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Peroxynitrite ion detection probe as well as preparation method and application thereof

A peroxynitrite and ion detection technology, applied in the field of ion probes, can solve the problems of high peroxynitrite ion activity, slow reaction speed of fluorescent probes, complex metabolites, etc., and achieves great practical application value, Improved probe targeting and simple reaction operation

Active Publication Date: 2017-06-30
BEIJING NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, due to the high activity, short half-life and complex metabolites of peroxynitrite ion, its detection is difficult.
At present, most fluorescent probes for peroxynitrite ion detection have disadvantages such as slow reaction speed, poor sensitivity, and poor selectivity.

Method used

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  • Peroxynitrite ion detection probe as well as preparation method and application thereof
  • Peroxynitrite ion detection probe as well as preparation method and application thereof
  • Peroxynitrite ion detection probe as well as preparation method and application thereof

Examples

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example 1

[0041] A peroxynitrite ion detection probe, the structural formula of the peroxynitrite ion detection probe is as follows:

[0042]

[0043] The synthetic route of the preparation side of the above-mentioned peroxynitrite ion detection probe is as follows:

[0044]

[0045] The concrete steps of described preparation method comprise:

[0046] Step i Under ice-water bath, 2-iodobenzoic acid (12.4 g, 50 mmol) was dissolved in 50 mL of 98% sulfuric acid. Potassium persulfate (27.1g, 100mmol) was added to the above system in batches, and then continued to stir for 30 minutes; benzene (17.8mL, 200mmol) was added; stirred at room temperature for 5 hours, and then the reactant was poured on 200g of crushed ice and used 5M NaOH was adjusted to pH>10, and then extracted with dichloromethane; the organic phase was extracted with 300mL of dichloromethane, the organic phase was dried with anhydrous sodium sulfate, filtered, and the solvent was distilled off under reduced pressure t...

example 2

[0059] The difference from Example 1 is that in the preparation method step ii, the heating temperature under an argon atmosphere is 90°C, after adding glacial acetic acid and concentrated sulfuric acid, the heating temperature is 90°C, and the rest are the same as in Example 1, here No longer.

example 3

[0061] The difference from Example 1 is that in the preparation method step ii, the heating temperature under an argon atmosphere is 140°C, and after adding glacial acetic acid and concentrated sulfuric acid, the heating temperature is 110°C, and the rest are the same as in Example 1, here No longer.

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Abstract

The invention provides a peroxynitrite ion detection probe. The molecular formula of the peroxynitrite ion detection probe AH-1 is C20H15NO2. The invention further discloses a preparation method and application of the peroxynitrite ion detection probe. The molecular structure of the peroxynitrite ion detection probe provided by the invention comprises a 9,10-dihydracridine (DHAC) response unit; the probe does not have fluorescent light; when the probe reacts with peroxynitrite ions, a fluorescent product can be produced; furthermore, the detection process has the characteristics of quick response, sensitivity and high selectivity; meanwhile, the probe is easy to synthesize and modify and extremely high in biocompatibility and can be used for detecting intrinsic type peroxynitrite ions in a biological system.

Description

technical field [0001] The invention belongs to the technical field of ion probes, and in particular relates to a detection probe for endogenous peroxynitrite ions in a biological system, a preparation method and an application thereof. Background technique [0002] Peroxynitrite ion (ONOO - ) is a strong oxidizing substance with extremely high reactivity in the human body, and mitochondria are the main organelles that produce this substance. It is composed of nitric oxide (NO) and superoxide anion (·O 2 - ) reaction, which is fast and does not require the participation of enzymes. Peroxynitrite ions can react with a variety of biomolecules and participate in many physiological processes. Therefore, peroxynitrite ions are related to many diseases, such as shock, atherosclerosis, ischemia-reperfusion injury, senile dementia, Immune system disease etc. However, some studies in recent years have shown that peroxynitrite ions will also have positive effects on immunity and ...

Claims

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Application Information

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IPC IPC(8): C07D219/04C09K11/06G01N21/64
CPCC07D219/04C09K11/06C09K2211/1007C09K2211/1029G01N21/643G01N21/6486
Inventor 卢忠林何兰龚兵李志恒刘睿
Owner BEIJING NORMAL UNIVERSITY
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