ArticleAnalytical chemistry2019
Identification of Double Bond Position Isomers in Unsaturated Lipids by m-CPBA Epoxidation and Mass Spectrometry Fragmentation.
Article in Analytical chemistry, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 84 papers.
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Who cites it
84 citing papers in PubMed.
- Mapping Double-Bond Positional Isomers of Phosphatidylcholines in Zebrafish Using OzMALDI Mass Spectrometry Imaging.Journal of the American Society for Mass Spectrometry · 2026Article
- Making Ozonolysis Mass Spectrometry More Accessible: A Simple LC-OzESI-MS Workflow for Carbon-Carbon Double Bond Position Elucidation in Lipids and Natural Products.Journal of the American Society for Mass Spectrometry · 2026Article
- Aziridination-Enabled Structural and Quantitative Lipidomics.Journal of the American Society for Mass Spectrometry · 2026Review
- Oxygen Attachment Dissociation of Protonated Reserpine and Its Analogs.Rapid communications in mass spectrometry : RCM · 2026Article
- Tissue Heterogeneity-Driven Parallel Acquisition for High-Coverage MS/MS Imaging of Lipids.Angewandte Chemie (International ed. in English) · 2026Article
- Structural Diversity and Analytical Characterization of Acylhomocarnitines.Journal of proteome research · 2026Article
- Recent advances in the analysis of unsaturated fatty acids in biological samples based on chemical derivatization and mass spectrometry techniques.Journal of pharmaceutical analysis · 2026Review
- Analytical applications of gas-phase ion chemistry enabled by mass spectrometry.Analytical methods : advancing methods and applications · 2026Review
- Plasma-Microdroplet Fusion for Online Post-Column Epoxidation: Toward Deep Lipidomics on Unmodified Mass Spectrometers.Analytical chemistry · 2025Article
- Analysis of Acyl Solamines in Tuber Periderm of Cultivated and Wild Potatoes Using Liquid Chromatography Coupled With Electrospray Ionization Quadrupole Time-of-Flight Mass Spectrometry.Journal of mass spectrometry : JMS · 2025Article
- Computationally unmasking each fatty acyl C=C position in complex lipids by routine LC-MS/MS lipidomics.Nature communications · 2025Article
- Comprehensive lipid structure annotation via photochemical epoxidation and mass spectrometry.Analytical and bioanalytical chemistry · 2025Article
- Oxygen attachment dissociation (OAD) MS/MS in the identification of positional isomers of dysregulated lipids detected in an ethanol exposure metabolomics study in mice.Metabolomics : Official journal of the Metabolomic Society · 2025Article
- Characterization and Potential Role of Fatty Acid-Solamine Conjugates in Plant Defense against Herbivores and Pathogens in Wild Potato Species.Journal of agricultural and food chemistry · 2025Article
- Dual fragmentation via collision-induced and oxygen attachment dissociations using water and its radicals for C=C position-resolved lipidomics.Communications chemistry · 2025Article
- Determination of double bond positions in unsaturated fatty acids by pre-column derivatization with dimethyl and dipyridyl disulfide followed by LC-SWATH-MS analysis.Analytical and bioanalytical chemistry · 2025Article
- Interfacial electromigration for accelerated reactions.Analytica chimica acta · 2025Article
- Bifunctional Tagging through N-Doped Ozonide for Charge Switching and Isomeric Characterization of Glycerophospholipids Using Tandem Mass Spectrometry.Analytical chemistry · 2025Article
- Novel Charge-Switch Derivatization Method Using 3-(Chlorosulfonyl)benzoic Acid for Sensitive RP-UHPLC/MS/MS Analysis of Acylglycerols, Sterols, and Prenols.Analytical chemistry · 2025Article
- OzMALDI: A Gas-Phase, In-Source Ozonolysis Reaction for Efficient Double-Bond Assignment in Mass Spectrometry Imaging with Matrix-Assisted Laser Desorption/Ionization.Analytical chemistry · 2025Article
24 more citing papers are in PubMed but not listed here.
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Authors and funding
4 authors.
Funding
Abstract
Lipids are highly diverse biomolecules associated with several biological functions including structural constituent, energy storage, and signal transduction. It is essential to characterize lipid structural isomers and further understand their biological roles. Unsaturated lipids contain one or multiple carbon-carbon double bonds. Identifying double bond position presents a major challenge in unsaturated lipid characterization. Recently, several advancements have been made for double bond localization by mass spectrometry (MS) analysis. However, many of these studies require complex chemical reactions or advanced mass spectrometers with special fragmentation techniques, which limits the application in lipidomics study. Here, an innovative meta-chloroperoxybenzoic acid ( m-CPBA) epoxidation reaction coupling with collision-induced dissociation (CID)-MS/MS strategy provides a new tool for unsaturated lipidomics analysis. The rapid epoxidation reaction was carried out by m-CPBA with high specificity. Complete derivatization was achieved in minutes without overoxidized byproduct. Moreover, diagnostic ion pair with 16 Da mass difference indicated localization of carbon-carbon double bond in MS/MS spectra. Multiple lipid classes were evaluated with this strategy and generated abundant fragments for structural analysis. Unsaturated lipid analysis of yeast extract using this strategy took less than 30 min, demonstrating the potential for high-throughput lipidomics analysis by this approach. This study opens a door for high throughput unsaturated lipid analysis with minimal requirement for instrumentation, which could be widely applied in lipidomics analysis.
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