期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 60, 期 14, 页码 7559-7563出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202016734
关键词
double bond position; lipid oxidation; photochemistry; singlet oxygen; unsaturated lipids
资金
- National Science Foundation [NSF-1808136]
- National Institute of Health [HD068524, HD103475, R01AR071649]
The development of a novel online photochemical approach for lipid isomer identification utilizing selective derivatization of double bonds with singlet oxygen provides a new strategy for exploring the complexity of the lipidome. Fragmentation of lipid hydroperoxide products in a mass spectrometer allows for rapid identification of C=C bond locations in lipids. This cost-effective method can be easily integrated into lipidomics workflows.
Unraveling the complexity of the lipidome requires the development of novel approaches for the structural characterization of lipid species with isomer-level discrimination. Herein, we introduce an online photochemical approach for lipid isomer identification through selective derivatization of double bonds by reaction with singlet oxygen. Lipid hydroperoxide products are generated promptly after laser irradiation. Fragmentation of these species in a mass spectrometer produces diagnostic fragments revealing the C=C locations in the unreacted lipids. This approach uses an inexpensive light source and photosensitizer making it easy to incorporate into any lipidomics workflow. We demonstrate the utility of this approach for the shotgun profiling of C=C locations in different lipid classes present in tissue extracts using electrospray ionization (ESI) and ambient imaging of lipid species differing only by the location of C=C bonds using nanospray desorption electrospray ionization (nano-DESI).
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