Iridium complex as well as preparation method and application thereof to detection of sulfur dioxide

A technology of complexes and reactions, which is applied in the field of preparation of cyclometalated iridium complexes, can solve the problems of low sensor sensitivity, inability to directly apply detection, inability to detect sensitivity, etc., and achieve high dyeing sensitivity, weak background fluorescence intensity, cell The effect of strong penetration

Inactive Publication Date: 2015-03-11
SUN YAT SEN UNIV
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  • Abstract
  • Description
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  • Application Information

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Problems solved by technology

[0004] Currently, some of the 2 Gas sensors are already being designed and developed, but the sensitivity of these sensors is not high, and they can only detect SO 2 The gas has a sensing effect, and the SO in the solution state 2 It cannot be detected or the detection sensitivity is greatly reduced, and it cannot be directly applied to the analysis in cells or tissues
However, some instrumental analysis methods, such as high performance liquid chromatography (HPLC), electrochemical analysis, etc., although the detection limit is low, still need to borrow expensive high-resolution analytical instruments, which require strict pre-treatment of samples and optimization of experimental parameters. It takes a long time and cannot be directly applied to intracellular SO 2 detection
These shortcomings also directly limit its application
to SO 2 Detection of especially endogenous SO 2 There is still no analytical method that can be popularized in the public

Method used

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  • Iridium complex as well as preparation method and application thereof to detection of sulfur dioxide
  • Iridium complex as well as preparation method and application thereof to detection of sulfur dioxide
  • Iridium complex as well as preparation method and application thereof to detection of sulfur dioxide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] (1) 2,2'-bipyridine-N-oxide

[0025] You can refer to the literature ( Chem. Comm. 2011, 47 , 11011-11013) method to prepare. Dissolve 7.8 g of 2,2’-bipyridine in 40 mL of trifluoroacetic acid, add 8.5 mL of 30% hydrogen peroxide, stir at room temperature for 4 h, neutralize with 6N sodium hydroxide solution, and then use 4′ 50 cm 3 After extraction with chloroform, the organic phases were combined and washed with saturated sodium chloride solution, then dried over anhydrous sodium sulfate, filtered, and evaporated to remove chloroform to obtain a colorless oil, which was dried in vacuo overnight to obtain a white needle-like solid.

[0026] (2) 4-Nitro-2,2'-bipyridine-N-oxide

[0027]Dissolve 3 g of 2,2'-bipyridine-N-oxygen in 19 mL of concentrated sulfuric acid with stirring in an ice bath, then add dropwise to the mixed acid of fuming nitric acid / concentrated sulfuric acid (30 mL / 14 mL) for 15 min After completion, the temperature was raised to 100 °C and reflu...

Embodiment 2

[0036] Example 2 [Ir(ppy) 2 azobpy Ir(ppy) 2 ] 2+ to SO 2 in vitro response experiment

[0037] The complexes used below are the compounds prepared in Example 1.

[0038] Prepare a 10 mM complex solution with acetonitrile / HEPES (10 mM, pH 7.5) buffer solution with a volume ratio of 1:1, add sodium sulfite solutions of different concentrations dropwise, stir well, let stand at room temperature for 5 min, and then measure the UV absorption spectrum and fluorescence intensity. The excitation wavelength and maximum emission wavelength of the complex are 400 and 560 nm, respectively. The experimental results are image 3 , Figure 4 . Depend on image 3 It can be seen that after adding a small amount of sodium sulfite solution, the ultraviolet absorption spectrum of the complex changes significantly, the absorption near 280 nm is enhanced, and the absorption near 400 nm is weakened, indicating that the complex can combine with solution-type SO 2 (sodium sulfite) reacte...

Embodiment 3

[0039] Example 3 [Ir(ppy) 2 azobpy Ir(ppy) 2 ] 2+ to SO 2 Intracellular response experiments

[0040] The complexes used below are the compounds prepared in Example 1.

[0041] Cell culture: Hela cells were cultured in DMEM medium containing 10% fetal bovine serum, cells (5′ l0 8 / L) inoculated in a confocal microscope special glass-bottom culture dish, the diameter of the culture dish is 35 mm, the thickness of the cover glass is 0.085~0.13 mm, the diameter of the micropore in the center of the dish is 10 mm, and 5% CO 2 Incubate at 37°C under 95% air conditions, and after 24 hours of adherent growth, replace with serum-free medium and continue to incubate for 4 hours.

[0042] Confocal microscope-cell imaging: Hela cells were first incubated with different concentrations of sodium sulfite solution for 1 hour, then the medium was aspirated, replaced with PBS, and the complex (5 μM) was added to continue to incubate for 30 minutes, then the PBS was aspirated, and then w...

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Abstract

The invention discloses the preparation of a cyclo-metalated iridium-azo complex and an application of the cyclo-metalated iridium-azo complex to the detection of sulfur dioxide. The complex provided by the invention can react with the sulfur dioxide specifically to produce the fluorescent response, has strong cell membrane penetration capacity and low cytotoxicity, can be used for identifying the sulfur dioxide in the cells and has a great application potential in the aspect of real-time and quick detection of the sulfur dioxide.

Description

technical field [0001] The invention relates to the field of thiol detection, in particular to a preparation method and application of a novel cyclometalated iridium complex. Background technique [0002] Sulfur dioxide (SO 2 ) is a poisonous gas in the atmosphere and can form acid rain. It is a common and serious global air pollutant. SO 2 The pollution status and toxic effects of pollutants have always been a common concern of the whole society. via SO 2 A health survey of workers exposed to the field revealed that SO 2 The main toxicity of exposure is irritation and corrosion to the respiratory tract of humans and rodents, which proves that SO 2 Pollution is associated with the occurrence of some respiratory diseases (eg bronchitis, bronchitis, asthma, emphysema, etc.). via SO 2 Toxicology experiments found that high concentrations of SO 2 Inhalation can cause DNA damage in mice, lipid peroxidation damage in various organs, protein oxidative damage, enzyme activit...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F15/00G01N21/33G01N21/64
Inventor 巢晖李观营陈禹许文超刘疆平计亮年
Owner SUN YAT SEN UNIV
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