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

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

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)


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
Issue number10
Publication statusPublished - 2002 Oct 1


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