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Application of fast and high-selective hydrogen sulphide colorimetric probe

A technology of hydrogen sulfide and sodium sulfide, which is applied in the preparation of organic compounds, the analysis of materials through chemical reactions, and the analysis of materials by observing the influence of chemical indicators, etc., which can solve the problems of insufficient selectivity, complex synthesis, Insufficient water solubility and other problems, to achieve the effect of good water solubility and simple synthesis

Inactive Publication Date: 2013-04-03
UNIV OF JINAN
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among these numerous detection methods, fluorescent probes have become the focus of researchers due to their unique advantages, but there are still some problems in the reported fluorescent probes, including insufficient selectivity, insufficient response speed, complex synthesis and Water solubility is not good enough
The rapid catabolism of hydrogen sulfide in living organisms causes continuous fluctuations in the content of hydrogen sulfide in living organisms, which brings great difficulties to the detection of hydrogen sulfide in living organisms. Therefore, it is necessary to develop analytical methods that can quickly detect hydrogen sulfide in living organisms of

Method used

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  • Application of fast and high-selective hydrogen sulphide colorimetric probe
  • Application of fast and high-selective hydrogen sulphide colorimetric probe
  • Application of fast and high-selective hydrogen sulphide colorimetric probe

Examples

Experimental program
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Effect test

Embodiment 1

[0043]

[0044] (Scheme 1) Dissolve 377.3mg (1mmol) of nitrogen phenyldiethanolamine and 128mg (1.0mmol) of tetracyanoethylene in 20mL of N,N-dimethylformamide (DMF), then heat and reflux at 80°C for 4h, then Extracted with ethyl acetate to obtain the ethyl acetate phase, then rotary evaporated to obtain the crude product, and then separated by column chromatography using a mixed system of dichloromethane and anhydrous methanol (v / v, 100:1) to obtain 298 mg of a red pure product , and the yield was 59%.

[0045] (Scheme 2) Dissolve 377.3mg (1mmol) of nitrogen phenyldiethanolamine and 192mg (1.5mmol) of tetracyanoethylene in 20mL of N,N-dimethylformamide (DMF), then heat and reflux at 80°C for 4h, then Extracted with ethyl acetate to obtain the ethyl acetate phase, then rotary evaporated to obtain the crude product, and then separated by column chromatography using a mixed system of dichloromethane and anhydrous methanol (v / v, 100:1) to obtain 415 mg of a red pure product ,...

Embodiment 2

[0051] The inventor of the present invention has carried out following test: (a) different concentration Na 2 Effect of S (0-200μM) on the absorption spectrum of the probe (5μM); (b) the relationship between the absorption intensity at 527nm and the added Na 2 The linear relationship between S concentration (0-130μM); (c) different concentrations of Na 2 The color of the probe solution (5 μM) changed from pink to colorless in the presence of S (from left to right: 0, 50, 100, 200, 300, 400, 500 μM). The above determination was carried out in water (20mM PBS, pH7.4), the probe used was the probe prepared in Example 1, and all spectral tests were carried out at 25°C. 2 Measured after adding S for 10 min. See Figure 1 for the results.

[0052] It can be seen from Figure 1 that with the Na in the probe solution 2 With the increase of S concentration, the absorption spectrum gradually decreased, and in the 0-130μM Na 2 In the concentration range of S, Na 2 The concentration o...

Embodiment 3

[0054] The effect of different analytes (150 μM) on the absorption spectrum of the probe (5 μM). Analytes include: cysteine ​​Cys, glutathione GSH, leucine Leu, proline Pro, threonine Thr, glutamic acid Glu, glycine Gly, potassium ion K + , calcium ion Ca 2+ , Zinc ion Zn 2+ , Sulfate ion SO 4 2- , nitrate ion NO 3 - , perchlorate ion ClO 4 - , Sodium Sulfide Na 2 S, their concentration is 150 μM. All test conditions were completed in water (20mM PBS, pH7.4), the probe used was the probe prepared in Example 1, and all spectra were measured after adding the analyte at 25°C for 10 minutes of. Specifically, pipette 25 μL of the probe stock solution (1 mM) into a 5 mL colorimetric tube, then add 3 mL of ultrapure water, then pipette 75 μL of the above analyte stock solution (10 mM) into the colorimetric tube, and then pipette 0.5 mL of PBS solution (pH7.4, 200mM), and finally dilute to 5mL with ultrapure water. Shake well, let it stand for 10min, then measure. The res...

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Abstract

The invention relates to the application of a fast and high-selective hydrogen sulphide colorimetric probe and particularly relates to the application of a tri-cyano vinyl nitrogen phenyl compound as a hydrogen sulfide colorimetric probe. The probe can be used for identifying the hydrogen sulphide highly selectively, analyzing the hydrogen sulphide qualitatively and quantitatively by adopting the absorption spectroscopy through the observation of naked eyes and detecting the hydrogen sulphide under the physiological condition immediately. The probe can respond to the hydrogen sulphide fast, has stable nature, good water solubility and strong anti-interference capacity and can be stored and used for a long time. In addition, the probe is synthesized easily by adopting the heating method through one-step reaction.

Description

technical field [0001] The invention relates to the application of tricyanoethylene nitrogen phenyl compounds as hydrogen sulfide colorimetric probes to quickly and highly selectively identify hydrogen sulfide under physiological level conditions. Background technique [0002] Hydrogen sulfide is famous for its typical smell of rotten eggs and toxicity. However, recent studies have found that hydrogen sulfide in living bodies has many physiological functions. Hydrogen sulfide has become the third bioactive gas signal molecule discovered after nitric oxide and carbon monoxide. Hydrogen sulfide in the living body participates in many physiological processes, and has physiological functions such as dilating blood vessels, regulating blood pressure, myocardial contraction, regulating the respiratory system, inhibiting cell apoptosis, and neurotransmission. Once the hydrogen sulfide content in the living body cannot be maintained within the normal physiological range, many disea...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N21/78C07C255/42C07C253/30
Inventor 朱宝存赵允洲
Owner UNIV OF JINAN
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