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标题：Structural characterization of oxidized phospholipid products derived from arachidonate-containing plasmenyl glycerophosphocholine
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作者：Nona Khaselev ; Robert C. Murphy
期刊名称：JLR Papers In Press
印刷版ISSN：0022-2275
电子版ISSN：1539-7262
出版年度：2000
卷号：41
期号：4
页码：564-572
语种：English
出版社：American Society for Biochemistry and Molecular Biology
摘要：Plasmenyl phospholipids are a structurally unique class of lipids that contain a vinyl ether substituent at the sn -1 position of the glycerol backbone, imparting unique susceptibility to oxidative reactions that may take place at the cell membrane lipid bilayer. Several studies have supported the hypothesis that plasmalogens may be antioxidant molecules that protect cells from oxidative stress. Because the molecular mechanism for the antioxidant properties of plasmenyl phospholipids is not fully understood, the oxidation of arachidonate-containing plasmalogen-glycerophosphocholine (GPC) was studied using electrospray tandem mass spectrometry after exposure to the free radical initiator 2,2′-azobis(2-amidinopropane)hydrochloride (AAPH). Various oxidized GPC products involving the sn -1 position alone (1-formyl-2-arachidonyl lipids and lysophospholipid), oxidation products involving the sn -2 position alone (chainshortened ω-aldehyde radyl substituents at sn -2) as well as products oxidized both at the sn -1 and sn -2 positions were observed and structurally identified. The results of these experiments suggest that oxidation of plasmenyl phospholipids esterified with polyunsaturated fatty acid groups at sn -2 likely undergo unique and specific free radical oxidation at the 1′-alkenyl position as well as oxidation of the double bond closest to the ester moiety at sn -2. —Khaselev, N., and R. C. Murphy. Structural characterization of oxidized phospholipid products derived from arachidonate-containing plasmenyl glycerophosphocholine. J. Lipid Res. 2000. 41: 564–572.
关键词：plasmenyl phospholipids ; arachidonate oxidation ; lipid peroxidation ; electrospray mass spectrometry ; AAPH oxidation ; arachidonate plasmalogens ; LC/MS ; antioxidant plasmalogens