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

A phosphorescent polymer probe capable of detecting peroxynitrite by ratiometric method and its preparation and application

A technology of peroxynitrite and polymer, which is applied in the direction of fluorescence/phosphorescence, material analysis by optical means, measuring devices, etc. It can solve the problems of difficult mediation process and short life of peroxynitrite, and achieve good results. Water solubility and biocompatibility, low biological toxicity, and the effect of improving the detection signal-to-noise ratio

Active Publication Date: 2020-10-30
NANJING UNIV OF POSTS & TELECOMM
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Understanding the processes mediated by peroxynitrite is difficult due to its short lifetime

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
  • A phosphorescent polymer probe capable of detecting peroxynitrite by ratiometric method and its preparation and application
  • A phosphorescent polymer probe capable of detecting peroxynitrite by ratiometric method and its preparation and application
  • A phosphorescent polymer probe capable of detecting peroxynitrite by ratiometric method and its preparation and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Embodiment 1: the preparation of the phosphorescence iridium complex Ir2 that can detect peroxynitrite

[0042]

[0043] The specific operation steps are:

[0044] Preparation of Compound 2: Add 1 (3.0 mmol) into a round-bottomed flask, vacuumize and change nitrogen three times to remove water in the air; subsequently, dry dichloromethane, triethylamine (0.5 mL) and Tert-butyldiphenylchlorosilane (4.5mmol), stirred at room temperature for 6 hours; after the reaction, filter off the white precipitate, take the filtrate and spin off the organic solvent, column chromatography to obtain light yellow oily liquid 2, yield 80% .

[0045] 1 H NMR (400MHz, CDCl 3 ):7.78(dd, J=8.0Hz, 2.4Hz, 4H), 7.72(d, J=2.8Hz, 1H), 7.66(dd, J=8.8Hz, 2.8Hz, 1H), 7.47-7.40(m, 6H),6.80(d,J=8.8Hz,1H),3.68(s,3H),1.22(s,9H).δ(ppm): 13 C NMR (100MHz, CDCl 3 )δ (ppm): 151.3, 150.6, 142.1, 135.3, 132.4, 130.2, 127.9, 119.5, 117.3, 107.3, 55.6, 26.6, 19.9.

[0046]Preparation of compound 3: Add...

Embodiment 2

[0054] Example 2: Preparation of a complex water-soluble polymer probe P-ONOO sensitive to peroxynitrite

[0055]

[0056] Among them, a, b, c are natural numbers;

[0057] The specific operation steps are: add Ir1 (0.03mmol), Ir2 (0.3mmol), AIBN (0.3mmol), pyrrolidone (10.0mmol) and a small amount of tetrahydrofuran (5mL) to the schlenk reaction tube; freezing-pumping-thawing, and so on for three times , heated to 70° C. and stirred and refluxed for 6 hours; after the reaction stopped, it was settled three times with ether, and P was obtained by suction filtration with a yield of 32%.

Embodiment 3

[0058] Embodiment 3: complexes Ir1, Ir2 are tested to peroxynitrite responsive emission spectrum

[0059] The spectrum test concentration of the iridium complexes Ir1 and Ir2 used in the present invention is 10 μM, and the test solvent is PBS solution mixed with 1% DMSO. When the emission spectrum is measured, the excitation wavelength is 605 nm.

[0060] The emission spectrum results of the iridium complex Ir1 with and without peroxynitrite conditions are as follows: figure 1 As shown, it can be seen from the figure that the emission wavelength of the complex Ir1 is 605nm in the presence or absence of peroxynitrite, and the luminous intensity is almost unchanged with the change of the concentration of peroxynitrite. It shows that the iridium complex Ir1 can be used as a reference in the detection of peroxynitrite, and the ratio method can be constructed with Ir2, which can reduce unnecessary interference in the environment and increase the accuracy of detection.

[0061] The...

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 discloses a phosphorescent polymer probe capable of detecting peroxynitrite by using a ratio method and a preparation method and application thereof. Two types of phosphorescent iridiumcomplexes (Ir1 and Ir2) and a water-soluble polymer are copolymerized to form the phosphorescent polymer probe, wherein the phosphorescent iridium complex (Ir1) is an inert phosphorescent reference unit, which does not respond to peroxynitrite; as a phosphorescent response unit, the phosphorescent iridium complex (Ir2) can chemically react with peroxynitrite, thereby realizing specific response toperoxynitrite; and as a main chain formation unit for the polymer, the water-soluble polymer endows the polymer with good water solubility and biocompatibility. The phosphorescent polymer probe P-ONOO can be used in the detection and imaging of peroxynitrite in aqueous solutions, living cells and living bodies by the ratio method, and has an important application prospect in terms of biological imaging and sensing.

Description

technical field [0001] The invention belongs to the technical field of organic photoelectric functional materials, in particular to a water-soluble phosphorescent polymer probe capable of detecting peroxynitrite by a ratio method and its preparation and application. Background technique [0002] Peroxynitrite is a short-lived reactive nitrogen species. Intracellular peroxynitrite is formed by the rapid reaction of nitric oxide and superoxide radicals, which is more effective than nitric oxide or superoxide radicals alone. more cytotoxic. Normal levels of peroxynitrite are essential to control cellular integrity. However, more and more research results show that abnormal concentration of peroxynitrite may cause many human diseases, including ischemia-reperfusion injury, rheumatoid arthritis, septic shock, multiple sclerosis, stroke, Inflammatory bowel disease and cancer etc. Understanding the processes mediated by peroxynitrite is difficult due to its short lifetime. Ther...

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
Patent Type & Authority Patents(China)
IPC IPC(8): C08F230/04C08F226/06G01N21/64
CPCC08F226/06C08F230/04G01N21/6428G01N21/6456G01N2021/6432
Inventor 刘淑娟赵强刘超陈泽晶孟祥春黄维
Owner NANJING UNIV OF POSTS & TELECOMM
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