ArticleJournal of the American Chemical Society2021
Unveiling Glycerolipid Fragmentation by Cryogenic Infrared Spectroscopy.
Article in Journal of the American Chemical Society, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed, 31 citations in OpenAlex.
- Steroid Fingerprinting with Cryogenic Gas-Phase Infrared Spectroscopy.ACS measurement science au · 2026Article
- Phospholipid Profiling Established by Structure-Rich Fragments for Molecular Species Level Shotgun Analysis.Rapid communications in mass spectrometry : RCM · 2026Article
- How to Use Quantum Chemistry for Analyzing Mass Spectrometry Data.Mass spectrometry (Tokyo, Japan) · 2026Review
- Structural Elucidation of Phosphatidylcholines via Radical-Directed Dissociation of [M + CuJournal of the American Society for Mass Spectrometry · 2025Article
- Deep Structural Characterization of Protein-Bound Lipids via Native MS and Ultraviolet Photodissociation.Analytical chemistry · 2025Article
- Comprehensive lipid structure annotation via photochemical epoxidation and mass spectrometry.Analytical and bioanalytical chemistry · 2025Article
- Studying the Intrinsic Reactivity of Chromanes by Gas-Phase Infrared Spectroscopy.Journal of the American Society for Mass Spectrometry · 2024Article
- Spatially and temporally probing distinctive glycerophospholipid alterations in Alzheimer's disease mouse brain via high-resolution ion mobility-enabled sn-position resolved lipidomics.Nature communications · 2024Article
- Mechanistic insight into benzylidene-directed glycosylation reactions using cryogenic infrared spectroscopy.Nature synthesis · 2024Article
- Imaging and Structural Characterization of Phosphatidylcholine Isomers from Rat Brain Tissue Using Sequential Collision-Induced Dissociation/Electron-Induced Dissociation.Analytical chemistry · 2023Article
- Establishing carbon-carbon double bond position and configuration in unsaturated fatty acids by gas-phase infrared spectroscopy.Chemical science · 2023Article
- The Influence of the Electron Density in Acyl Protecting Groups on the Selectivity of Galactose Formation.Journal of the American Chemical Society · 2022Article
- Emerging scientists in analytical sciences: Carla Kirschbaum.Analytical science advances · 2022Article
- Cryogenic infrared spectroscopy provides mechanistic insight into the fragmentation of phospholipid silver adducts.Analytical and bioanalytical chemistry · 2022Article
- Controlled Tetradeuteration of Straight-Chain Fatty Acids: Synthesis, Application, and Insight into the Metabolism of Oxidized Linoleic Acid.Angewandte Chemie (International ed. in English) · 2022Article
- Studying the Key Intermediate of RNA Autohydrolysis by Cryogenic Gas-Phase Infrared Spectroscopy.Angewandte Chemie (International ed. in English) · 2022Article
- Enhanced Characterization of Cardiolipins via Hybrid 193 nm Ultraviolet Photodissociation Mass Spectrometry.Analytical chemistry · 2022Article
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Authors and funding
8 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Mass spectrometry is routinely employed for structure elucidation of molecules. Structural information can be retrieved from intact molecular ions by fragmentation; however, the interpretation of fragment spectra is often hampered by poor understanding of the underlying dissociation mechanisms. For example, neutral headgroup loss from protonated glycerolipids has been postulated to proceed via an intramolecular ring closure but the mechanism and resulting ring size have never been experimentally confirmed. Here we use cryogenic gas-phase infrared (IR) spectroscopy in combination with computational chemistry to unravel the structures of fragment ions and thereby shed light on elusive dissociation mechanisms. Using the example of glycerolipid fragmentation, we study the formation of protonated five-membered dioxolane and six-membered dioxane rings and show that dioxolane rings are predominant throughout different glycerolipid classes and fragmentation channels. For comparison, pure dioxolane and dioxane ions were generated from tailor-made dehydroxyl derivatives inspired by natural 1,2- and 1,3-diacylglycerols and subsequently interrogated using IR spectroscopy. Furthermore, the cyclic structure of an intermediate fragment occurring in the phosphatidylcholine fragmentation pathway was spectroscopically confirmed. Overall, the results contribute substantially to the understanding of glycerolipid fragmentation and showcase the value of vibrational ion spectroscopy to mechanistically elucidate crucial fragmentation pathways in lipidomics.
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