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. 2002 Oct;37(10):1007-12.
doi: 10.1007/s11745-006-0993-0.

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

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

Misako Tagiri-Endo et al. Lipids. 2002 Oct.

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-phosphcholinel. 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.

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