TY - JOUR
T1 - Ozonation of PC in ethanol
T2 - Separation and identification of a novel ethoxyhydroperoxide
AU - Tagiri-Endo, Misako
AU - Ono, Kaori
AU - Nakagawa, Kiyotaka
AU - Yotsu-Yamashita, Mari
AU - Miyazawa, Teruo
PY - 2002/10/1
Y1 - 2002/10/1
N2 - 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.
AB - 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.
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U2 - 10.1007/s11745-006-0993-0
DO - 10.1007/s11745-006-0993-0
M3 - Article
C2 - 12530561
AN - SCOPUS:0036818858
SN - 0024-4201
VL - 37
SP - 1007
EP - 1012
JO - Lipids
JF - Lipids
IS - 10
ER -