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

Author

Listed:
  • Wenpeng Zhang

    (Tsinghua University
    Purdue University, West Lafayette)

  • Donghui Zhang

    (Tsinghua University)

  • Qinhua Chen

    (Hubei University of Medicine)

  • Junhan Wu

    (Tsinghua University)

  • Zheng Ouyang

    (Tsinghua University
    Purdue University, West Lafayette)

  • Yu Xia

    (Tsinghua University
    Purdue University, West Lafayette)

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.

Suggested Citation

  • Wenpeng Zhang & Donghui Zhang & Qinhua Chen & Junhan Wu & Zheng Ouyang & Yu Xia, 2019. "Online photochemical derivatization enables comprehensive mass spectrometric analysis of unsaturated phospholipid isomers," Nature Communications, Nature, vol. 10(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:10:y:2019:i:1:d:10.1038_s41467-018-07963-8
    DOI: 10.1038/s41467-018-07963-8
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    Cited by:

    1. Guifang Feng & Ming Gao & Liwei Wang & Jiayi Chen & Menglu Hou & Qiongqiong Wan & Yun Lin & Guoyong Xu & Xiaotian Qi & Suming Chen, 2022. "Dual-resolving of positional and geometric isomers of C=C bonds via bifunctional photocycloaddition-photoisomerization reaction system," Nature Communications, Nature, vol. 13(1), pages 1-12, December.
    2. Tian Xia & Feng Zhou & Donghui Zhang & Xue Jin & Hengxue Shi & Hang Yin & Yanqing Gong & Yu Xia, 2023. "Deep-profiling of phospholipidome via rapid orthogonal separations and isomer-resolved mass spectrometry," Nature Communications, Nature, vol. 14(1), pages 1-12, December.
    3. Jan Philipp Menzel & Reuben S. E. Young & Aurélie H. Benfield & Julia S. Scott & Puttandon Wongsomboon & Lukáš Cudlman & Josef Cvačka & Lisa M. Butler & Sónia T. Henriques & Berwyck L. J. Poad & Steph, 2023. "Ozone-enabled fatty acid discovery reveals unexpected diversity in the human lipidome," Nature Communications, Nature, vol. 14(1), pages 1-16, December.
    4. Bin Chen & Hailiang Li & Rongfu Huang & Yanan Tang & Feng Li, 2024. "Deep learning prediction of electrospray ionization tandem mass spectra of chemically derived molecules," Nature Communications, Nature, vol. 15(1), pages 1-10, December.
    5. Hua Zhang & Yuan Liu & Lauren Fields & Xudong Shi & Penghsuan Huang & Haiyan Lu & Andrew J. Schneider & Xindi Tang & Luigi Puglielli & Nathan V. Welham & Lingjun Li, 2023. "Single-cell lipidomics enabled by dual-polarity ionization and ion mobility-mass spectrometry imaging," Nature Communications, Nature, vol. 14(1), pages 1-11, December.

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