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

Selenium polypyridine ligand, ruthenium-selenium polypyridine complex, and preparation methods and applications of selenium polypyridine ligand and ruthenium-selenium polypyridine complex

A selenium polypyridine, polypyridine technology, applied in chemical instruments and methods, compounds containing elements of Group 8/9/10/18 of the periodic table, organic chemistry, etc., can solve weak cell mobility, limitation, difficult Beyond cell membrane and other issues, to achieve high staining sensitivity, large stoke shift, low cytotoxicity and resistance to photobleaching

Inactive Publication Date: 2012-09-19
SUN YAT SEN UNIV
View PDF4 Cites 3 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the weak cell mobility of ruthenium polypyridine complexes, it is difficult to go beyond the complete cell membrane, thus limiting the research of this type of complexes in the field of live cell bioimaging

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
  • Selenium polypyridine ligand, ruthenium-selenium polypyridine complex, and preparation methods and applications of selenium polypyridine ligand and ruthenium-selenium polypyridine complex
  • Selenium polypyridine ligand, ruthenium-selenium polypyridine complex, and preparation methods and applications of selenium polypyridine ligand and ruthenium-selenium polypyridine complex
  • Selenium polypyridine ligand, ruthenium-selenium polypyridine complex, and preparation methods and applications of selenium polypyridine ligand and ruthenium-selenium polypyridine complex

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Embodiment 1 The preparation of ligand selenium-5,6-diketone-1,10-phenanthroline (phendione-Se)

[0030] Ligand phendione-Se is a brand-new unreported polypyridine ligand, and its synthesis is simple and fast with high yield. Only two steps are required, and the first step is a common and mature reaction for synthesizing polypyridine ligands.

[0031] (1) 1,10-phenanthroline-5,6-dione

[0032] It can be prepared by referring to the literature (M.Yamada, Y.Tanaka, Y.Yoshimato, S.Kuroda and I.Shimao, Bull.Chem.Soc.Jpn., 1992, 65, 1006). Under cooling in an ice bath, drop 40 cm 3 Concentrated sulfuric acid and 20cm 3 Mixed solution of concentrated nitric acid while magnetically stirring. After the dropwise addition was completed, the ice bath was removed, and the temperature was raised to 85°C for 3 hours of reaction. After the reaction was over, the heating was stopped and the condenser was removed to allow the bromine to escape. The orange-yellow reaction solution ...

Embodiment 2

[0035] Example 2 Complex [Ru(bpy) 2 (phendione-Se)] (ClO 4 ) 2 ,[Ru(phen) 2 (phendione-Se)] (ClO 4 ) 2 ,[Ru(dip) 2 (phendione-Se)] (ClO 4 ) 2 and [Ru(dpa) 2 (phendione-Se)] (ClO 4 ) 2 Synthetic method:

[0036] (1)cis-[Ru(bpy) 2 Cl 2 ]·2H 2 Synthesis of O

[0037] The synthesis of this compound can be prepared by referring to existing literature (B.P.Sullivan, D.J.Salmn and T.J.Meyer, Inorg.Chem., 1978, 17, 3334). Weigh RuCl 3 ·nH 2 O 1.56g (about 6mmol), 2,2'-bipyridine 1.87g (12mmol), lithium chloride 1.68g (28mmol), in 10cm 3 In dimethylformamide, heat to reflux for about 8 hours under the protection of argon. After cooling to room temperature, add 50cm 3 Acetone, freeze overnight. After suction filtration, the precipitate was washed with ice water and cold acetone, and dried in vacuo to obtain purple-black microcrystals. The average yield is 80%.

[0038] (2)cis-[Ru(phen) 2 Cl 2 ]·2H 2 Synthesis of O

[0039] The synthesis of this compound can be ...

Embodiment 3

[0055] Laser confocal experiment of embodiment 3 Ru (II) complex

[0056] Cell culture: Hela cells were cultured in DMEM medium containing 10% fetal bovine serum, cells (5×10 8 / L) inoculated in a special glass bottom culture dish for confocal microscope, the diameter of the culture dish is 35mm, the thickness of the cover glass is 0.085~0.13mm, the diameter of the micropore in the center of the dish is 10mm, 5% CO 2 and 95% air condition, cultured at 37°C, and grown adherently for 24 hours.

[0057] Confocal Microscopy-Cell Imaging: Hela cells with complexes {10 μM, [Ru(bpy)2(phendione-Se)] 2+ (A), [Ru(phen)2(phendione-Se)] 2+ (B), [Ru(dip)2(phendione-Se)] 2+ (C), [Ru(dpa)2(phendione-Se)] 2+ (D)}Incubate for 30min, then incubate with DAPI (5μM) for a certain period of time, suck out the culture medium, then wash with PBS buffer for 3 to 4 times, image on a Leica TCS SP5 laser scanning confocal microscope, use 63× / 1.4 Oil objective, use 458nm light as excitation light so...

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 selenium polypyridine ligand, a ruthenium-selenium polypyridine complex, and preparation methods and applications of the selenium polypyridine ligand and ruthenium-selenium polypyridine complex. The chemical name of the selenium polypyridine ligand provided by the invention is selenium-5,6-diketone-1,10-phenanthroline, which is prepared through the following steps of: taking 1,10-phenanthroline-5,6-diketone and selenium dioxide as the raw materials, and carrying out cooling filtering, washing, drying and the like after a heated reflux reaction. The invention also discloses a ruthenium-selenium polypyridine complex having a chemical formula as follows: [Ru(N-N)2(phendione)Se]2+(N-N=bpy, phen, dip or dpa); the ruthenium-selenium polypyridine complex is a compound derived from selenium-5,6-diketone-1,10-phenanthroline; the complex has excellent live cell nucleus coloring properties, high cell membrane penetrability and low cytotoxicity, and has great application potential in the aspects of biomarker and cell imaging.

Description

technical field [0001] The invention relates to the technical field of live cell staining, in particular to a novel compound selenium polypyridine ligand, a ruthenium-selenopolypyridine complex derived from the ligand, and a preparation method and application thereof. Background technique [0002] With the deepening of people's research on cells, biomedical optical imaging technologies such as magnetic resonance imaging (MRI), positron emission tomography (PET), single photon emission tomography (SPECT) and laser confocal fluorescence microscopy have also become more and more important. The development of suitable bioimaging reagents is a current research hotspot. At present, most of the commercial fluorescent dyes used in the field of cell imaging are small organic molecules, such as PI, DAPI, EB, Hoechst, etc. However, these small organic molecules have some disadvantages (V.Fernandez-Moreira, F.L.Thorp-Greenwood and M.P.Coogan.Chem.Commun.2010, 46, 186-202): poor water s...

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): C07D517/14C07F15/00C09K11/06
Inventor 巢晖陈禹许文超计亮年
Owner SUN YAT SEN UNIV
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