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Chemical Compound Review:

AC1O5T83 (5E,11E,14E)-icosa-5,11,14- trienoic acid

Synonyms: Icosa-5,11,14-trienoic acid, Eicosa-5,11,14-trienoic acid, 5c,11c,14c-Eicosatrienoic acid

Wei, Y.F. et al., Ikeda, I. et al., Jurenka, R.A. et al., Yoshida, S.H. et al., Chen, Q. et al.

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High impact information on Eicosa-5,11,14-trienoic acid

When [1-14C]11,14-eicosadienoic acid was injected, via the tail vein or directly into testes, or incubated with microsomes from both tissues, it was only metabolized to 5,11,14-eicosatrienoic acid [1].
The effects of 5c,11c,14c-eicosatrienoic acid (20:3BSO) and 5c,11c,14c,17c-eicosatetraenoic acid (20:4BSO), polyunsaturated fatty acids (PUFA) contained in Biota orientalis seed oil (BSO), on lipid metabolism in rats were compared to the effects of fats rich in linoleic acid (LA) or alpha-linolenic acid (ALA) under similar conditions [2].
Thoracic tissue contained the highest amount of radiolabeled 5,11,14-eicosatrienoic acid (1.6% of total radioactivity incorporated into PL) while radiolabeled 11,14-eicosadienoic acid was found primarily in abdominal epidermal tissue (2% of total radioactivity incorporated into PL) [3].
C14-labeled fatty acids were incubated with 10,000 X g supernatant of homogenate of rat basophilic leukemia (RBL-1) cells in the presence of Ca++ at 37 degrees C. 5,11,14-Eicosatrienoic acid was not converted by the 5-lipoxygenase pathway and 5,8,14-eicosatrienoic acid was mainly converted to 5-hydroxy-6,8,14-eicosatrienoic acid (5-HETE) [4].
The propensity of the fatty acid 5,11,14-eicosatrienoic acid (5,11,14-ETA) to replace arachidonic acid in cell membranes, and its inability to be converted to bioactive eicosanoids, suggest that it may be useful in the treatment of autoimmune disorders [5].

References

The questionable role of a microsomal delta8 acyl-coA-dependent desaturase in the biosynthesis of polyunsaturated fatty acids. Chen, Q., Yin, F.Q., Sprecher, H. Lipids (2000) [Pubmed]
5c,11c,14c-eicosatrienoic acid and 5c,11c,14c,17c-eicosatetraenoic acid of Biota orientalis seed oil affect lipid metabolism in the rat. Ikeda, I., Oka, T., Koba, K., Sugano, M., Lie Ken Jie, M.S. Lipids (1992) [Pubmed]
De novo biosynthesis of polyunsaturated fatty acids in the cockroach Periplaneta americana. Jurenka, R.A., de Renobales, M., Blomquist, G.J. Arch. Biochem. Biophys. (1987) [Pubmed]
Double bond requirement for the 5-lipoxygenase pathway. Wei, Y.F., Evans, R.W., Morrison, A.R., Sprechert, H., Jakschik, B.A. Prostaglandins (1985) [Pubmed]
Dietary Juniperis virginiensis seed oil decreased pentobarbital-associated mortalities among DBA/1 mice treated with collagen-adjuvant emulsions. Yoshida, S.H., Siu, J., Griffey, S.M., German, J.B., Gershwin, M.E. Journal of lipid mediators and cell signalling. (1996) [Pubmed]

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