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Application of high selectivity reaction type fluorescence probe for detecting hydrogen sulfide

A fluorescent probe, high selectivity technology, applied in fluorescence/phosphorescence, luminescent materials, organic chemistry, etc., can solve the problems of limited detection methods, inability to detect with H2S, complicated pretreatment process, etc., and achieve simple and easy synthesis process Effect

Inactive Publication Date: 2017-09-29
南京微瑞莱电子科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there are some shortcomings in the above methods. For example, the pretreatment process of the detection standard is relatively complicated and will usually cause damage to the sample, making these methods unable to be used for H 2 The detection of S in organisms greatly limits the practical application of the above-mentioned detection methods.

Method used

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  • Application of high selectivity reaction type fluorescence probe for detecting hydrogen sulfide
  • Application of high selectivity reaction type fluorescence probe for detecting hydrogen sulfide
  • Application of high selectivity reaction type fluorescence probe for detecting hydrogen sulfide

Examples

Experimental program
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Effect test

Embodiment 1

[0038] Example 1 Synthesis of 2-{(6-(dimethylamino)-3-(2,4-dinitrophenoxy)naphthaleneacetamide-2-)methylene}malononitrile

[0039] Take a 50ml eggplant-shaped bottle, add compound (3) (50 mg, 0.13 mmol), piperidine (0.5 ml), glacial acetic acid (0.5 ml) into it, add 12 ml of toluene, stir to dissolve at room temperature, and then add propane Dinitrile (80 mg, 1.2 mmol), under nitrogen protection, was stirred at room temperature for 1 h, and the reaction was completed. Add 25 ml of ice water to an eggplant-shaped bottle, wash the layers with a separatory funnel, keep the organic phase, then wash with 50 ml of water at 50°C three times, remove excess malononitrile, keep the organic phase, wash with anhydrous magnesium sulfate Dry and filter, distill toluene off under reduced pressure to obtain a dark red sticky solid, beat with 1 ml of petroleum ether, filter, rinse the filter cake with 5 ml of 50°C hot water, and dry to obtain a red solid powder with a yield of 90%. 1 HNMR (40...

Embodiment 2

[0040] Embodiment 2 probe is to the selectivity of hydrogen sulfide

[0041] The reaction was carried out in acetonitrile:PBS (9:1, v:v, 25mM) system. In a system with a final volume of 3mL, a certain amount of probe molecules were added, and then different cations, anions, amino acids and Solutions of other small molecules. After 60 min of reaction, the fluorescence intensity of the system was measured. (See figure 1 )

Embodiment 3

[0042] Embodiment 3 probe is measured to the concentration curve of hydrogen sulfide linear reaction

[0043] The reaction was carried out in the system of acetonitrile:PBS (9:1, v:v, 25mM). Hydrogen sulfide of different concentrations was added to the system with a final volume of 3mL, and the probe (final concentration 20 mM) was added to react for 60min, and the fluorescence intensity was measured. . (See figure 2 ). The linear curve equation is Y = 4.807 * X -11.37 (R 2 = 0.993), where Y represents the fluorescence intensity at 625 nm, and X the hydrogen sulfide concentration.

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Abstract

The invention relates to an application of a highly selective reactive fluorescent probe for detecting hydrogen sulfide, which belongs to the field of fine chemical industry. The specific probe is 2‑{(6‑(dimethylamino)‑3‑(2,4‑dinitrophenoxy)naphthylacetamide‑2‑)methylene}malononitrile, which can be used to detect The presence of hydrogen sulfide in the in vitro environment and living cells is quantitatively determined within a certain range. The specific determination process of hydrogen sulfide is as follows: select 2‑{(6‑(dimethylamino)‑3‑(2,4‑dinitrophenoxy)naphthylacetamide‑2‑)methylene}malononitrile for thiolysis The buckle reaction is a probe reaction, and the hydrogen sulfide content in each system is determined by quantitatively detecting the amount of reaction products produced by selecting an appropriate probe concentration within the linear reaction range.

Description

technical field [0001] The invention relates to the application of a highly selective reactive fluorescent probe for detecting hydrogen sulfide, which belongs to the field of fine chemical industry. Background technique [0002] Hydrogen sulfide (H 2 S) is a colorless gas with the smell of rotten eggs. It is irritating to the respiratory tract, nervous system and eyes. Excessive inhalation will cause symptoms such as respiratory failure and confusion, and may even lead to death in severe cases. At the same time, H 2 S is also the "third" biological endogenous gas messenger molecule discovered (the other two are CO and NO), which plays an extremely important role in physiological and pathological processes. The regulation of the system and the endocrine system is of great significance. [0003] Currently, the common H 2 S detection methods include: colorimetry, electrochemical method, gas chromatography and polarography. However, there are some shortcomings in the above ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C255/43C09K11/06G01N21/64
CPCC07C255/43C09K11/06C09K2211/1007C09K2211/1011G01N21/643
Inventor 崔京南张晓天冯磊田震豪刘涛乔庆龙张淑芳王铮
Owner 南京微瑞莱电子科技有限公司
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