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

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BOILING POINT	:

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SPECTRAL DATA

UV SPECTRA	:	lmax: 236nm e: 27,000

IR SPECTRA	:

NMR SPECTRA	:

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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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