Fatty acid

DATA No : DFA8156 INFORMANT : Tetsuyuki Kobayashi

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

COMMON NAME	:
SYMBOL	:	5-OxoETE/5-KETE
FORMULA	:	C₂₀H₃₀O₃ MOL.WT (average) : 318.450

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BIOLOGICAL ACTIVITY

It stimulates cytosolic calcium levels in neutrophils with an EC of 2 nM (Ref. 8194). 5-OxoETE selectively stimulates the migration and degranulation of eosinophils and activates the MAPK pathway in stimulated neutrophils (Ref. 8195/8196).

PHYSICAL AND CHEMICAL PROPERTIES

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SPECTRAL DATA

UV SPECTRA	:	lmax: 279nm e: 22,100

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CHROMATOGRAM DATA

SOURCE

5-OxoETE is a polyunsaturated keto acid formed by the oxidation of 5-HETE in human neutrophils (Ref. 8193).

CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES

[8193]

AUTHOR	:	Powell, W.S., Gravelle, F., and 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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[8194]

AUTHOR	:	Powell, W. S., Zhang, Y., and Gravel, S.
TITLE	:	Effects of phorbol myristate acetate on the synthesis of 5-oxo-6,8,11,14-eicosatetraenoic acid by human polymorphonuclear leukocytes PubMed ID:8142396
JOURNAL	:	Biochemistry.
VOL	:	33 PAGE : 3927-3933 (1994)

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[8195]

AUTHOR	:	O'Flaherty, J. T., Kuroki, M., Nixon, A. B., Wijkander, J., Yee, E., Lee, S. L., Smitherman, P. K., Wykle, R. L., and Daniel, L. W.
TITLE	:	5-Oxo-eicosatetraenoate is a broadly active, eosinophil-selective stimulus for human granulocytes PubMed ID:8683135
JOURNAL	:	J Immunol.
VOL	:	157 PAGE : 336-342 (1996)

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[8196]

AUTHOR	:	O'Flaherty, J. T., Kuroki, M., Nixon, A. B., Wijkander, J., Yee, E., Lee, S. L., Smitherman, P. K., Wykle, R. L., and Daniel, L. W.
TITLE	:	5-Oxo-eicosanoids and hematopoietic cytokines cooperate in stimulating neutrophil function and the mitogen-activated protein kinase pathway PubMed ID:8663432
JOURNAL	:	J Biol Chem.
VOL	:	271 PAGE : 17821-17828 (1996)

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