Ozonation of PC in ethanol: Separation and identification of a novel ethoxyhydroperoxide

Misako Tagiri-Endo, Kaori Ono, Kiyotaka Nakagawa, Mari Yamashita, Teruo Miyazawa

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

The product of the ozonolysis of 1-palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine in ethanol-containing solvent was analyzed by chemiluminescence detection-HPLC with on-line electrospray MS, and characterized on the basis of NMR spectroscopy and MS in high-resolution fast atom bombardment mode. The reaction yielded a large amount of a novel ethoxyhydroperoxide compound [1-palmitoyl-2-(9-ethoxy-9-hydroperoxynonanoyl)-sn-glycero-3-phosphocholine]. In addition to a structural analysis, we speculate on the reaction pathway and discuss the possibility of ethoxyhydroperoxide as a potentially reactive ozonized lipid in food and biological materials.

Original languageEnglish
Pages (from-to)1007-1012
Number of pages6
JournalLipids
Volume37
Issue number10
DOIs
Publication statusPublished - 2002 Oct 1

ASJC Scopus subject areas

  • Medicine (miscellaneous)
  • Biochemistry, Genetics and Molecular Biology(all)
  • Food Science
  • Biochemistry

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