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Fluorescent probe for detecting viscosity and its synthesis method and application

A technology of fluorescent probes and synthesis methods, applied in the field of organic small molecule fluorescent probes, can solve the problems of less viscous fluorescent probes, cumbersome synthesis steps, high fluorescent background, etc., and achieve simple post-processing, high sensitivity, and wide application foreground effect

Inactive Publication Date: 2020-05-12
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Aiming at the problems of few viscous fluorescent probes, cumbersome synthesis steps, high cost and high fluorescence background in the prior art, the present invention provides a viscous fluorescent probe with simple synthesis, low background and high response multiple

Method used

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  • Fluorescent probe for detecting viscosity and its synthesis method and application
  • Fluorescent probe for detecting viscosity and its synthesis method and application
  • Fluorescent probe for detecting viscosity and its synthesis method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Example 1 Synthesis of Fluorescent Probe 1

[0033]

[0034] 0.20 g of compound 1-1 (0.73 mmol) and 0.21 g of compound 2 (1.1 mmol) were dissolved in 20 mL of ethanol, and refluxed for 12 h under nitrogen protection. After the reaction, cool to room temperature, wash with ether three times, and then wash with eluent CH 2 Cl 2 / CH 3 OH=20:1 passed through the column to obtain fluorescent probe 1 with a yield of 60%. 1 H NMR spectrum see figure 1 .

Embodiment 2

[0035] Example 2 Synthesis of Fluorescent Probe 2

[0036]

[0037] 0.20 g of compound 1-1 (0.66 mmol) and 0.38 g of compound 2 (2 mmol) were dissolved in 20 mL of ethanol and refluxed for 20 h under nitrogen protection. After the reaction, cool to room temperature, wash with ether three times, and then wash with eluent CH 2 Cl 2 / CH 3 OH=10:1 passed through the column to obtain fluorescent probe 2 with a yield of 50%. 1 H NMR see figure 2 .

Embodiment 3

[0038] Example 3 Fluorescent probes detect solutions with different viscosities

[0039] A DMSO solution of probe 1 obtained in Example 1 with a concentration of 1 mM was prepared as a test mother solution for use;

[0040] Prepare fluorescent probe 1 solution with a final concentration of 2 μM, and solutions with different viscosities (volume ratios of ethanol and glycerol are 10:0, 9:1, 8:2, 7:3, 6:4, 5:5, 4 :6, 3:7, 2:8, 1:9, 1:99) for fluorescence detection (λ ex =540 nm), scan the fluorescence intensity in each system, such as image 3 Shown; in log n ( n is the viscosity value) is the abscissa, log I 630 As the ordinate, establish a fluorescence intensity and viscosity standard curve at 630nm, such as Figure 4 shown. Depend on image 3 It can be seen that as the viscosity increases, the fluorescence intensity at 630 nm increases gradually. Depend on Figure 4 It can be seen that there is a good linear relationship between the fluorescence intensity and the vi...

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Abstract

A viscosity detecting fluorescence probe has the structure shown in Formula (1), wherein R is -H or is represented by Formula (2). The invention further discloses application of the viscosity detecting fluorescence probe in detections of solution viscosity and intracellular viscosity. The viscosity detecting fluorescence probe is simple and convenient to synthetize, simple in post-processing process and capable of realizing high sensitivity in viscosity detection. Being a simple, quick and sensitive viscosity specificity detection reagent, the viscosity detecting fluorescence probe has a broadapplication prospect in the biomolecular detection field.

Description

technical field [0001] The invention relates to a viscosity fluorescent probe and its application, belonging to the field of small organic molecule fluorescent probes. 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 the change of viscosity often affects the progress of various metabolisms in the cell microenvironment. From the perspective of cell biomechanics, cell structure can be divided into cytoplasm, cell membrane and cytoskeleton. Among them, the cytoskeleton is considered as a rigid structure, while the cell membrane and cytoplasm have certain viscoelastic properties. When cells are in a pathological state, intracellular viscosity changes. So viscosity is a reference index to measure this viscoelasticity. Viscosity greatly affects t...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K11/06C07D209/14G01N11/00
CPCC07D209/14C09K11/06C09K2211/1007C09K2211/1014C09K2211/1029G01N11/00G01N2011/008
Inventor 林伟英牛杰刘勇王伟珊
Owner UNIV OF JINAN
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