluorescent probe for detecting the viscosity. The chemical structural formula of the fluorescent probe is shown in the description. The fluorescent probe can be used for detecting the viscosity of a solution or a cell. The donor of the probe is an imidazolyl group, the acceptor of the probe is a hemicyanine group, and the donor and the acceptor are combined through a phenyl ring. The probe has the advantages of short synthesis steps, and simplicity in post-treatment; the probe can realize precise location of mitochondria, and has a high colocalization coefficient; andthe enhancement of the fluorescence color can be observed under an ultraviolet lamp, so the fluorescent probe has a chromophoric sensing function. The probe of the invention is a simple and sensitiveaccurate-location viscosity specific detection reagent, and has a broad application prospect in the field of biomolecule detection.

Description

technical field [0001] The invention belongs to the technical field of analytical chemistry, and in particular relates to a fluorescent probe for detecting viscosity and an application thereof. Background technique [0002] Viscosity plays an important role in biological systems, affecting the transport of substances and signaling interactions between biomolecules and chemicals. Abnormalities in intracellular viscosity are associated with altered physiological processes, especially in a variety of disease states. For example, the viscosity of red blood cell and platelet membrane increases in diabetic patients, and the change of platelet viscosity may lead to the reduction of insulin receptor aggregation. In Alzheimer's patients, the decrease of leukocyte cell membrane viscosity promotes the accumulation of amyloid precursor protein. These protein fragments are The form of insoluble plaque is deposited in the brain. At the organelle level, abnormal viscosity of the mitochon...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D403/10G01N21/64
CPCC07D403/10C09K11/06C09K2211/1029C09K2211/1044G01N21/6428G01N21/643
Inventor 林伟英代礼旋任明光
Owner UNIV OF JINAN
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