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Chemical Compound Review

Brassidic acid     docos-13-enoic acid

Synonyms: AG-B-17638, AG-D-22242, AG-K-28358, ACMC-2099gq, ANW-16536, ...
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Disease relevance of ERUCIC ACID


Psychiatry related information on ERUCIC ACID

  • 1. Experiments were done to measure the effects of 100 and 200 g/kg of either pea meal or low glucosinolate, low erucic acid rapeseed meal on food intake and growth, food choice and meat organoleptic quality in broiler chickens [6].

High impact information on ERUCIC ACID

  • Giant platelets in erucic acid therapy for adrenoleukodystrophy [7].
  • However, we were unable to detect any corresponding changes in brain indicating that little erucic acid crossed the blood-brain barrier [8].
  • To examine directly the role of these changes in neutral lipid metabolism in the development of irreversible cellular injury and associated increases in tissue Ca2+ content, the authors fed rats large amounts of a fatty acid (erucic acid) that is poorly oxidized by the heart and that subsequently accumulates as neutral lipid [3].
  • Rats fed a high erucic acid (C22:1) diet in the form of 20% rapeseed oil for 3-5 days had a fourfold increase in triglyceride (49.5 +/- 3.8 SEM mg/g wet wt versus 13.6 +/- 13, n = 4) and a 60% increase in long-chain acyl CoA content (166.0 +/- 21.9 versus 91.5 +/- 9.0 nM/g wet wt, n = 4), compared with controls [3].
  • However, continued erucic acid intake for 3 months was associated with focal myocardial degeneration and loss of myocytes [3].

