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Fatty acid


DATA No : DFA8129 INFORMANT : Tetsuyuki Kobayashi

NAME : 5S-hydroxy-6E,8Z,11Z,14Z-eicosatetraenoic acid

COMMON NAME:
SYMBOL: 5(S)-HETE
FORMULA: C20H32O3 MOL.WT (average) : 320.466


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BIOLOGICAL ACTIVITY
5(S)-HETE is incorporated specifically into phosphatidylcholine and glycerol esters causing the inhibition of prostaglandin I2 and E2 synthesis in histamine or arachidonic acid stimulated human endothelial cells (Ref. 8154).
PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:lmax: 236nm e: 27,000

IR SPECTRA:

NMR SPECTRA:

MASS SPECTRA:

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE
5(S)-HETE is a monohydroxy polyunsaturated fatty acid produced by the action of 5-lipoxygenase on arachidonic acid.
CHEMICAL SYNTHESIS

METABOLISM
5(S)-HETE is metabolized to 5-OxoETE by a 5-hydroxyeicosanoid dehydrogenase present in intact human polymorphonuclear leukocytes (Ref. 8155).
GENETIC INFORMATION

NOTE

REFERENCES
[8154]
AUTHOR:Richards, C. F., Johnson, A. R., and Campbell, W. B.
TITLE:Specific incorporation of 5-hydroxy-6,8,11,14-eicosatetraenoic acid into phosphatidylcholine in human endothelial cells PubMed ID:3004591
JOURNAL:Biochim Biophys Acta.
VOL:875 PAGE : 569-581 (1986)
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[8155]
AUTHOR:Powell, W.S., Gravelle, F., Gravel, S.
TITLE:Metabolism of 5(S)-hydroxy-6,8,11,14-eicosatetraenoic acid and other 5(S)-hydroxyeicosanoids by a specific dehydrogenase in human polymorphonuclear leukocytes. PubMed ID:1326548
JOURNAL:J. Biol. Chem.
VOL:267 PAGE : 19233 -19241 (1992)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.