https://lipidbank.jp/mediawiki/index.php?action=history&feed=atom&title=LBF20406HP05 2026-04-30T02:12:00Z Revision history for this page on the wiki MediaWiki 1.43.0 https://lipidbank.jp/mediawiki/index.php?title=LBF20406HP05&diff=55642&oldid=prev 2010-11-05T06:05:35Z

<p></p> <table style="background-color: #fff; color: #202122;" data-mw="interface"> <col class="diff-marker" /> <col class="diff-content" /> <col class="diff-marker" /> <col class="diff-content" /> <tr class="diff-title" lang="en"> <td colspan="2" style="background-color: #fff; color: #202122; text-align: center;">← Older revision</td> <td colspan="2" style="background-color: #fff; color: #202122; text-align: center;">Revision as of 15:05, 5 November 2010</td> </tr><tr><td colspan="2" class="diff-lineno" id="mw-diff-left-l6">Line 6:</td> <td colspan="2" class="diff-lineno">Line 6:</td></tr> <tr><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|LipidBank=DFA8084</div></td><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|LipidBank=DFA8084</div></td></tr> <tr><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|LipidMaps=-</div></td><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|LipidMaps=-</div></td></tr> <tr><td class="diff-marker" data-marker="−"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #ffe49c; vertical-align: top; white-space: pre-wrap;"><div>|SysName=15-Hydroperoxy- (cis-5,cis-8,11,trans-13) -eicosatetraenoic acid</div></td><td class="diff-marker" data-marker="+"></td><td style="color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #a3d3ff; vertical-align: top; white-space: pre-wrap;"><div>|SysName=15-Hydroperoxy- (cis-5,cis-8,<ins style="font-weight: bold; text-decoration: none;">cis-</ins>11,trans-13) -eicosatetraenoic acid</div></td></tr> <tr><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|Common Name=&amp;&amp;15-Hydroperoxy- (5Z,8Z,11,13E) -eicosatetraenoic acid&amp;&amp;15-Hydroperoxy-5,8,11,13-eicosatetraenoic acid&amp;&amp;</div></td><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|Common Name=&amp;&amp;15-Hydroperoxy- (5Z,8Z,11,13E) -eicosatetraenoic acid&amp;&amp;15-Hydroperoxy-5,8,11,13-eicosatetraenoic acid&amp;&amp;</div></td></tr> <tr><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|Mass Spectra=GC-EI-MS(Me-ester;after reduction and TMS)[[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:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]][[Reference:Narumiya_S:Salmon_JA:Cottee_FH:Weatherley_BC:Flower_RJ:,J. Biol. Chem.,1981,256,9583|{{RelationTable/GetFirstAuthor|Reference:Narumiya_S:Salmon_JA:Cottee_FH:Weatherley_BC:Flower_RJ:,J. Biol. Chem.,1981,256,9583}}]][[Reference:Rabinovitch_H:Durand_J:Rigaud_M:Mendy_F:Breton_JC:,Lipids,1981,16,518|{{RelationTable/GetFirstAuthor|Reference:Rabinovitch_H:Durand_J:Rigaud_M:Mendy_F:Breton_JC:,Lipids,1981,16,518}}]] GC-EI-MS(Me-ester;after reduction and TBDMS)[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]], GC-EI-MS(Me-ester;after reduction, hydrogenation and TMS)[[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: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}}]][[Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058|{{RelationTable/GetFirstAuthor|Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058}}]][[Reference:Narumiya_S:Salmon_JA:Cottee_FH:Weatherley_BC:Flower_RJ:,J. Biol. Chem.,1981,256,9583|{{RelationTable/GetFirstAuthor|Reference:Narumiya_S:Salmon_JA:Cottee_FH:Weatherley_BC:Flower_RJ:,J. Biol. Chem.,1981,256,9583}}]][[Reference:Mayer_B:Moser_R:Gleispach_H:Kukovetz_WR:,Biochim. Biophys. Acta,1986,875,641|{{RelationTable/GetFirstAuthor|Reference:Mayer_B:Moser_R:Gleispach_H:Kukovetz_WR:,Biochim. Biophys. Acta,1986,875,641}}]]</div></td><td class="diff-marker"></td><td style="background-color: #f8f9fa; color: #202122; font-size: 88%; border-style: solid; border-width: 1px 1px 1px 4px; border-radius: 0.33em; border-color: #eaecf0; vertical-align: top; white-space: pre-wrap;"><div>|Mass Spectra=GC-EI-MS(Me-ester;after reduction and TMS)[[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:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]][[Reference:Narumiya_S:Salmon_JA:Cottee_FH:Weatherley_BC:Flower_RJ:,J. Biol. Chem.,1981,256,9583|{{RelationTable/GetFirstAuthor|Reference:Narumiya_S:Salmon_JA:Cottee_FH:Weatherley_BC:Flower_RJ:,J. Biol. Chem.,1981,256,9583}}]][[Reference:Rabinovitch_H:Durand_J:Rigaud_M:Mendy_F:Breton_JC:,Lipids,1981,16,518|{{RelationTable/GetFirstAuthor|Reference:Rabinovitch_H:Durand_J:Rigaud_M:Mendy_F:Breton_JC:,Lipids,1981,16,518}}]] GC-EI-MS(Me-ester;after reduction and TBDMS)[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]], GC-EI-MS(Me-ester;after reduction, hydrogenation and TMS)[[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: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}}]][[Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058|{{RelationTable/GetFirstAuthor|Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058}}]][[Reference:Narumiya_S:Salmon_JA:Cottee_FH:Weatherley_BC:Flower_RJ:,J. Biol. Chem.,1981,256,9583|{{RelationTable/GetFirstAuthor|Reference:Narumiya_S:Salmon_JA:Cottee_FH:Weatherley_BC:Flower_RJ:,J. Biol. Chem.,1981,256,9583}}]][[Reference:Mayer_B:Moser_R:Gleispach_H:Kukovetz_WR:,Biochim. Biophys. Acta,1986,875,641|{{RelationTable/GetFirstAuthor|Reference:Mayer_B:Moser_R:Gleispach_H:Kukovetz_WR:,Biochim. Biophys. Acta,1986,875,641}}]]</div></td></tr> <!-- diff cache key wikidb:diff:1.41:old-55641:rev-55642:php=table --> </table>

