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|NMR Spectra=<SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR(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}}]]: OOH: 8.3ppm
|NMR Spectra=<SUP><FONT SIZE=-1>1</FONT></SUP>H-NMR(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}}]]: OOH: 8.3ppm
|NOTE Spectra=Rogenation 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}}]]
|NOTE Spectra=Rogenation 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}}]]
|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(8-HPETE)[[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}}]].
|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(8-HPETE)<!--8100-->[[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}}]]<!--8102-->.
|Chemical Synthesis=
|Chemical Synthesis=
|Metabolism=
|Metabolism=
|Biological Activity=8-HPETE generated by 8-lipoxygenase is enzymatically converted to bioactive compounds such as leukotriene and HETE.
|Biological Activity=8-HPETE generated by 8-lipoxygenase is enzymatically converted to bioactive compounds such as leukotriene and HETE<!--8100-->.
|Other Spectra=Rogenation 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}}]]
|Other Spectra=Rogenation 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}}]]
}}
}}


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Revision as of 01:30, 27 January 2010

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Upper classes: LB LBF



IDs and Links
LipidBank DFA8080
LipidMaps -
CAS
KEGG {{{KEGG}}}
KNApSAcK {{{KNApSAcK}}}
mol LBF20406HP02
8-Hydroperoxy-5,9,11,14-Eicosatetraenoic Acid
Structural Information
8-Hydroperoxy-5,9,11,14-Eicosatetraenoic Acid/8-Hydroperoxy-5,9,11,14-Eicosatetraenoate
  • 8-Hydroperoxy-5,9,11,14-Eicosatetraenoic Acid
  • 8-Hydroperoxy-5,9,11,14-Eicosatetraenoate
Formula C20H32O4
Exact Mass 336.23005951199997
Average Mass 336.46567999999996
SMILES C(CC=CCC=CC=CC(OO)CC=CCCCC(O)=O)CCC
Physicochemical Information
Autooxidation of arachidonic acid Terao_J et al. Yamagata_S et al. Porter_NA et al.. Oxidation of arachidonic acid by singlet-oxygen Terao_J et al. Porter_NA et al.. Reaction products between arachidonic acid and lipoxygenase from living cells(8-HPETE) Spector_AA et al..
8-HPETE generated by 8-lipoxygenase is enzymatically converted to bioactive compounds such as leukotriene and HETE.
Spectral Information
Mass Spectra GC-EI-MS(Me-ester; after reduction and TMS) TeraoJet al. TeraoJet al. RabinovitchHet al.: m/e=406[M]; 316[M-HOTMS]; 65[SMTO=CHCH=CHCH=CHCH2CH=CH(CH2)4CH3]; GC-EI-MS(Me-ester; after reduction and TBDMS)(114): m/e=448[M], 391[M-(CH3)3C]; GC-EI-MS(Me-ester;after reduction, hydrogenation and TMS)
UV Spectra UV Porter_NA et al. conjugated diene: lmax=235nm, UV(Me-ester) TeraoJet al. conjugated diene: lmax=232.5nm, UV(Me-ester; after reduction) Porter_NA et al. conjugated trans, cis diene:lmax=236nm, conjugated trans, trans diene: lmax=232.5n
IR Spectra IR(me-ester; after reduction) Porter_NA et al. conjugated trans, cis diene: 985, 950cm-1, conjugated trans, trans diene: 989cm-1; IR(Me-ester) TeraoJet al.: OOH group: 3400cm-1
NMR Spectra 1H-NMR(Me-ester) TeraoJet al.: OOH: 8.3ppm
Other Spectra Rogenation and TBDMS) TeraoJet al.
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406HP02 See above. Pace-Asciak_CR et al. 1983
n.a. LBF20406HP02 See above. Peers_KE et al. 1983
n.a. LBF20406HP02 See above. Porter_NA et al. 1981
n.a. LBF20406HP02 See above. Porter_NA et al. 1979
n.a. LBF20406HP02 See above. Porter_NA et al. 1979
n.a. LBF20406HP02 See above. Rabinovitch_H et al. 1981
n.a. LBF20406HP02 See above. Spector_AA et al. 1988
n.a. LBF20406HP02 See above. Terao_J et al. 1981
n.a. LBF20406HP02 See above. Terao_J et al. 1981
n.a. LBF20406HP02 See above. Yamagata_S et al. 1983


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