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|UV Spectra=METHYL ESTER ; <FONT FACE="Symbol">l</FONT> <SUP><FONT SIZE=-1>M</FONT></SUP><SUP><FONT SIZE=-1>e</FONT></SUP><SUP><FONT SIZE=-1>O</FONT></SUP><SUP><FONT SIZE=-1>H</FONT></SUP><SUB><FONT SIZE=-1>m</FONT></SUB><SUB><FONT SIZE=-1>a</FONT></SUB><SUB><FONT SIZE=-1>x</FONT></SUB> = 269(<FONT FACE="Symbol">e</FONT> 30,500), 278(<FONT FACE="Symbol">e</FONT> 40,000), 287(<FONT FACE="Symbol">e</FONT> 34,400) nm [[Reference:Corey_EJ:Arai_Y:Mioskowski_C:,J. Am. Chem. Soc.,1979,101,6748|{{RelationTable/GetFirstAuthor|Reference:Corey_EJ:Arai_Y:Mioskowski_C:,J. Am. Chem. Soc.,1979,101,6748}}]]
|UV Spectra=METHYL ESTER ; <FONT FACE="Symbol">l</FONT> <SUP><FONT SIZE=-1>M</FONT></SUP><SUP><FONT SIZE=-1>e</FONT></SUP><SUP><FONT SIZE=-1>O</FONT></SUP><SUP><FONT SIZE=-1>H</FONT></SUP><SUB><FONT SIZE=-1>m</FONT></SUB><SUB><FONT SIZE=-1>a</FONT></SUB><SUB><FONT SIZE=-1>x</FONT></SUB> = 269(<FONT FACE="Symbol">e</FONT> 30,500), 278(<FONT FACE="Symbol">e</FONT> 40,000), 287(<FONT FACE="Symbol">e</FONT> 34,400) nm [[Reference:Corey_EJ:Arai_Y:Mioskowski_C:,J. Am. Chem. Soc.,1979,101,6748|{{RelationTable/GetFirstAuthor|Reference:Corey_EJ:Arai_Y:Mioskowski_C:,J. Am. Chem. Soc.,1979,101,6748}}]]
|Source=Leukotriene A4 is produced as an intermediate for the biosyntheses of leukotrienes B4 and C4 in polymorphonuclear leukocytes, mast cells and macrophages of various animal species [[Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355|{{RelationTable/GetFirstAuthor|Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355}}]];>.
|Source=Leukotriene A4 is produced as an intermediate for the biosyntheses of leukotrienes B4 and C4 in polymorphonuclear leukocytes, mast cells and macrophages of various animal species [[Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355|{{RelationTable/GetFirstAuthor|Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355}}]];>.
|Chemical Synthesis=[[Reference:Corey_EJ:Arai_Y:Mioskowski_C:,J. Am. Chem. Soc.,1979,101,6748|{{RelationTable/GetFirstAuthor|Reference:Corey_EJ:Arai_Y:Mioskowski_C:,J. Am. Chem. Soc.,1979,101,6748}}]];> {{Image200|XPR3001FT0001.gif}}
|Chemical Synthesis=[[Reference:Corey_EJ:Arai_Y:Mioskowski_C:,J. Am. Chem. Soc.,1979,101,6748|{{RelationTable/GetFirstAuthor|Reference:Corey_EJ:Arai_Y:Mioskowski_C:,J. Am. Chem. Soc.,1979,101,6748}}]];> {{Image200|LBF20406LT01FT0001.gif}}
|Metabolism=Arachidonate 5-lipoxygenase is a bifunctional enzyme with a 5-oxygenase activity converting arachidonic acid to 5-hydroperoxy-6,8,11,14-eicosatetraenoic acid and a leukotriene A synthase activity converting the 5-hydroperoxy acid to leukotriene A4. The same enzyme produces leukotriene A4 from arachidonic acid via 5-hydroperoxy acid [[Reference:Ford-Hutchinson_AW:Gresser_M:Young_RN:,Annu. Rev. Biochem.,1994,63,383|{{RelationTable/GetFirstAuthor|Reference:Ford-Hutchinson_AW:Gresser_M:Young_RN:,Annu. Rev. Biochem.,1994,63,383}}]];>. The produced leukotriene A4 ia converted either to leukotriene B4 or to leukotriene C4 [[Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355|{{RelationTable/GetFirstAuthor|Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355}}]];>.
|Metabolism=Arachidonate 5-lipoxygenase is a bifunctional enzyme with a 5-oxygenase activity converting arachidonic acid to 5-hydroperoxy-6,8,11,14-eicosatetraenoic acid and a leukotriene A synthase activity converting the 5-hydroperoxy acid to leukotriene A4. The same enzyme produces leukotriene A4 from arachidonic acid via 5-hydroperoxy acid [[Reference:Ford-Hutchinson_AW:Gresser_M:Young_RN:,Annu. Rev. Biochem.,1994,63,383|{{RelationTable/GetFirstAuthor|Reference:Ford-Hutchinson_AW:Gresser_M:Young_RN:,Annu. Rev. Biochem.,1994,63,383}}]];>. The produced leukotriene A4 ia converted either to leukotriene B4 or to leukotriene C4 [[Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355|{{RelationTable/GetFirstAuthor|Reference:Hammarstrom_S:,Annu. Rev. Biochem.,1983,52,355}}]];>.
}}
}}


