https://lipidbank.jp/mediawiki/index.php?action=history&feed=atom&title=LBF20406LT17 2026-04-30T02:09:05Z Revision history for this page on the wiki MediaWiki 1.43.0 https://lipidbank.jp/mediawiki/index.php?title=LBF20406LT17&diff=55909&oldid=prev 2011-02-21T04:59:31Z

<p>New page: {{Lipid/Header}} {{Hierarchy|{{PAGENAME}}}} {{Metabolite |LipidBank=XPR3401 |LipidMaps=LMFA03020002 |SysName=5S-Hydroxy-6R-S-cysteinyl- (trans-7,trans-9,cis-11,cis-14) -eicosatetraenoic ...</p> <p><b>New page</b></p><div>{{Lipid/Header}}<br /> <br /> {{Hierarchy|{{PAGENAME}}}}<br /> <br /> {{Metabolite<br /> |LipidBank=XPR3401<br /> |LipidMaps=LMFA03020002<br /> |SysName=5S-Hydroxy-6R-S-cysteinyl- (trans-7,trans-9,cis-11,cis-14) -eicosatetraenoic acid<br /> |Common Name=&amp;&amp;Leukotriene E_4&amp;&amp;5S-Hydroxy-6R-S-cysteinyl- (7E,9E,11Z,14Z) -eicosatetraenoic acid&amp;&amp;<br /> |Optical=DIMETHYL ESTER ; [ alpha ]^{20}_D =+35.2° [[Reference:Rosenberger_M:Newkom_C:Aig_ER:,J. Am. Chem. Soc.,1983,105,3656|{{RelationTable/GetFirstAuthor|Reference:Rosenberger_M:Newkom_C:Aig_ER:,J. Am. Chem. Soc.,1983,105,3656}}]]<br /> |Solubility=METHANOL [[Reference:Rosenberger_M:Newkom_C:Aig_ER:,J. Am. Chem. Soc.,1983,105,3656|{{RelationTable/GetFirstAuthor|Reference:Rosenberger_M:Newkom_C:Aig_ER:,J. Am. Chem. Soc.,1983,105,3656}}]][[Reference:Cohen_N:Banner_BL:Lopresti_RJ:Wong_F:Rosenberger_M:Liu_YY:Thom_E:Liebman_AA:,J. Am. Chem. Soc.,1983,105,3661|{{RelationTable/GetFirstAuthor|Reference:Cohen_N:Banner_BL:Lopresti_RJ:Wong_F:Rosenberger_M:Liu_YY:Thom_E:Liebman_AA:,J. Am. Chem. Soc.,1983,105,3661}}]]<br /> |UV Spectra=MONO-POTASSIUM SALT; lambda = 270( epsilon 40000), 280( epsilon 49400), 291nm( epsilon 40000) [[Reference:Cohen_N:Banner_BL:Lopresti_RJ:Wong_F:Rosenberger_M:Liu_YY:Thom_E:Liebman_AA:,J. Am. Chem. Soc.,1983,105,3661|{{RelationTable/GetFirstAuthor|Reference:Cohen_N:Banner_BL:Lopresti_RJ:Wong_F:Rosenberger_M:Liu_YY:Thom_E:Liebman_AA:,J. Am. Chem. Soc.,1983,105,3661}}]]<br /> |NMR Spectra=DIMETHYL ESTER ; ^1 H-NMR(CDCl_3 ) : delta 6.33(dd, J=14.5Hz, 10Hz, 1H, 10CH), 6.0(t, J=10Hz, 1H, 11-CH), 5.62(dd, J=14.4, 9.6Hz, 1H, 7-CH), 5.3(m, J=10,9Hz, 1H, 14-CH), 3.71 and 3.62(2S, 6H, OCH_3 ), 3.65(m, 1H, 5-CH), 3.4(m, 1H, 6-CH), 2.95(t, J=9Hz, 2H, 13-CH), 2.02(m, 2H, 16-CH), 0.86(t, J=6Hz, 3H, 20-CH) [[Reference:Rosenberger_M:Newkom_C:Aig_ER:,J. Am. Chem. Soc.,1983,105,3656|{{RelationTable/GetFirstAuthor|Reference:Rosenberger_M:Newkom_C:Aig_ER:,J. Am. Chem. Soc.,1983,105,3656}}]]<br /> |Source=When leukotriene C4 was injected into male subjects, leukotriene E4 was found as a major urinary metabolite [[Reference:Orning_L:Kaijser_L:Hammarstrom_S:,Biochem. Biophys. Res. Commun.,1985,130,214|{{RelationTable/GetFirstAuthor|Reference:Orning_L:Kaijser_L:Hammarstrom_S:,Biochem. Biophys. Res. Commun.,1985,130,214}}]]. Incubation of leukotriene D4 with human polymorphonuclear leukocytes produced leukotriene E4 [[Reference:Lee_CW:Lewis_RA:Corey_EJ:Austen_KF:,Immunology,1983,48,27|{{RelationTable/GetFirstAuthor|Reference:Lee_CW:Lewis_RA:Corey_EJ:Austen_KF:,Immunology,1983,48,27}}]].<br /> |Chemical Synthesis=[[Reference:Cohen_N:Banner_BL:Lopresti_RJ:Wong_F:Rosenberger_M:Liu_YY:Thom_E:Liebman_AA:,J. Am. Chem. Soc.,1983,105,3661|{{RelationTable/GetFirstAuthor|Reference:Cohen_N:Banner_BL:Lopresti_RJ:Wong_F:Rosenberger_M:Liu_YY:Thom_E:Liebman_AA:,J. Am. Chem. Soc.,1983,105,3661}}]] {{Image200|LBF20406SF04FT0001.gif}}<br /> |Metabolism=Leukotriene D4 is converted to E4 by extracellular action of a dipeptidase released from granules of human polymorphonuclear leukocytes [[Reference:Lee_CW:Lewis_RA:Corey_EJ:Austen_KF:,Immunology,1983,48,27|{{RelationTable/GetFirstAuthor|Reference:Lee_CW:Lewis_RA:Corey_EJ:Austen_KF:,Immunology,1983,48,27}}]]. Leukotriene E4 is transformed to leukotriene F4 by gamma -glultamyltransferase in the presence of glutathione, and to N-acetyl leukotriene E4 by incubation with rat liver microsomes [[Reference:Hammarstrom_S:Orning_L:Bernstrom_K:,Mol. Cell. Biochem.,1985,69,7|{{RelationTable/GetFirstAuthor|Reference:Hammarstrom_S:Orning_L:Bernstrom_K:,Mol. Cell. Biochem.,1985,69,7}}]].<br /> |Symbol=LTE4<br /> |Biological Activity=Leukotriene E4 stimulates airway smooth muscles from different animal species, and is less potent than C4 in contracting isolated guinea pig ileum [[Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355|{{RelationTable/GetFirstAuthor|Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355}}]].<br /> }}<br /> <br /> {{Lipid/Footer}}</div>

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