ArticleJournal of the American Society for Mass Spectrometry2018
Charging and Charge Switching of Unsaturated Lipids and Apolar Compounds Using Paternò-Büchi Reactions.
Article in Journal of the American Society for Mass Spectrometry, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 23 papers.
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Who cites it
23 citing papers in PubMed.
- Aziridination-Enabled Structural and Quantitative Lipidomics.Journal of the American Society for Mass Spectrometry · 2026Review
- 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
- Identifying Key Metabolites in South African Medicinal Plants Using Dual Electrospray Ionization Metabolomics.Plants (Basel, Switzerland) · 2026Article
- Comprehensive lipid structure annotation via photochemical epoxidation and mass spectrometry.Analytical and bioanalytical 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
- Review
- Charge inversion under plasma-nanodroplet reaction conditions excludes Fischer esterification for unsaturated fatty acids: a chemical approach for type II isobaric overlap.Chemical science · 2024Article
- Mass Spectrometry-based Single-Cell Lipidomics: Advancements, Challenges, and the Path Forward.Trends in analytical chemistry : TRAC · 2023Article
- Isobaric 6-plex and tosyl dual tagging for the determination of positional isomers and quantitation of monounsaturated fatty acids using rapid UHPLC-MS/MS.The Analyst · 2023Article
- Quantitative Analysis and Structural Elucidation of Fatty Acids by Isobaric Multiplex Labeling Reagents for Carbonyl-Containing Compound (SUGAR) Tags andAnalytical chemistry · 2022Article
- Liquid Chromatography-Mass Spectrometry (LC-MS) Derivatization-Based Methods for the Determination of Fatty Acids in Biological Samples.Molecules (Basel, Switzerland) · 2022Review
- An enzymatic tandem reaction to produce odor-active fatty aldehydes.Applied microbiology and biotechnology · 2022Article
- Site-Specific Photochemical Reaction for Improved C=C Location Analysis of Unsaturated Lipids by Ultraviolet Photodissociation.Research (Washington, D.C.) · 2022Article
- Advanced tandem mass spectrometry in metabolomics and lipidomics-methods and applications.Analytical and bioanalytical chemistry · 2021Review
- Single-cell lipidomics with high structural specificity by mass spectrometry.Nature communications · 2021Article
- Structural elucidation of triacylglycerol using online acetone Paternò-Büchi reaction coupled with reversed-phase liquid chromatography mass spectrometry.The Analyst · 2020Article
- Enhancing detection and characterization of lipids using charge manipulation in electrospray ionization-tandem mass spectrometry.Chemistry and physics of lipids · 2020Review
- Double bond localization in unsaturated rhamnolipid precursors 3-(3-hydroxyalkanoyloxy)alkanoic acids by liquid chromatography-mass spectrometry applying online Paternò-Büchi reaction.Analytical and bioanalytical chemistry · 2020Article
- Large-scale lipid analysis with C=C location and sn-position isomer resolving power.Nature communications · 2020Article
- Lipid Alterations during Zebrafish Embryogenesis Revealed by Dynamic Mass Spectrometry Profiling with C=C Specificity.Journal of the American Society for Mass Spectrometry · 2019Article
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Abstract
The ability to control the charge state and ionization efficiency of lipids and hydrocarbons by means of in-source Paternò-Büchi functionalization in nano-electrospray ionization mass spectrometry experiments is investigated. Ultraviolet light irradiation of acetylpyridine filled nano-electrospray emitter tips, containing unsaturated analytes, generates protonated lipid and hydrocarbon ions. Comparison of reaction yields and fragment ion abundances of functionalized unsaturated fatty acids indicate that acetylpyridine Paternò-Büchi functionalization allows to readily detect fatty acids and determine double bond positions, but fragmentation efficiency and reactivity depend on double bond position and varies between different acetylpyridine isomers. Results for methyl oleate and olefins suggest that fragment ion abundances of unsaturated compounds depend on interactions between acetylpyridine and nearby functional groups. Paternò-Büchi functionalization with acetylpyridine was used to detect and assign double bond positions of mono- and polyunsaturated fatty acid, cholesterol ester, triglyceride, and hydrocarbon standards with ion abundances that are up to 631 times higher than abundances of the same compounds prior Paternò-Büchi reaction. To demonstrate the scope and analytical robustness of the newly developed method, free fatty acids in mouse brain as well as male Schistosoma mansoni extracts and hydrocarbons in an olefin mixture are investigated. For this complex set of analytes, charging and charge switching using acetylpyridine Paternò-Büchi functionalization enable double bond position assignment and relative quantification in positive ion mode. Graphical Abstract.
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