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Fatty acid


DATA No : DFA8157 INFORMANT : Tetsuyuki Kobayashi

NAME : 12-oxo-5Z,8Z,10E,14Z-eicosatetraenoic acid

COMMON NAME:
SYMBOL: 12-OxoETE/12-KETE
FORMULA: C20H30O3 MOL.WT (average) : 318.450


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BIOLOGICAL ACTIVITY
12-OxoETE induces a rapid, dose related increase of cytoplasmic free calcium via a leukotriene B4 receptor or a common activation sequence (Ref. 8200).
PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:lmax: 280nm e: 30,000

IR SPECTRA:

NMR SPECTRA:

MASS SPECTRA:

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
12-OxoETE is synthesized by human platelets and Aplaysia nervous tissue after incubation with arachidonic acid (Ref. 8197/8198). Microsomal fractions of various tissues will reduce 12-oxoETE to 12(S)-HETE or a mixture of 12(S)- and 12(R)-HETE (Ref. 8197/8199).
CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[8197]
AUTHOR:Falgueyret, J. P., Leblanc, Y., and Riendeau, D.
TITLE:Stereoselective carbonyl reductases from rat skin and leukocyte microsomes converting 12-ketoeicosatetraenoic acid to 12(S)-HETE PubMed ID:2185947
JOURNAL:FEBS Lett.
VOL:262 PAGE : 197-200 (1990)
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[8198]
AUTHOR:Fruteau de Laclos, B., Maclouf, J., Poubelle, P., and Borgeat, P.
TITLE:Conversion of arachidonic acid into 12-oxo derivatives in human platelets. A pathway possibly involving the heme-catalysed transformation of 12-hydroperoxy-eicosatetraenoic acid PubMed ID:3107082
JOURNAL:Prostaglandins.
VOL:33 PAGE : 315-337 (1987)
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[8199]
AUTHOR:Falgueyret, J. P., Leblanc, Y., Rokach, J., and Riendeau, D.
TITLE:NAD(P)H-dependent reduction of 12-ketoeicosatetraenoic acid to 12(R)- and 12(S)-hydroxyeicosatetraenoic acid by rat liver microsomes PubMed ID:3190686
JOURNAL:Biochem Biophys Res Commun.
VOL:156 PAGE : 1083-1089 (1988)
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[8200]
AUTHOR:Naccache, P. H., Leblanc, Y., Rokach, J., Patrignani, P., Fruteau de Laclos, B., and Borgeat, P.
TITLE:Calcium mobilization and right-angle light scatter responses to 12-oxo-derivatives of arachidonic acid in neutrophils: evidence for the involvement of the leukotriene B4 receptor PubMed ID:1661162
JOURNAL:Biochim Biophys Acta.
VOL:1133 PAGE : 102-106 (1991)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.