Evaluation of the ionization efficiency in phosphatidylcholine positional isomers with docosahexaenoic acid bound to the sn-1 or sn-2 position.

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  • Additional Information
    • Source:
      Publisher: Elsevier Country of Publication: Netherlands NLM ID: 101139554 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1873-376X (Electronic) Linking ISSN: 15700232 NLM ISO Abbreviation: J Chromatogr B Analyt Technol Biomed Life Sci Subsets: MEDLINE
    • Publication Information:
      Original Publication: Amsterdam ; New York : Elsevier, c2002-
    • Subject Terms:
      Docosahexaenoic Acids*/chemistry ; Docosahexaenoic Acids*/analysis ; Phosphatidylcholines*/chemistry ; Phosphatidylcholines*/analysis ; Tandem Mass Spectrometry*/methods; Isomerism ; Chromatography, Liquid/methods
    • Abstract:
      Phosphatidylcholine (PC), a key phospholipid, contains 2 fatty acids that can be bound at the sn-1 and sn-2 positions, resulting in positional isomers when different fatty acids are attached. Currently, there is no established method for identifying phospholipid molecular species and quantifying individual isomers using authentic standards of each PC isomer. In this study, we prepare authentic analytical standards for PC positional isomers through chemical synthesis and preparative purification. These isomers contain docosahexaenoic acid (DHA, 22:6) and palmitic acid (16:0) attached at the sn-1 and sn-2 positions and are denoted as PC(22:6/16:0) and PC(16:0/22:6), respectively. Standard solutions of PC(22:6/16:0) and PC(16:0/22:6) were analyzed using liquid chromatography-tandem mass spectrometry, and calibration curves of the PC positional isomers were generated to compare their ionization efficiencies. The ionization efficiency of PC(22:6/16:0) was 2.32 times higher than that of PC(16:0/22:6), indicating that the ionization efficiency depends on the binding position of the fatty acid. Elucidating and correcting the differences in the ionization efficiencies of the PC positional isomers will enable the accurate quantitative analysis of lipidomes in the future.
      Competing Interests: Declaration of competing interest The authors declare the following financial interests/personal relationships which may be considered as potential competing interests: Seiya Tanaka reports financial support was provided by Grant-in-Aid for Early-Career Scientists, KAKEN (21K17658 and 23K16767, JSPS). If there are other authors, they declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
      (Copyright © 2024 Elsevier B.V. All rights reserved.)
    • Contributed Indexing:
      Keywords: Docosahexaenoic acid; Ionization efficiency; LC-MS/MS; Phosphatidylcholine; Positional isomer; quantitative NMR
    • Accession Number:
      25167-62-8 (Docosahexaenoic Acids)
      0 (Phosphatidylcholines)
    • Publication Date:
      Date Created: 20241116 Date Completed: 20241123 Latest Revision: 20241123
    • Publication Date:
      20241126
    • Accession Number:
      10.1016/j.jchromb.2024.124355
    • Accession Number:
      39549631