LBF20406HO20: Difference between revisions

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{{Metabolite
{{Metabolite
|LipidBank=XPR6101
|LipidBank=XPR6101
|LipidMaps=-
|LipidMaps=LMFA03060002
|SysName=5 (S) -Hydroxy-6,8,11,14- (E,Z,Z,Z) -eicosatetraenoic acid
|SysName=5S-Hydroxy- (trans-6,cis-8,cis-11,cis-14) -eicosatetraenoic acid
|Common Name=&&5 (S) -Hydroxy-6,8,11,14- (E,Z,Z,Z) -eicosatetraenoic acid&&
|Common Name=&&5S-Hydroxy- (6E,8Z,11Z,14Z) -eicosatetraenoic acid&&5-HETE&&
|Reflactive=METHYL ESTER ; [<FONT FACE="Symbol">a</FONT>]X<sub>D</sub><sup>23</sup>=+14.0°(C=2.0, BENZENE)  
|Optical=METHYL ESTER ; [ alpha ]^{23}_D =+14.0°(C=2.0, BENZENE) <!--1079-->
|Solubility=DIETHYL ETHER [[Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816|{{RelationTable/GetFirstAuthor|Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816}}]]
|Solubility=DIETHYL ETHER [[Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816|{{RelationTable/GetFirstAuthor|Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816}}]]
|Mass Spectra=METHYL ESTER ETHER ; m/e 406(M<SUP><FONT SIZE=-1>+</FONT></SUP>), 391, 375, 316, 305, 255, 216, 215, 203, 190, 155, 150, 143, 136, 105, 80, 79 [[Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816|{{RelationTable/GetFirstAuthor|Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816}}]]
|Mass Spectra=METHYL ESTER ETHER ; m/e 406(M^+ ), 391, 375, 316, 305, 255, 216, 215, 203, 190, 155, 150, 143, 136, 105, 80, 79 [[Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816|{{RelationTable/GetFirstAuthor|Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816}}]]
|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> = 235nm (<FONT FACE="Symbol">e</FONT> 30,500) [[Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816|{{RelationTable/GetFirstAuthor|Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816}}]]
|UV Spectra=METHYL ESTER ; lambda  ^{MeOH}_{max}<!--ここが重なる--> = 235nm ( epsilon  30,500) [[Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816|{{RelationTable/GetFirstAuthor|Reference:Borgeat_P:Hamberg_M:Samuelsson_B:,J. Biol. Chem.,1976,251,7816}}]]
|Source=
|Source=
|Chemical Synthesis= {{Image200|LBF20406HO20FT0001.gif}}
|Chemical Synthesis=<!--1079--> {{Image200|LBF20406HO20FT0001.gif}}
|Metabolism=When arachidonic acid is oxygenated by 5-lipoxygenase, 5(S)-hydroperoxy-6,,8,11,14-(E,Z,Z,Z)-eicosatetraenoic acid is produced [[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 latter compound is reduced to a corresponding 5(S)-hydroxy acid with whole cells or crude enzyme preparations.
|Metabolism=When arachidonic acid is oxygenated by 5-lipoxygenase, 5(S)-hydroperoxy-6,,8,11,14-(E,Z,Z,Z)-eicosatetraenoic acid is produced [[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 latter compound is reduced to a corresponding 5(S)-hydroxy acid with whole cells or crude enzyme preparations.
|Symbol=5(S)-HETE
}}
}}


{{Lipid/Footer}}
{{Lipid/Footer}}

Latest revision as of 12:55, 14 May 2013

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Upper classes: LB LBF



IDs and Links
LipidBank XPR6101
LipidMaps LMFA03060002
CAS
KEGG {{{KEGG}}}
KNApSAcK {{{KNApSAcK}}}
mol LBF20406HO20
5S-Hydroxy- (6E,8Z,11Z,14Z) -eicosatetraenoic acid
Structural Information
5S-Hydroxy- (trans-6,cis-8,cis-11,cis-14) -eicosatetraenoic acid
  • 5S-Hydroxy- (6E,8Z,11Z,14Z) -eicosatetraenoic acid
  • 5-HETE
 5(S)-HETE
Formula C20H32O3
Exact Mass 320.23514489
Average Mass 320.46628
SMILES C(CC=CCC=CCC=CC=C[C@@H](CCCC(O)=O)O)CCC
Physicochemical Information
METHYL ESTER ; [ α ]23
D   =+14.0°(C=2.0, BENZENE)
DIETHYL ETHER BorgeatPet al.


When arachidonic acid is oxygenated by 5-lipoxygenase, 5(S)-hydroperoxy-6,,8,11,14-(E,Z,Z,Z)-eicosatetraenoic acid is produced Ford-Hutchinson_AW et al.. The latter compound is reduced to a corresponding 5(S)-hydroxy acid with whole cells or crude enzyme preparations.
Spectral Information
Mass Spectra METHYL ESTER ETHER ; m/e 406(M+), 391, 375, 316, 305, 255, 216, 215, 203, 190, 155, 150, 143, 136, 105, 80, 79 BorgeatPet al.
UV Spectra METHYL ESTER ; λ MeOH
max     = 235nm ( ε 30,500) BorgeatPet al.
IR Spectra
NMR Spectra
Other Spectra
Chromatograms
[hide]Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406HO20 See above. Borgeat_P et al. 1976
n.a. LBF20406HO20 See above. Ford-Hutchinson_AW et al. 1994


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