Mass spectrometry method for compound containing carbon-carbon double bonds

A carbon-carbon double bond and mass spectrometry analysis technology, applied in the field of mass spectrometry, can solve the problems of low reaction efficiency of methylation reagents, harsh reaction conditions, time-consuming and labor-consuming, etc., and achieve good substrate compatibility and functional group tolerance , The reaction conditions are simple and mild, and the effect of a wide range of applications

Pending Publication Date: 2022-07-08
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] At present, the most commonly used clinical method that can accurately detect free unsaturated fatty acids is the enzymatic method, but this enzymatic method needs to prepare specific markers and antibodies for each component, which is costly and time-consuming. Defects
In addition, the commonly used method in the laboratory is to convert free unsaturated fatty acids into fatty acid methyl esters, and then perform GC-MS detection. However, due to the low reaction efficiency of methylating reagents and relatively harsh reaction conditions, this method is not practical ideal

Method used

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  • Mass spectrometry method for compound containing carbon-carbon double bonds
  • Mass spectrometry method for compound containing carbon-carbon double bonds
  • Mass spectrometry method for compound containing carbon-carbon double bonds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] A method for mass spectrometry analysis of compounds containing carbon-carbon double bonds, comprising the steps of:

[0057] 1) respectively configure a series of compounds containing carbon-carbon double bonds (selected in this example: palmitoleic acid, cis-10-heptadecenoic acid, linoleic acid, oleic acid, linoleic acid, α-linolenic acid Acid, arachidonic acid, erucic acid, nervonic acid, oleyl alcohol, methyl erucate, but not limited to these compounds listed, can be fatty acids containing carbon-carbon double bonds, fatty alcohols containing carbon-carbon double bonds, containing Any one or more of fatty acid esters of carbon-carbon double bonds or terpenoids containing carbon-carbon double bonds) in dichloromethane, the concentration of each solution is 1 mg / mL;

[0058] 2) Take 10 μL of each of the above solutions in different derivatization bottles, and dry them with nitrogen for later use;

[0059] 3) Add 100 μL to each of the above 11 substrates after nitroge...

Embodiment 2

[0067] 1) Prepare dichloromethane solutions of oleic acid, linoleic acid, oleyl alcohol, and methyl erucate respectively, and the concentration of each solution is 1 mg / mL;

[0068] 2) Take 10 μL of each of the above-mentioned solutions in different derivatization bottles, and take 2 parts of the dichloromethane solution of each compound at the same time, and dry them with nitrogen for later use;

[0069] 3) Add 100 μL of 1000 μg / mL [d 0 ]-IPy 2 BF 4 Dichloromethane solution, add 100 μL of 1000 μg / mL [d 10 ]-IPy 2 BF 4 The dichloromethane solution was then vortexed at room temperature for 1 minute, and then the labeling reaction was carried out at room temperature on a shaker for 2 hours;

[0070] 4) Add 100 μL sodium thiosulfate aqueous solution with a mass fraction of 10% to the above labeling reaction system to quench the labeling reaction, then collect the lower organic phase solution, and redissolve in 100 μL containing 0.1 wt% formic acid after drying with nitrogen....

Embodiment 3

[0078] The operation of quantitatively analyzing compounds containing carbon-carbon double bonds using the mass spectrometry method of the present invention is as follows:

[0079]1. Configure a series of compounds containing carbon-carbon double bonds (selected in this example: palmitoleic acid, cis-10-heptadenoic acid, linoleic acid, oleic acid, linoleic acid, α-linolenic acid, etc.) Acid, arachidonic acid, erucic acid, nervonic acid, oleyl alcohol, methyl erucate, but not limited to these compounds listed, can be fatty acids containing carbon-carbon double bonds, fatty alcohols containing carbon-carbon double bonds, containing Dichloromethane solution of fatty acid ester of carbon-carbon double bond or any one or more of terpenoids containing carbon-carbon double bond), the concentration of each solution is 10nmol / mL, take 500μL of each solution respectively In different derivatization bottles, dry with nitrogen for use;

[0080] 2. Add a) 500 μL of 1000 nmol / mL [d 0 ]-IP...

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Abstract

The invention discloses a mass spectrometry method for a compound containing a carbon-carbon double bond. The mass spectrometry method comprises the following steps: a) carrying out labeling reaction on light and heavy isotope labeling reagents and the compound containing the carbon-carbon double bond in a target analyte; b) carrying out post-treatment on a product after the marking reaction and then carrying out mass spectrometry; wherein the light isotope labeling reagent is [d0]-bis (pyridine) iodine tetrafluoroborate, and the heavy isotope labeling reagent is [d10]-bis (pyridine) iodine tetrafluoroborate. Experiments prove that the method not only can significantly improve the mass spectrum recognition of the compound containing the carbon-carbon double bond, but also has universality and wide application range, can be suitable for mass spectrum direct analysis, can also be suitable for liquid chromatography and mass spectrum combined analysis, can be used for quantitative analysis of the compound containing the carbon-carbon double bond in a complex system, and has wide application prospects. And the method has important value and practicability for realizing rapid, efficient and accurate mass spectrometry of compounds containing carbon-carbon double bonds in complex samples.

Description

technical field [0001] The invention relates to a mass spectrometry analysis method for compounds containing carbon-carbon double bonds, and belongs to the technical field of mass spectrometry. Background technique [0002] Biomarker refers to a kind of objective detection and evaluation characteristics, which can be used as an indicator of normal biological process, pathological process or pharmacological response of therapeutic intervention. It has a wide range of uses. Moreover, it also has unique advantages in accurately and sensitively evaluating early and low-level damage, which can provide evidence for early warning, prognostic efficacy analysis, accurate staging and classification of diseases, etc., and can provide auxiliary diagnosis for clinicians to a large extent. in accordance with. Therefore, it is particularly important to achieve rapid and accurate qualitative and quantitative analysis of various biomarkers. [0003] In addition, free unsaturated fatty acid...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N27/62G01N30/72G01N30/02G01N30/06G01N30/34G01N30/60
CPCG01N27/62G01N30/724G01N30/02G01N30/06G01N30/6052G01N30/34G01N2030/045G01N2030/067
Inventor 郭寅龙程颉曹宇奇李瑜玲高祯张立张菁
Owner SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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