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Selenite ion type compound and preparation method and application thereof

An ionic compound, selenite technology, applied in the field of selenite ionic compounds, can solve the problems of life cell damage, poor water solubility, limited application, etc.

Inactive Publication Date: 2010-09-15
SHANXI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] In recent years, people have begun to pay attention to the design and synthesis of photochemical sensors with specific responses to zinc ions, and synthesized several types of organic fluorescent probes, mainly dye-based fluorescent probes, representative ones are: TSQ, ZinquinA, QQB, Danquin and TAEAIR-780, etc., these probes are all excited by ultraviolet light, and ultraviolet excitation is easy to cause damage to living cells, and will also produce false impressions of Zn dynamic activities, which also limits its use in organisms to a certain extent. Application of Zn detection; the second type is based on dye-aid fluorescent probes, dye-aid fluorescent probes are mainly pyridine derivatives, such as: Zinpyr-1, ZnAF-1, ZnAF-2, Zinbo-5 , [Co(bpy) 2 ODHIP] 3+ , DPA-Cy, etc., although the excitation wavelength of these probes is in the visible or near-infrared region, which can avoid the damage of the excitation light to the cells, but the water solubility is very poor, and it needs to be dissolved in an organic solvent

Method used

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  • Selenite ion type compound and preparation method and application thereof
  • Selenite ion type compound and preparation method and application thereof
  • Selenite ion type compound and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Preparation and characterization of embodiment 1 selenite ionic compound

[0018] Step 1: Dissolve o-phenanthroline dione (0.525g) and ammonium acetate (3.88g) in 10ml of glacial acetic acid, add 0.775g of p-tolualdehyde when heated to 50°C, and react at 130°C for 2 hours. After cooling, add 25ml of water, neutralize with concentrated ammonia water until neutral, a large amount of yellow precipitates precipitate, filter with suction, and wash with ice water. The obtained precipitate was recrystallized in ethanol to obtain 2-(4-methylphenyl)imidazo[4,5-f][1,10]phenanthroline;

[0019] Step 2: Weigh 0.0928g of 2-(4-methylphenyl)imidazo[4,5-f][1,10]phenanthroline and dissolve it in 16ml of dioxane, slowly add it to 4ml containing 0.11g at 60°C The dioxane solution of selenium dioxide was stirred at 80° C. for 2 hours, and the target compound C1 was obtained by suction filtration. Compound C1 melting point: 251-254°C.

[0020] Compound Characterization:. 1 H NMR (300MHz...

Embodiment 2

[0022] Embodiment 2 The compound of the present invention is to the detection of zinc ion

[0023] 1. Solution preparation:

[0024] (1) Preparation of compound solution

[0025] 2 mM solutions of compound C1 were respectively prepared with triple distilled water for later use.

[0026] (2) Preparation of metal ion solution

[0027] Use triple distilled water to prepare 40mM of the following ion stock solutions:

[0028] NaCl, KCl, MgCl 2 ·6H 2 O, CaCl 2 , CrCl 3 ·6H 2 O, MnCl 2 4H 2 O, FeCl 3 ·6H 2 O, Co(NO 3 ) 2 ·6H 2 O, NiCl 2 ·6H 2 O, CuCl 2 2H 2 O, ZnCl 2 , SnCl 4 ·5H 2 O, Al(NO 3 ) 2 9H 2 O, BaCl 2 .

[0029] (3) Preparation of amino acid solution:

[0030] Prepare 2mM stock solutions of the following amino acids with triple distilled water:

[0031] Glycine (G), Alanine (A), Arginine (R), Asparagine (N), Aspartic Acid (D), Cysteine ​​(C), Glutamine (Q), Glutamine amino acid (E), histidine (H), isoleucine (I), lysine (K), methionine (M), phen...

Embodiment 3

[0036] Example 3, the compound is used to fluorescently label zinc ions in cells

[0037] Human nasopharyngeal epidermal carcinoma cell line (KB cells) was cultured in RPMI1640 medium containing 10% fetal bovine serum at 37°C for 24 hours.

[0038] Olympus FV1000 laser confocal fluorescence imaging system and 60x oil immersion objective lens were used for fluorescence imaging. After the compound C1 was co-incubated with the cells for 10 minutes, it was washed three times with PBS buffer, excited with a 405 nm laser on a laser confocal fluorescence imager, and the fluorescence signal at 450-550 nm was collected. see results Figure 6 .

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PUM

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Abstract

The invention provides a selenite ion type compound. The molecular formula of the selenite ion type compound is C20H16N4O3Se. The preparation method comprises the following steps of: preparing 2-(4-tolyl) imidazole [4, 5-f] [1, 10] phenanthroline from phenanthroline dione and p-tolualdehyde; dissolving the 2-(4-tolyl) imidazole [4, 5-f] [1, 10] phenanthroline in dioxane, and slowly adding the solution into a dioxane solution in which selenium dioxide is dissolved at 50 to 65 DEG C, and stirring for at least half an hour at 80 DEG C, cooling, filtering and drying in vacuum to obtain the product. The compound can specifically identify zinc ions, and can be applied to detection of zinc ions in organisms and fluorescence labeling of zinc ions in cells.

Description

technical field [0001] The invention relates to a selenite ionic compound, a preparation method and application thereof. Background technique [0002] Zinc is an important trace element necessary for the human body. It is widely distributed in the cells and body fluids of the human body. Its content in the human body ranks second only to iron and participates in many biological processes. For example, DNA synthesis, gene expression, multimerization of microtubules, substrate immunity, enzyme catalysis and many other aspects, its importance has been widely recognized. Therefore Zn 2+ The detection of zinc, especially the determination and fluorescence microscopy imaging of zinc in living cells and tissues has become a field of great concern to biochemists in recent years. Unlike other transition metal ions (such as Fe 3+ , Mn 2+ 、Cu 2+ ), since the outermost electron distribution is 3d 10 4s 0 Zn 2+ Does not exhibit any spectroscopic or magnetic signals. Therefore, t...

Claims

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Application Information

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IPC IPC(8): C07D471/14C09K11/06G01N21/64A61K49/00
Inventor 陈绘丽高巍
Owner SHANXI UNIV
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