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Revision as of 19:00, 25 November 2009

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Upper classes: LB LBF



IDs and Links
LipidBank XPR3001
LipidMaps LMFA03020023
CAS
KEGG {{{KEGG}}}
KNApSAcK {{{KNApSAcK}}}
mol LBF20406LT01
LEUKOTRIENE A4
Structural Information
5 (S) ,6 (S) -Epoxyeicosa-7 (E) ,9 (E) ,11 (Z) ,14 (Z) -tetraenoic acid
  • LEUKOTRIENE A4
  • 5 (S) ,6 (S) -Epoxyeicosa-7 (E) ,9 (E) ,11 (Z) ,14 (Z) -tetraenoic acid
Formula C20H30O3
Exact Mass 318.21949482599996
Average Mass 318.4504
SMILES C(CC=CCC=CC=CC=C[C@@H](O1)[C@@H]1CCCC(O)=O)CCC
Physicochemical Information
SOL. IN CYCLOHEXANE,METHANOL Corey_EJ et al.. STABILITIES : to decompose to 5,12-DIHYDROXY-6,8,10,14-EICOSATETRAENOIC ACID and 5,6-DIHYDROXY-7,9,11,14-EICOSATETRAENOIC ACID under neutral aqueous solution at 37°C with one minite of half-life BorgeatPet al..
Leukotriene A4 is produced as an intermediate for the biosyntheses of leukotrienes B4 and C4 in polymorphonuclear leukocytes, mast cells and macrophages of various animal species Hammarstrom_S ;>.
Corey_EJ et al.;>

Arachidonate 5-lipoxygenase is a bifunctional enzyme with a 5-oxygenase activity converting arachidonic acid to 5-hydroperoxy-6,8,11,14-eicosatetraenoic acid and a leukotriene A synthase activity converting the 5-hydroperoxy acid to leukotriene A4. The same enzyme produces leukotriene A4 from arachidonic acid via 5-hydroperoxy acid Ford-Hutchinson_AW et al.;>. The produced leukotriene A4 ia converted either to leukotriene B4 or to leukotriene C4 Hammarstrom_S ;>.
Spectral Information
Mass Spectra METHYL ESTER ; 332(M+), 316, 300, 221, 189, 181, 129, 101 Mckay_SW et al.
UV Spectra METHYL ESTER ; l MeOHmax = 269(e 30,500), 278(e 40,000), 287(e 34,400) nm Corey_EJ et al.
IR Spectra
NMR Spectra
Other Spectra
Chromatograms
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406LT01 See above. Borgeat_P et al. 1979
n.a. LBF20406LT01 See above. Corey_EJ et al. 1979
n.a. LBF20406LT01 See above. Corey_EJ et al. 1980
n.a. LBF20406LT01 See above. Ford-Hutchinson_AW et al. 1994
n.a. LBF20406LT01 See above. Funk_CD 1993
n.a. LBF20406LT01 See above. Hammarstrom_S 1983
n.a. LBF20406LT01 See above. Mckay_SW et al. 1981
n.a. LBF20406LT01 See above. Samuelsson_B et al. 1982


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