Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Zinc ion fluorescent probe based on tetraphenyl ethylene as well as preparation method and application thereof

A fluorescent probe, tetraphenylethylene technology, used in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc.

Active Publication Date: 2021-01-12
NORTHWEST NORMAL UNIVERSITY
View PDF14 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are few reports on the application of AIE-based molecular zinc ion probes, so it is of great significance to the research and application of new AIE ion probes

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Zinc ion fluorescent probe based on tetraphenyl ethylene as well as preparation method and application thereof
  • Zinc ion fluorescent probe based on tetraphenyl ethylene as well as preparation method and application thereof
  • Zinc ion fluorescent probe based on tetraphenyl ethylene as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] Example 1 Preparation of zinc ion fluorescent probe based on tetraphenylethylene

[0058] (1) Preparation of TPE-2OH: Dissolve 4-hydroxybenzophenone (1.98 g, 1 mmol) in 100 mL of anhydrous tetrahydrofuran, add zinc powder (3.45 g, 0.5 mmol), vacuumize and replace with nitrogen The whole reaction process was carried out under a nitrogen atmosphere three times, and then TiCl4 (2.8mL) was slowly added dropwise in an ice-water bath, and after stirring for 30 min, the entire device under vacuum was moved to an oil bath. The reaction was refluxed at ℃ for 24 hours, then the reaction was cooled to room temperature, and K was added under vigorous stirring. 2 CO 3 Aqueous solution (20 mL, 10%) was used to quench the reaction. with CH 2 Cl 2 The organic phase was separated by extraction, and the combined organic phase was washed with anhydrous Na 2 SO 4dry. The organic layer was evaporated by rotary evaporation, and the obtained crude product was purified by silica gel co...

Embodiment 2

[0067] Example 2 TPE-3N to Zn 2+ selectivity

[0068] DMSO / tris-HCL buffer solution in 100 μL TPE-3N (DMSO / tris-HCL buffer solution=1:1, v / v, pH=7.4, c=1×10 -5 M), add 1mL K + , Fe 3+ , Mn 2+ 、Ni + 、Cr 3+ 、Cd 2+ , Ca 2+ , Hg 2+ 、Cu 2+ 、Ag + , Pd 2+ 、Co 2+ and Zn 2+ (c=1×10 -3 M) aqueous solution, if the fluorescence intensity of TPE-3N is significantly enhanced, Zn is added 2+ , if the fluorescence intensity of TPE-3N does not change significantly, other metal ions are added.

Embodiment 3

[0069] Example 3 Cytotoxicity Test

[0070] Firstly, HeLa cells growing in logarithmic phase were inoculated into DMEM medium containing 10% fetal bovine serum, and incubated at 37°C for 24 hours. Add 100 μL of different concentrations of TPE-3N (0 μg / mL, 5 μg / mL, 10 μg / mL, 25 μg / mL, 50 μg / mL, 100 μg / mL) to each well in turn, and then contain 5 %CO 2 After 48 hours, all the culture medium was sucked off, and then washed three times with PBS buffer solution (100mM, pH=7.4). After adding 100 μL of cell culture medium to each well, continue to add MTT solution and incubate for 4 h. Add 100 μL of DMSO to dissolve the formazan crystals, and measure the absorbance in a microplate reader. Such as Figure 15 , after HeLa cells were incubated in different concentrations of TPE-3N solutions, the survival rate of the cells reached more than 85%. The experimental results showed that TPE-3N has low toxicity and good biocompatibility, which is suitable for fluorescence imaging of cancer...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention provides a zinc ion fluorescent probe based on tetraphenyl ethylene as well as a preparation method and application thereof. Based on a photo-induced electron transfer (PET) mechanism, anovel TPE-3N fluorescent probe taking tetraphenyl ethylene (TPE) as a fluorophore is designed and synthesized. TPE-3N has good selectivity to Zn<2+> in common metal ions. TPE-3N is not sensitive to pH, and Zn<2+> can be recognized in a quite wide range. Cytotoxicity test results show that the survival rate of cells is 85% or above, it shows that the molecule has low biological toxicity and can beapplied to detection of zinc ions in the cells, TPE-3N can well enter the cells, fluorescence is enhanced after the zinc ions are added, and the imaging effect in the cells is good. As an excellent AIE fluorescent probe, the molecule is expected to be used in organisms to realize detection of free zinc ions in vivo.

Description

technical field [0001] The invention relates to a zinc ion fluorescent probe based on tetraphenylethylene and its preparation. The invention also relates to the application of the zinc ion fluorescent probe in identifying zinc ions and cell development, and belongs to the field of analysis, detection and biological imaging. Background technique [0002] In recent years, with the vigorous development of modern science and technology, fluorescence recognition methods have been widely studied due to their high sensitivity, good selectivity, easy operation, low cost, high resolution and rapid in situ online detection in vivo. When the fluorescent probe is affected by the analyte or the microenvironment, it will directly cause changes in its fluorescence properties, and then allow scientists to obtain a special signal of a certain characteristic in the environment or a certain recognition substance that exists. and a powerful tool for the macrocosm. Now fluorescent molecular pro...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D213/38C09K11/06G01N21/64
CPCC07D213/38C09K11/06G01N21/6486C09K2211/1007C09K2211/1029
Inventor 关晓琳杨学琴来守军丁媛媛韦镜玉张家铭张丽媛
Owner NORTHWEST NORMAL UNIVERSITY
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com