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Method for authenticating unsaturated lipid carbon-carbon double bond position based on epoxidation and mass spectrum

A carbon-carbon double bond, unsaturated fatty acid technology, applied in the field of mass spectrometry analysis, can solve problems such as the yield of side reactions, and achieve the effects of simple and easy method, high yield, and improved detection sensitivity and quantitative accuracy.

Inactive Publication Date: 2019-11-12
TSINGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

One of the methods is to use other special ion fragmentation methods, such as ozone-induced dissociation (OzID) and ultraviolet photodissociation (UVPD) can be used to identify the C=C position of unsaturated lipids; but these methods require The special functions of OzID or UVPD can only be obtained by making corresponding modifications to the mass spectrometer
Another type of method is to pre-derivatize C=C in unsaturated lipids by Paterno-Big (PB) photochemical derivatization, so that the derivatized products can be generated in the CID fragmentation mode to identify the C=C position The specific ion of information; however, the PB reaction needs to be carried out under ultraviolet light, which will be accompanied by certain side reactions and its yield will not be very high

Method used

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  • Method for authenticating unsaturated lipid carbon-carbon double bond position based on epoxidation and mass spectrum
  • Method for authenticating unsaturated lipid carbon-carbon double bond position based on epoxidation and mass spectrum
  • Method for authenticating unsaturated lipid carbon-carbon double bond position based on epoxidation and mass spectrum

Examples

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Embodiment 1

[0038] This example identifies C=C positions in unsaturated fatty acids based on the present invention. The identification method is as follows: acetone is used as the organic solvent, and the standard product of fatty acid (FA) is oleic acid (Oleic Acid), namely FA 18:1 (9Z); sample pretreatment: acetone: water (volume ratio: 50 / 50) ) to dilute the sample concentration to 10 μmolar. LTP device: LTP probe adopts quartz glass tube (outer diameter 4mm, inner diameter 2mm), inner electrode adopts copper needle electrode, and outer electrode adopts copper tape ring electrode. Pass the carrier gas (helium gas, the flow rate is 1.5L / min), pass the alternating current (the voltage peak-to-peak value is 3.5~4.5kV, the frequency is 16kHz) to generate LTP. Lipid epoxidation derivatization: The epoxidation derivatization reaction was completed by purging the lipids with the LTP plume for 20s. The LTQ mass spectrometer of Thermo Company was selected, and the nanospray ion source was use...

Embodiment 2

[0040] This example identifies C=C positions in unsaturated phospholipids based on the present invention. The identification method is as follows: the standard of phosphatidylcholine (PC) is PC 16:0 / 18:1 (9Z). Sample preparation: Dilute the sample concentration to 10 μM using acetonitrile as the organic solvent. LTP device: LTP probe adopts quartz glass tube (outer diameter 4mm, inner diameter 2mm), inner electrode adopts copper needle electrode, and outer electrode adopts copper tape ring electrode. Pass the carrier gas (helium gas, the flow rate is 1.5L / min), pass the alternating current (the voltage peak-to-peak value is 3.5~4.5kV, the frequency is 16kHz) to generate LTP. Lipid epoxidation derivatization: The epoxidation derivatization reaction was completed by purging the lipids with the LTP plume for 20s. The Impact Q-TOF mass spectrometer of Bruker Company is selected, and the nanospray ion source is used to detect in the positive mode, and the positive mode detects th...

Embodiment 3

[0042] This example identifies C=C positions in unsaturated phospholipids based on the present invention. The identification method is as follows: the standard of phosphatidylcholine (PC) is PC 16:0 / 18:1 (9Z). Sample preparation: Use acetonitrile (containing 30 mmol of ammonium acetate) as the organic solvent to dilute the sample concentration to 10 μmol. LTP device: LTP probe adopts quartz glass tube (outer diameter 4mm, inner diameter 2mm), inner electrode adopts copper needle electrode, and outer electrode adopts copper tape ring electrode. Pass the carrier gas (helium gas, the flow rate is 1.5L / min), pass the alternating current (the voltage peak-to-peak value is 3.5~4.5kV, the frequency is 16kHz) to generate LTP. Lipid epoxidation derivatization: The epoxidation derivatization reaction was completed by purging the lipids with the LTP plume for 20s. The mass spectrometer used in this example is the Qtrap4500 of Sciex Company, and the nanospray ion source is used to detec...

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Abstract

The present invention discloses a method for authenticating an unsaturated lipid carbon-carbon double bond position based on epoxidation and a mass spectrum. The method comprises: performing epoxidation derivation on to-be-analyzed unsaturated lipid by using low-temperature plasma; performing tandem mass spectrum analysis on an epoxidation product that is obtained after the epoxidation derivationon the unsaturated lipid, to obtain a specific ion at the carbon-carbon double bond position; and authenticating the unsaturated lipid carbon-carbon double bond position according to the specific ion.The method is simple and practicable without transforming the mass spectrum. The epoxidation derivation of the low-temperature plasma is combined with the tandem mass spectrum, so that the carbon-carbon double bond position in the unsaturated lipid can be fast and accurately authenticated.

Description

technical field [0001] The invention relates to the technical field of mass spectrometry analysis methods, in particular to a method for identifying the carbon-carbon double bond position of unsaturated lipids based on epoxidation and mass spectrometry. Background technique [0002] Lipids have many important biological functions. Unsaturated lipids are an important part of cell membranes and participate in important biological processes such as energy storage and signal transduction. Studies have shown that the increase in the content of unsaturated fatty acids is closely related to the occurrence of various cancers. For example, studies have found that in ovarian cancer stem cells, increased lipid unsaturation is an important metabolic marker and can be used as a target for cancer therapy. The composition of lipid carbon-carbon double bond (C=C) isomers can also be used to distinguish normal tissue from cancerous diseased tissue. Therefore, in order to better understand ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N27/62G01N27/64
CPCG01N27/62G01N27/64
Inventor 马潇潇欧阳证曹文波张四纯张新荣赵旭赵瑶瑶
Owner TSINGHUA UNIV
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