Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)

Editor

Personal info

View

About

Terms

Javascript disabled

Please enable Javascript support in your browser to use this application.

Instructions on how to enable JavaScript on different browsers can be found here: http://www.google.com/support/bin/answer.py?answer=23852.

[edit this page]

Chemical Compound Review:

ETRA acid (5E,8E,11E)-icosa-5,8,11- trienoic acid

Synonyms: LMFA01030157, AR-1J2210, FT-0638017, AC1NR0W5, AC1Q5W07, ...

Oliw, E.H. et al., Nakano, N. et al., Hirono, H. et al., Evers, A.S. et al., Nubé, M. et al., et al.

Nakano, Nakao, Uchida, Shirasaka, Yoshizumi, Okumura, Tsuboi, Ogawa,

Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of mead acid

Patients with tropical sprue had decreased levels of plasma linoleic acid, raised monoenoic fatty acids and the appearance of 5,8,11-eicosatrienoic acid in the lecithin fraction [1].
It appeared that those patients with the highest energy intake per kilogram body weight showed the lowest increase in 5,8,11-eicosatrienoic acid [2].

High impact information on mead acid

Rats maintained on a fat-free diet showed significant depletion of arachidonic acid (20:4 omega 6; 5,8,11,14-eicosatetraenoic acid) and docosahexaenoic acid (22:6 omega 3; 4,7,10,13,16,19,-docosahexaenoic acid) in brain, and a corresponding increase in Mead acid (20: 3 omega 9; 5,8,11-eicosatrienoic acid) [3].
Essential fatty acid-deficient neutrophils converted endogenous 5,8,11-eicosatrienoic acid to leukotriene A3 and its nonenzymatic degradation products, but little or no leukotriene B3 was formed [4].
The results showed that the changes in the fatty acid composition occurred not only in plasma but also in platelets and red blood cells, and the decrease in linoleic and arachidonic acid and the concurrent increase in 5,8,11-eicosatrienoic acid were confirmed to be dramatic evidence of essential fatty acid deficiency [5].
Oxygenation of 5,8,11-eicosatrienoic acid by prostaglandin endoperoxide synthase and by cytochrome P450 monooxygenase: structure and mechanism of formation of major metabolites [6].
Oxygenation of 5,8,11-eicosatrienoic acid by cytochrome P450 from liver microsomes of cynomolgus monkeys and phenobarbital-treated rats was also investigated [6].

Biological context of mead acid

Potentiating effect of 5,8,11-eicosatrienoic acid on human platelet aggregation [7].
Energy intake and the appearance of 5,8,11-eicosatrienoic acid in serum lipids during parenteral nutrition without fat [2].
In AA-supplemented cells, the FcepsilonRI-mediated beta-hexosamidase and TNF-alpha release, calcium (Ca(2+)) influx, and some protein tyrosine phosphorylations including Syk and linker for activation of T cells (LAT) were enhanced, whereas, in MA- or PA-supplemented cells, they were not changed when compared with cells cultured in control medium [8].

Associations of mead acid with other chemical compounds

The oxygenation at C-13 and C-11 of 5,8,11-eicosatrienoic acid was inhibited by 90% in the presence of diclofenac, an inhibitor of prostaglandin endoperoxide synthase [6].

Gene context of mead acid

Oxygenation of 5,8,11-eicosatrienoic acid by prostaglandin H synthase-2 of ovine placental cotyledons: isolation of 13-hydroxy-5,8,11-eicosatrienoic and 11-hydroxy-5,8,12-eicosatrienoic acids [9].

References

Plasma lipids in tropical sprue. Tiruppathi, C., Hill, P.G., Mathan, V.I. Am. J. Clin. Nutr. (1981) [Pubmed]
Energy intake and the appearance of 5,8,11-eicosatrienoic acid in serum lipids during parenteral nutrition without fat. Nubé, M., Bos, L.P., vd Boomgaard, D.M., Hekkens, W.T. JPEN. Journal of parenteral and enteral nutrition. (1982) [Pubmed]
Manipulation of rat brain fatty acid composition alters volatile anesthetic potency. Evers, A.S., Elliott, W.J., Lefkowith, J.B., Needleman, P. J. Clin. Invest. (1986) [Pubmed]
Leukotriene B formation by neutrophils from essential fatty acid-deficient rats. Stenson, W.F., Prescott, S.M., Sprecher, H. J. Biol. Chem. (1984) [Pubmed]
Essential fatty acid deficiency induced by total parenteral nutrition and by medium-chain triglyceride feeding. Hirono, H., Suzuki, H., Igarashi, Y., Konno, T. Am. J. Clin. Nutr. (1977) [Pubmed]
Oxygenation of 5,8,11-eicosatrienoic acid by prostaglandin endoperoxide synthase and by cytochrome P450 monooxygenase: structure and mechanism of formation of major metabolites. Oliw, E.H., Hörnsten, L., Sprecher, H., Hamberg, M. Arch. Biochem. Biophys. (1993) [Pubmed]
Potentiating effect of 5,8,11-eicosatrienoic acid on human platelet aggregation. Lagarde, M., Burtin, M., Sprecher, H., Dechavanne, M., Renaud, S. Lipids (1983) [Pubmed]
Effects of arachidonic acid analogs on FcepsilonRI-mediated activation of mast cells. Nakano, N., Nakao, A., Uchida, T., Shirasaka, N., Yoshizumi, H., Okumura, K., Tsuboi, R., Ogawa, H. Biochim. Biophys. Acta (2005) [Pubmed]
Oxygenation of 5,8,11-eicosatrienoic acid by prostaglandin H synthase-2 of ovine placental cotyledons: isolation of 13-hydroxy-5,8,11-eicosatrienoic and 11-hydroxy-5,8,12-eicosatrienoic acids. Oliw, E.H., Hörnsten, L., Sprecher, H. J. Chromatogr. B Biomed. Sci. Appl. (1997) [Pubmed]

Contributions to this collaborative article are from individual authors of WikiGenes or mined by the WikiGenes Data Mining Engine from MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.About WikiGenes Open Access Licence Privacy Policy Terms of Use apsburg

The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.