Editor https://lipidbank.jp/mediawiki/index.php?title=LBF20406HP05&diff=55641&oldid=prev 2010-10-27T06:40:09Z

<p>New page: {{Lipid/Header}} {{Hierarchy|{{PAGENAME}}}} {{Metabolite |LipidBank=DFA8084 |LipidMaps=- |SysName=15-Hydroperoxy- (cis-5,cis-8,11,trans-13) -eicosatetraenoic acid |Common Name=&amp;&amp;15-Hydro...</p> <p><b>New page</b></p><div>{{Lipid/Header}}<br /> <br /> {{Hierarchy|{{PAGENAME}}}}<br /> <br /> {{Metabolite<br /> |LipidBank=DFA8084<br /> |LipidMaps=-<br /> |SysName=15-Hydroperoxy- (cis-5,cis-8,11,trans-13) -eicosatetraenoic acid<br /> |Common Name=&amp;&amp;15-Hydroperoxy- (5Z,8Z,11,13E) -eicosatetraenoic acid&amp;&amp;15-Hydroperoxy-5,8,11,13-eicosatetraenoic acid&amp;&amp;<br /> |Mass Spectra=GC-EI-MS(Me-ester;after reduction and TMS)[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,595|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,595}}]][[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:Narumiya_S:Salmon_JA:Cottee_FH:Weatherley_BC:Flower_RJ:,J. Biol. Chem.,1981,256,9583|{{RelationTable/GetFirstAuthor|Reference:Narumiya_S:Salmon_JA:Cottee_FH:Weatherley_BC:Flower_RJ:,J. Biol. Chem.,1981,256,9583}}]][[Reference:Rabinovitch_H:Durand_J:Rigaud_M:Mendy_F:Breton_JC:,Lipids,1981,16,518|{{RelationTable/GetFirstAuthor|Reference:Rabinovitch_H:Durand_J:Rigaud_M:Mendy_F:Breton_JC:,Lipids,1981,16,518}}]] GC-EI-MS(Me-ester;after reduction and TBDMS)[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]], GC-EI-MS(Me-ester;after reduction, hydrogenation and TMS)[[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: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}}]][[Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058|{{RelationTable/GetFirstAuthor|Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058}}]][[Reference:Narumiya_S:Salmon_JA:Cottee_FH:Weatherley_BC:Flower_RJ:,J. Biol. Chem.,1981,256,9583|{{RelationTable/GetFirstAuthor|Reference:Narumiya_S:Salmon_JA:Cottee_FH:Weatherley_BC:Flower_RJ:,J. Biol. Chem.,1981,256,9583}}]][[Reference:Mayer_B:Moser_R:Gleispach_H:Kukovetz_WR:,Biochim. Biophys. Acta,1986,875,641|{{RelationTable/GetFirstAuthor|Reference:Mayer_B:Moser_R:Gleispach_H:Kukovetz_WR:,Biochim. Biophys. Acta,1986,875,641}}]]<br /> |UV Spectra=UV[[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}}]] conjugated diene: lambda max=235nm, UV(Me-ester)[[Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587|{{RelationTable/GetFirstAuthor|Reference:Terao_J:Matsushita_S:,Agric. Biol. Chem.,1981,45,587}}]] conjugated diene: lambda max=232.5nm, UV(Me-ester; after reduction)[[Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058|{{RelationTable/GetFirstAuthor|Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058}}]] conjugated cis, trans diene: lambda max=236nm, conjugated trans, trans diene: lambda max=232nm.<br /> |IR Spectra=IR(Me-ester; after reduction)[[Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058|{{RelationTable/GetFirstAuthor|Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058}}]] conjugated cis, trans diene: 985, 950cm^{-1}, conjugated trans, trans diene: 989cm^{-1}<br /> |Source=Autooxidation of arachidonic acid[[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:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058|{{RelationTable/GetFirstAuthor|Reference:Porter_NA:Wolf_RA:Yarbro_EM:Weenen_H:,Biochem. Biophys. Res. Commun.,1979,89,1058}}]]. 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}}]]. Reaction products between arachidonic acid and lipoxygenase from living cells(15-HPETE)&lt;!--8031--&gt;&lt;!--8100--&gt;[[Reference:Spector_AA:Gordon_JA:Moore_SA:,Prog. Lipid Res.,1988,27,271|{{RelationTable/GetFirstAuthor|Reference:Spector_AA:Gordon_JA:Moore_SA:,Prog. Lipid Res.,1988,27,271}}]]&lt;!--8102--&gt;&lt;!--8103--&gt;.<br /> |Chemical Synthesis=<br /> |Metabolism=<br /> |Biological Activity=15-HPETE generated by 15-lipoxygenase is enzymatically converted to bioactive compounds such as leukotriene and HETE&lt;!--8100--&gt;[[Reference:Spector_AA:Gordon_JA:Moore_SA:,Prog. Lipid Res.,1988,27,271|{{RelationTable/GetFirstAuthor|Reference:Spector_AA:Gordon_JA:Moore_SA:,Prog. Lipid Res.,1988,27,271}}]]&lt;!--8103--&gt;&lt;!--8104--&gt;.<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>

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