Biological context of ERUCIC ACID


Anatomical context of ERUCIC ACID


Associations of ERUCIC ACID with other chemical compounds


Gene context of ERUCIC ACID


Analytical, diagnostic and therapeutic context of ERUCIC ACID


  1. Modification of seed oil content and acyl composition in the brassicaceae by expression of a yeast sn-2 acyltransferase gene. Zou, J., Katavic, V., Giblin, E.M., Barton, D.L., MacKenzie, S.L., Keller, W.A., Hu, X., Taylor, D.C. Plant Cell (1997) [Pubmed]
  2. Is dietary erucic acid hepatotoxic in pregnancy? An experimental study in rats and hamsters. Reyes, H., Ribalta, J., Hernández, I., Arrese, M., Pak, N., Wells, M., Kirsch, R.E. Hepatology (1995) [Pubmed]
  3. Induction of a reversible cardiac lipidosis by a dietary long-chain fatty acid (erucic acid). Relationship to lipid accumulation in border zones of myocardial infarcts. Chien, K.R., Bellary, A., Nicar, M., Mukherjee, A., Buja, L.M. Am. J. Pathol. (1983) [Pubmed]
  4. Dietary erucic acid therapy for X-linked adrenoleukodystrophy. Rizzo, W.B., Leshner, R.T., Odone, A., Dammann, A.L., Craft, D.A., Jensen, M.E., Jennings, S.S., Davis, S., Jaitly, R., Sgro, J.A. Neurology (1989) [Pubmed]
  5. Heart mitochondrial metabolism after feeding herring oil to rats and monkeys. Forsyth, G.W., Carter, K.E., Loew, F.M. Lipids (1977) [Pubmed]
  6. Food intake, growth rate, food conversion and food choice in broilers fed on diets high in rapeseed meal and pea meal, with observations on sensory evaluation of the resulting poultry meat. McNeill, L., Bernard, K., MacLeod, M.G. Br. Poult. Sci. (2004) [Pubmed]
  7. Giant platelets in erucic acid therapy for adrenoleukodystrophy. Stöckler, S., Molzer, B., Plecko, B., Zenz, W., Muntean, W., Söling, U., Hunneman, D.H., Korenke, C., Hanefeld, F. Lancet (1993) [Pubmed]
  8. Very long chain fatty acids in X-linked adrenoleukodystrophy brain after treatment with Lorenzo's oil. Poulos, A., Gibson, R., Sharp, P., Beckman, K., Grattan-Smith, P. Ann. Neurol. (1994) [Pubmed]
  9. Effects of high and low erucic acid rapeseed oils on energy metabolism and mitochondrial function of the chick. Renner, R., Innis, S.M., Clandinin, M.T. J. Nutr. (1979) [Pubmed]
  10. The role of dietary long chain fatty acids in mitochondrial structure and function. Effects on rat cardiac mitochondrial respiration. Clandinin, M.T. J. Nutr. (1978) [Pubmed]
  11. Functional characterization of beta-ketoacyl-CoA synthase genes from Brassica napus L. Han, J., Lühs, W., Sonntag, K., Zähringer, U., Borchardt, D.S., Wolter, F.P., Heinz, E., Frentzen, M. Plant Mol. Biol. (2001) [Pubmed]
  12. Molecular tagging of erucic acid trait in oilseed mustard (Brassica juncea) by QTL mapping and single nucleotide polymorphisms in FAE1 gene. Gupta, V., Mukhopadhyay, A., Arumugam, N., Sodhi, Y.S., Pental, D., Pradhan, A.K. Theor. Appl. Genet. (2004) [Pubmed]
  13. Myocardial lipids and nucleotides of rats fed olive oil or rapeseed oil. Beare-Rogers, J.L., Gordon, E. Lipids (1976) [Pubmed]
  14. Metabolism of very long-chain monounsaturated fatty acids (22:1) and the adaptation to their presence in the diet. Bremer, J., Norum, K.R. J. Lipid Res. (1982) [Pubmed]
  15. Characterization of lipases from the lipid bodies and microsomal membranes of erucic acid-free oilseed-rape (Brassica napus) cotyledons. Hills, M.J., Murphy, D.J. Biochem. J. (1988) [Pubmed]
  16. Chain-shortening of erucic acid and microperoxisomal beta-oxidation in rat small intestine. Thomassen, M.S., Helgerud, P., Norum, K.R. Biochem. J. (1985) [Pubmed]
  17. Chain shortening of erucic acid in isolated liver cells. Norseth, J., Christophersen, B.O. FEBS Lett. (1978) [Pubmed]
  18. A comparison of the short-term incorporation of erucic acid and oleic acid in the perfused guinea-pig heart. Ward, B., Harris, P. J. Mol. Cell. Cardiol. (1984) [Pubmed]
  19. Role of dietary saturated fatty acids on lowering the incidence of heart lesions in male rats. Farnworth, E.R., Kramer, J.K., Thompson, B.K., Corner, A.H. J. Nutr. (1982) [Pubmed]
  20. Proliferation of myocardial peroxisomes caused by several agents and conditions. Zipper, J. J. Mol. Cell. Cardiol. (1997) [Pubmed]
  21. Cardiopathogenicity of rapeseed oils and oil blends differing in erucic, linoleic, and linolenic acid content. McCutcheon, J.S., Umermura, T., Bhatnager, M.K., Walker, B.L. Lipids (1976) [Pubmed]
  22. Structural requirements and cell-type specificity for ligand activation of peroxisome proliferator-activated receptors. Johnson, T.E., Holloway, M.K., Vogel, R., Rutledge, S.J., Perkins, J.J., Rodan, G.A., Schmidt, A. J. Steroid Biochem. Mol. Biol. (1997) [Pubmed]
  23. Utility of the Arabidopsis FAE1 and yeast SLC1-1 genes for improvements in erucic acid and oil content in rapeseed. Katavic, V., Friesen, W., Barton, D.L., Gossen, K.K., Giblin, E.M., Luciw, T., An, J., Zou, J., MacKenzie, S.L., Keller, W.A., Males, D., Taylor, D.C. Biochem. Soc. Trans. (2000) [Pubmed]
  24. Erucic acid and erucic acid anilide-induced oxidative burst in human polymorphonuclear leukocytes. Heiskanen, K.M., Savolainen, K.M. Free Radic. Res. (1997) [Pubmed]
  25. Development of high-oleic, low-linolenic acid Ethiopian-mustard (Brassica carinata) germplasm. Velasco, L., Nabloussi, A., De Haro, A., Fernández-Martínez, J.M. Theor. Appl. Genet. (2003) [Pubmed]
  26. Purification of erucic acid by preparative high-performance liquid chromatography and crystallization. Painuly, P., Grill, C.M. J. Chromatogr. (1992) [Pubmed]
  27. Mutations in the fatty acid elongation 1 gene are associated with a loss of beta-ketoacyl-CoA synthase activity in low erucic acid rapeseed. Roscoe, T.J., Lessire, R., Puyaubert, J., Renard, M., Delseny, M. FEBS Lett. (2001) [Pubmed]
  28. Testing a short-term feeding trial to assess compositional and histopathological changes in hearts of rats fed vegetable oils. Kramer, J.K., Farnworth, E.R., Thompson, B.K., Corner, A.H. Lipids (1988) [Pubmed]
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