title: Synthetically prepared Aamadori-glycated phosphatidylethanolaminecan trigger lipid peroxidation via free radical reactions.
abstract: This study for the first time confirmed the peroxidative role of the Amadori product derived from the glycation of phosphatidylethanolamine (PE), namely Amadori-PE. The product was synthesized from the reaction of dioleoyl PE with D-glucose, and then purified by a solid-phase extraction procedure, which was a key step in the next HPLC technique for the isolation of essentially pure Amadori-PE. When the synthetically prepared Amadori-PE was incubated with linoleic acid in the presence of Fe(3+) in micellar system, a remarkable formation of thiobarbituric acid reactive substances was observed together with increases in lipid hydroperoxides. In addition, the lipid peroxidation caused by Amadori-PE was effectively inhibited by superoxide dismutase, mannitol, catalase and metal chelator. These results indicated that Amadori-PE triggers oxidative modification of lipids via the generation of superoxide, and implied the involvement of 'lipid glycation' along with membrane lipid peroxidation in the pathogenesis of diabetes and aging.
authors.affiliation: Biodynamic Chemistry Lab, Graduate School of Life Science and Agriculture, Tohoku University, Sendai 981-8555, Japan.
authors.forename: J
authors.initials: J
authors.lastname: Oak
authors.forename: K
authors.initials: K
authors.lastname: Nakagawa
authors.forename: T
authors.initials: T
authors.lastname: Miyazawa
mesh_terms: D000375:Aging / Q000378:metabolism; D000818:Animals; D002374:Catalase / Q000378:metabolism; D002614:Chelating Agents / Q000494:pharmacology; D002851:Chromatography, High Pressure Liquid; D003920:Diabetes Mellitus / Q000378:metabolism; D005609:Free Radicals / Q000378:metabolism*; D005947:Glucose / Q000378:metabolism; D006863:Hydrogen-Ion Concentration; D007501:Iron / Q000378:metabolism; D019787:Linoleic Acid / Q000378:metabolism; D015227:Lipid Peroxidation / Q000187:drug effects*; D008054:Lipid Peroxides / Q000378:metabolism; D008353:Mannitol / Q000494:pharmacology; D013058:Mass Spectrometry; D008823:Micelles; D008954:Models, Biological; D010714:Phosphatidylethanolamines / Q000138:chemical synthesis* / Q000302:isolation & purification / Q000378:metabolism / Q000494:pharmacology*; D017382:Reactive Oxygen Species / Q000378:metabolism; D019163:Reducing Agents / Q000378:metabolism; D013482:Superoxide Dismutase / Q000378:metabolism; D017392:Thiobarbituric Acid Reactive Substances / Q000378:metabolism
chemical_list: D002614:Chelating Agents; D005609:Free Radicals; D008054:Lipid Peroxides; D008823:Micelles; D010714:Phosphatidylethanolamines; D017382:Reactive Oxygen Species; D019163:Reducing Agents; D017392:Thiobarbituric Acid Reactive Substances; D008353:Mannitol; D019787:Linoleic Acid; D007501:Iron; D002374:Catalase; D013482:Superoxide Dismutase; D005947:Glucose