https://lipidbank.jp/mediawiki/index.php?action=history&feed=atom&title=LBF20406HP07 2026-04-30T02:05:06Z Revision history for this page on the wiki MediaWiki 1.43.0 https://lipidbank.jp/mediawiki/index.php?title=LBF20406HP07&diff=55644&oldid=prev 2010-10-27T06:43:51Z

<p>New page: {{Lipid/Header}} {{Hierarchy|{{PAGENAME}}}} {{Metabolite |LipidBank=DFA8086 |LipidMaps=- |SysName=14-Hydroperoxy- (cis-5,cis-8,cis-11,trans-15) -eicosatetraenoic acid |Common Name=&amp;&amp;14-H...</p> <p><b>New page</b></p><div>{{Lipid/Header}}<br /> <br /> {{Hierarchy|{{PAGENAME}}}}<br /> <br /> {{Metabolite<br /> |LipidBank=DFA8086<br /> |LipidMaps=-<br /> |SysName=14-Hydroperoxy- (cis-5,cis-8,cis-11,trans-15) -eicosatetraenoic acid<br /> |Common Name=&amp;&amp;14-Hydroperoxy- (5Z,8Z,11Z,15E) -eicosatetraenoic acid&amp;&amp;14-Hydroperoxy-5,8,11,15-eicosatetraenoic acid&amp;&amp;<br /> |Mass Spectra=GC-EI-MS(Me-ester; after reduction and TMS)[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]]: m/e=406[M]; 316[M-HOTMS]; GC-EI-MS(Me-ester; after reduction and TBMDS)[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]]: m/e=448[M], 391[M-(CH3)3C], GC-EI-MS(Me-ester; after reduction, hydrogenation and TMS)(114/115): m/e=399[M-CH3]<br /> |Source=Oxidation of arachidonic acid by singlet-oxygen[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]][[Reference:Porter_NA:Logan_J:Kontoyiannidou_V:,J. Org. Chem.,1979,44,3177|{{RelationTable/GetFirstAuthor|Reference:Porter_NA:Logan_J:Kontoyiannidou_V:,J. Org. Chem.,1979,44,3177}}]].<br /> |Chemical Synthesis=<br /> |Metabolism=<br /> |Note=Isomerization of hydroperoxides: Both 5- and 15-hydroperoxide were generated predominantly by autooxidation or singlet-oxygen mediated oxidation[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,595|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,595}}]][[Reference:Yamagata_S:Murakami_H:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1983,47,2791|{{RelationTable/GetFirstAuthor|Reference:Yamagata_S:Murakami_H:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1983,47,2791}}]][[Reference:Peers_KE:Coxon_DT:,Chem. Phys. Lipids,1983,32,49|{{RelationTable/GetFirstAuthor|Reference:Peers_KE:Coxon_DT:,Chem. Phys. Lipids,1983,32,49}}]]. However, the proportion of each isomer generated become almost equal by supplementation of hydrogen donor such as tocopherol[[Reference:Porter_NA:Lehman_IS:Weber_BA:Smith_KJ:,J. Am. Chem. Soc.,1981,103,6447|{{RelationTable/GetFirstAuthor|Reference:Porter_NA:Lehman_IS:Weber_BA:Smith_KJ:,J. Am. Chem. Soc.,1981,103,6447}}]][[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,595|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,595}}]][[Reference:Peers_KE:Coxon_DT:,Chem. Phys. Lipids,1983,32,49|{{RelationTable/GetFirstAuthor|Reference:Peers_KE:Coxon_DT:,Chem. Phys. Lipids,1983,32,49}}]].<br /> }}<br /> <br /> {{Lipid/Footer}}</div>

Editor