LBF20406LT03: Difference between revisions

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{{Lipid/Header}}
{{Hierarchy|{{PAGENAME}}}}
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|LipidBank=XPR3111
|LipidBank=XPR3111
|LipidMaps=LMFA03020024
|LipidMaps=LMFA03020024
|SysName=5S-hydroxy-12-keto- [ 6Z, 8E, 10E, 14Z ] -eicosatetraenoic acid
|SysName=5S-12-Keto- (cis-6,trans-8,trans-10,cis-14) -eicosatetraenoic acid
|Common Name=&&12-oxo-Leukotriene B4&&
|Common Name=&&12-oxo-Leukotriene B_4&&5S-12-Keto- (6Z,8E,10E,14Z) -eicosatraenoic acid&&
|Solubility=Soluble in ethanol, methanol, ethyl acetate, acetonitril
|Solubility=Soluble in ethanol, methanol, ethyl acetate, acetonitril
|UV Spectra=UV maxima 316 nm, Absorbance at 320 nm is 41000/M
|UV Spectra=UV maxima 316 nm, Absorbance at 320 nm is 41000/M
|Chromatograms=12-oxo-LTB4 is eluted at 7.8 min on RP-HPLC system as follows: Solvent:acetonitril/water/acetic acid, 50:50:0.01 (v/v/v), 0.01 % (w/v) Na2EDTA, pH 5.6 with ammonia Flow: 1 ml/min, isocratic Column: Cosmosil 5C18-AR (4.6 x 150 mm, Nacalai tesque, Tokyo) <<3111>>
|Chromatograms=12-oxo-LTB4 is eluted at 7.8 min on RP-HPLC system as follows: Solvent:acetonitril/water/acetic acid, 50:50:0.01 (v/v/v), 0.01 % (w/v) Na2EDTA, pH 5.6 with ammonia Flow: 1 ml/min, isocratic Column: Cosmosil 5C18-AR (4.6 x 150 mm, Nacalai tesque, Tokyo) [[Reference:Yokomizo_T:Izumi_T:Takahashi_T:Kasama_T:Kobayashi_Y:Sato_F:Taketani_Y:Shimizu_T:,J. Biol. Chem.,1993,268,18128|{{RelationTable/GetFirstAuthor|Reference:Yokomizo_T:Izumi_T:Takahashi_T:Kasama_T:Kobayashi_Y:Sato_F:Taketani_Y:Shimizu_T:,J. Biol. Chem.,1993,268,18128}}]]
|Source=This metabolite is derived from LTB4 by LTB4 12-hydroxydehydrogenase. LTB4 12-hydroxydehydrogenase is expressed most abunduntly in liver and kidney.
|Chemical Synthesis=
|Metabolism=
|Symbol=12-oxo-LTB4
|Biological Activity=Increase in intracellular calcium in human leukocytes probably through BLT (LTB4 receptor). The IC 50 value is 100 times higher than that of LTB4.
|Genetic Information=LTB4 12-hydroxydehydrogenase cDNA is cloned from various animals. The accession numbers in DDBJ/EMBL/Genbank are shown in ( ). Pig (D49386) [[Reference:Yokomizo_T:Ogawa_Y:Uozumi_N:Kume_K:Izumi_T:Shimizu_T:,J. Biol. Chem.,1996,271,2844|{{RelationTable/GetFirstAuthor|Reference:Yokomizo_T:Ogawa_Y:Uozumi_N:Kume_K:Izumi_T:Shimizu_T:,J. Biol. Chem.,1996,271,2844}}]] [[Reference:Ensor_CM:Zhang_H:Tai_HH:,Biochem. J.,1998,330 (Pt 1),103|{{RelationTable/GetFirstAuthor|Reference:Ensor_CM:Zhang_H:Tai_HH:,Biochem. J.,1998,330 (Pt 1),103}}]] Human (D49387) [[Reference:Yokomizo_T:Ogawa_Y:Uozumi_N:Kume_K:Izumi_T:Shimizu_T:,J. Biol. Chem.,1996,271,2844|{{RelationTable/GetFirstAuthor|Reference:Yokomizo_T:Ogawa_Y:Uozumi_N:Kume_K:Izumi_T:Shimizu_T:,J. Biol. Chem.,1996,271,2844}}]] Rat (U66322) [[Reference:Primiano_T:Gastel_JA:Kensler_TW:Sutter_TR:,Carcinogenesis,1996,17,2297|{{RelationTable/GetFirstAuthor|Reference:Primiano_T:Gastel_JA:Kensler_TW:Sutter_TR:,Carcinogenesis,1996,17,2297}}]]
}}
}}
{{Lipid/Footer}}

Latest revision as of 07:50, 21 October 2010

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Upper classes: LB LBF



12-oxo-Leukotriene B4
LBF20406LT03.png
Structural Information
5S-12-Keto- (cis-6,trans-8,trans-10,cis-14) -eicosatetraenoic acid
  • 12-oxo-Leukotriene B4
  • 5S-12-Keto- (6Z,8E,10E,14Z) -eicosatraenoic acid
12-oxo-LTB4
Formula C20H30O4
Exact Mass 334.21440944799997
Average Mass 334.4498
SMILES C(CC=CCC(C=CC=CC=C[C@H](CCCC(O)=O)O)=O)CCC
Physicochemical Information
Soluble in ethanol, methanol, ethyl acetate, acetonitril
This metabolite is derived from LTB4 by LTB4 12-hydroxydehydrogenase. LTB4 12-hydroxydehydrogenase is expressed most abunduntly in liver and kidney.
Increase in intracellular calcium in human leukocytes probably through BLT (LTB4 receptor). The IC 50 value is 100 times higher than that of LTB4.
LTB4 12-hydroxydehydrogenase cDNA is cloned from various animals. The accession numbers in DDBJ/EMBL/Genbank are shown in ( ). Pig (D49386) Yokomizo_T et al. Ensor_CM et al. Human (D49387) Yokomizo_T et al. Rat (U66322) Primiano_T et al.
Spectral Information
Mass Spectra
UV Spectra UV maxima 316 nm, Absorbance at 320 nm is 41000/M
IR Spectra
NMR Spectra
Other Spectra
Chromatograms 12-oxo-LTB4 is eluted at 7.8 min on RP-HPLC system as follows: Solvent:acetonitril/water/acetic acid, 50:50:0.01 (v/v/v), 0.01 % (w/v) Na2EDTA, pH 5.6 with ammonia Flow: 1 ml/min, isocratic Column: Cosmosil 5C18-AR (4.6 x 150 mm, Nacalai tesque, Tokyo) YokomizoTet al.
Reported Metabolites, References
Biospecies ID Compound Name Reference Comment
n.a. LBF20406LT03 See above. Ensor_CM et al. 1998
n.a. LBF20406LT03 See above. Primiano_T et al. 1996
n.a. LBF20406LT03 See above. Yokomizo_T et al. 1993
n.a. LBF20406LT03 See above. Yokomizo_T et al. 1996