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Carboxylic acid derivatization reagent as well as preparation method and application thereof

A technology for derivatizing reagents and carboxylic acids, applied in the field of analytical chemistry, can solve the problems of insufficient sensitivity, complicated derivatization operations, and the influence of strong ionization efficiency of derivatization reagents, and achieves high reactivity, mild derivatization conditions, and properties. stable effect

Active Publication Date: 2020-08-25
SHANDONG ANALYSIS & TEST CENT
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these derivatization reagents have problems such as complex derivatization operation, insufficient sensitivity, and strong ionization efficiency of derivatization reagents affect the detection of analytes.

Method used

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  • Carboxylic acid derivatization reagent as well as preparation method and application thereof
  • Carboxylic acid derivatization reagent as well as preparation method and application thereof
  • Carboxylic acid derivatization reagent as well as preparation method and application thereof

Examples

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preparation example Construction

[0033] In another specific embodiment of the present invention, the synthesis method includes the following steps: Dissolve 1-(2-dimethylaminoethyl)piperazine in diethyl ether at room temperature, then add methyl iodide, and stir to obtain .

[0034] In another specific embodiment of the present invention, the molar feed ratio of 1-(2-dimethylaminoethyl)piperazine to methyl iodide in the above method may be 3-10:1, preferably 5:1.

[0035] In another specific embodiment of the present invention, the synthesis method further includes: filtering the reaction liquid after the reaction, washing with ether, and drying to obtain a solid powder, that is, to obtain N,N,N-trimethyl-2-(piperazine- 1-yl)ethane-1-ammonium iodide.

[0036] In another specific embodiment of the present invention, the application of the above-mentioned compound as a derivatization reagent is provided; specifically, the derivatization reagent is a carboxylic acid derivatization reagent; more specifically, the appli...

Embodiment 1

[0051] Example 1: Synthesis of N,N,N-trimethyl-2-(piperazin-1-yl)ethane-1-ammonium iodide

[0052] (1) Add 2.5 mM 1-(2-dimethylaminoethyl)piperazine to 20 mL of ether and vortex for 3 minutes;

[0053] (2) Add 0.5 mM methyl iodide to the above solution and vortex for 3 minutes;

[0054] (3) At room temperature, stir the above solution under a magnetic stirrer at 100rpm / min for 1 hour, then filter it, wash it with ether 3 times, and dry the solid matter on the filter paper to obtain N, N, N- Trimethyl-2-(piperazin-1-yl)ethane-1-ammonium iodide.

[0055] figure 1 It is the high resolution mass spectrum and product ion scanning mass spectrum of N,N,N-trimethyl-2-(piperazin-1-yl)ethane-1-ammonium iodide.

Embodiment 2

[0056] Example 2: Derivatization reaction and detection of carboxylic acid metabolites in solution

[0057] (1) Precisely weigh 10 mg of cholic acid, oleic acid, and fumaric acid in a 10 mL volumetric flask, add 10 mL of acetonitrile-water (9:1, v / v) solution, vortex to mix, and ultrasound for 10 minutes to obtain 1.0 mg / mL of oleic acid, malic acid, and cholic acid solution for use;

[0058] (2) Precisely weigh 10mg of N,N,N-trimethyl-2-(piperazin-1-yl)ethane-1-ammonium iodide derivatization reagent and place it in a 10mL volumetric flask, add 10mL acetonitrile-water (9:1, v / v) solution, vortex to mix, and ultrasonic for 10 minutes to obtain 1.0 mg / mL of N, N, N-trimethyl-2-(piperazin-1-yl)ethane-1 -Ammonium iodide solution for use;

[0059] (3) Precisely weigh 5 mg of HATU in a 10 mL volumetric flask, add 10 mL of acetonitrile-water (9:1, v / v) solution, vortex to mix, and ultrasound for 10 minutes, for use;

[0060] (4) Precisely weigh 10mg of N,N-dimethylethylenediamine in a 10m...

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Abstract

The invention provides a carboxylic acid derivatization reagent as well as a preparation method and application thereof, and belongs to the technical field of analytical chemistry. The carboxylic acidderivatization reagent is specifically ammonium N,N,N-trimethyl-2-(piperazine-1-yl)ethane-1-iodide, and the structural formula of the carboxylic acid derivatization reagent is shown in the specification. The carboxylic acid derivatization reagent can be used as a derivatization reagent for carboxylic acid metabolite spectrum detection, and has a good mass spectrum sensitization effect, so that the carboxylic acid derivatization reagent has good practical popularization and application values.

Description

Technical field [0001] The invention relates to the technical field of analytical chemistry, in particular to a carboxylic acid derivatization reagent and a preparation method and application thereof. Background technique [0002] Disclosure of the background information is only intended to increase the understanding of the overall background of the present invention, and is not necessarily regarded as an acknowledgement or in any form suggesting that the information constitutes the prior art known to those of ordinary skill in the art. [0003] Carboxylic acid compounds such as fatty acid, bile acid, malic acid, citric acid, succinic acid, indole acetic acid, abscisic acid, etc. are important metabolites in the organism. They play a role in cell proliferation, energy metabolism, signal transduction, etc. Crucial role. Changes in the content of these metabolites can reflect the biological state of the body. For example, the abnormal regulation of metabolites related to the tricar...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D295/13G01N1/28G01N27/62
CPCC07D295/13G01N1/28G01N27/62
Inventor 王晓孙成龙刘伟耿岩玲
Owner SHANDONG ANALYSIS & TEST CENT
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