Fatty acid

DATA No : DFA8131 INFORMANT : Tetsuyuki Kobayashi

NAME : 8S-hydroxy-5Z,9E,11Z,14Z-eicosatetraenoic acid

COMMON NAME	:
SYMBOL	:	8(S)-HETE
FORMULA	:	C₂₀H₃₂O₃ MOL.WT (average) : 320.466

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BIOLOGICAL ACTIVITY

Both 8(S)- and 8(R)-HETEs activate mouse skin protein kinase C at a dose of 100mM(Ref. 8158). It activates mouse keratinocyte protein kinase C with an IC₅₀ of 100mM (Ref. 8159). 8(S)-HETE also activates PPARa selectively at concentrations as low as 0.3mM (Ref. 8160).

PHYSICAL AND CHEMICAL PROPERTIES

MELTING POINT	:

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SPECTRAL DATA

UV SPECTRA	:	lmax: 237nm e: 27,000

IR SPECTRA	:

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CHROMATOGRAM DATA

SOURCE

8(S)-HETE is a major lipoxygenase product in PMA-treated mouse epidermis (Ref. 8158).

CHEMICAL SYNTHESIS

METABOLISM

8(S)-HETE is synthesized from arachidonic acid by a 8(S)-lipoxygenase present in phorbol ester-treated mouse skin (Ref. 8158).

GENETIC INFORMATION

NOTE

REFERENCES

[8158]

AUTHOR	:	Hughes, M. A., and Brash, A. R.
TITLE	:	Investigation of the mechanism of biosynthesis of 8-hydroxyeicosatetraenoic acid in mouse skin PubMed ID:1900207
JOURNAL	:	Biochim Biophys Acta.
VOL	:	1081 PAGE : 347-354 (1991)

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[8159]

AUTHOR	:	Lo, H. H., Bartek, G. A., and Fischer, S. M.
TITLE	:	In vitro activation of mouse skin protein kinase C by fatty acids and their hydroxylated metabolites PubMed ID:7990661
JOURNAL	:	Lipids.
VOL	:	29 PAGE : 547-553 (1994)

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[8160]

AUTHOR	:	Yu, K., Bayona, W., Kallen, C. B., Harding, H. P., Ravera, C. P., McMahon, G., Brown, M., and Lazar, M. A.
TITLE	:	Differential activation of peroxisome proliferator-activated receptors by eicosanoids PubMed ID:7592593
JOURNAL	:	J Biol Chem.
VOL	:	270 PAGE : 23975-23983 (1995)

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