LBF20406HO20: Difference between revisions

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|SysName=5 (S) -Hydroxy-6,8,11,14- (E,Z,Z,Z) -eicosatetraenoic acid
|SysName=5 (S) -Hydroxy-6,8,11,14- (E,Z,Z,Z) -eicosatetraenoic acid
|Common Name=&&5 (S) -Hydroxy-6,8,11,14- (E,Z,Z,Z) -eicosatetraenoic acid&&
|Common Name=&&5 (S) -Hydroxy-6,8,11,14- (E,Z,Z,Z) -eicosatetraenoic acid&&
|Reflactive=METHYL ESTER ; [<FONT FACE="Symbol">a</FONT>]X<sub>D</sub><sup>23</sup>=+14.0°(C=2.0, BENZENE)  
|Optical=METHYL ESTER ; [<FONT FACE="Symbol">a</FONT>]X<sub>D</sub><sup>23</sup>=+14.0°(C=2.0, BENZENE)  
|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<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}}]]
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|Chemical Synthesis= {{Image200|LBF20406HO20FT0001.gif}}
|Chemical Synthesis= {{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
}}
}}


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{{Lipid/Footer}}

Revision as of 21:00, 6 January 2010

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Upper classes: LB LBF



5 (S) -Hydroxy-6,8,11,14- (E,Z,Z,Z) -eicosatetraenoic acid
LBF20406HO20.png
Structural Information
5 (S) -Hydroxy-6,8,11,14- (E,Z,Z,Z) -eicosatetraenoic acid
  • 5 (S) -Hydroxy-6,8,11,14- (E,Z,Z,Z) -eicosatetraenoic acid
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 ; [a]XD23=+14.0°(C=2.0, BENZENE)
DIETHYL ETHER BorgeatPet al.

LBF20406HO20FT0001.gif
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 ; l MeOHmax = 235nm (e 30,500) BorgeatPet al.
IR Spectra
NMR Spectra
Other Spectra
Chromatograms
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