Online photochemical derivatization enables comprehensive mass spectrometric analysis of unsaturated phospholipid isomers

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Abstract

Mass spectrometry-based lipidomics is the primary tool for the structural analysis of lipids but the effective localization of carbon–carbon double bonds (C=C) in unsaturated lipids to distinguish C=C location isomers remains challenging. Here, we develop a large-scale lipid analysis platform by coupling online C=C derivatization through the Paternò-Büchi reaction with liquid chromatography-tandem mass spectrometry. This provides rich information on lipid C=C location isomers, revealing C=C locations for more than 200 unsaturated glycerophospholipids in bovine liver among which we identify 55 groups of C=C location isomers. By analyzing tissue samples of patients with breast cancer and type 2 diabetes plasma samples, we find that the ratios of C=C isomers are much less affected by interpersonal variations than their individual abundances, suggesting that isomer ratios may be used for the discovery of lipid biomarkers.

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Zhang, W., Zhang, D., Chen, Q., Wu, J., Ouyang, Z., & Xia, Y. (2019). Online photochemical derivatization enables comprehensive mass spectrometric analysis of unsaturated phospholipid isomers. Nature Communications, 10(1). https://doi.org/10.1038/s41467-018-07963-8

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