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Related Experiment Videos

Squid nerve sphingomyelin containing an unusual sphingoid base.

Y Ohashi1, T Tanaka, S Akashi

  • 1Frontier Research Program, Institute of Physical and Chemical Research, Wako, Saitama 351-0198, Japan.

Journal of Lipid Research
|July 7, 2000
PubMed
Summary

A new mass spectrometry method determines complex sphingolipid structures. This study identified a unique branched, polyunsaturated sphingoid base in squid, crucial for animal biology.

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Area of Science:

  • Lipidomics
  • Mass Spectrometry
  • Biochemistry

Background:

  • Sphingolipids are vital components of cell membranes.
  • Structural elucidation of complex sphingolipids, especially unusual ones, remains challenging.
  • Previous studies indicated a unique sphingomyelin in squid nerve with a branched, polyunsaturated alkyl chain.

Purpose of the Study:

  • To develop and apply a novel methodology for determining sphingolipid structures using positive-ion fast atom bombardment tandem mass spectrometry (FAB-MS/MS).
  • To elucidate the precise structure of an unusual sphingoid base found in squid (Loligo pealei) nerve sphingomyelin.
  • To confirm the identity of this base by comparison with a known standard.

Main Methods:

  • Development of a positive-ion fast atom bombardment tandem mass spectrometry (FAB-MS/MS) method for sphingolipid analysis.

Related Experiment Videos

  • Application of the FAB-MS/MS method to ceramides derived from squid nerve sphingomyelin and starfish (Asterias amurensis) glucosylceramide.
  • Comparison of product ion spectra of the long-chain base ion (LCB(+)) from both sources to determine branching and double bond positions.
  • Main Results:

    • The novel FAB-MS/MS methodology successfully determined sphingolipid structures without derivatization or nuclear magnetic resonance (NMR).
    • The unusual sphingoid base from squid nerve was identified as 2-amino-9-methyl-4,8,10-octadecatriene-1,3-diol.
    • This structure was confirmed to be identical to the base found in starfish, indicating its presence across different phyla.

    Conclusions:

    • This study presents the first detailed structural analysis of a branched, polyunsaturated sphingoid base using tandem mass spectrometry alone.
    • The identified sphingoid base, 2-amino-9-methyl-4,8,10-octadecatriene-1,3-diol, is conserved across different animal groups.
    • The prevalence of this conjugated, polyunsaturated, branched sphingoid base suggests a significant biological role in animals.