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Chemical Compound Review

vaccenate     (Z)-octadec-11-enoic acid

Synonyms: Asclepic acid, VACCENIC ACID, AG-F-70292, CHEBI:50464, V0384_SIGMA, ...
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Disease relevance of Asclepic acid


High impact information on Asclepic acid


Biological context of Asclepic acid


Anatomical context of Asclepic acid


Associations of Asclepic acid with other chemical compounds

  • Parallel modulation of catecholamine activation of adenylate cyclase and formation of the high-affinity agonist.receptor complex in turkey erythrocyte membranes by temperature and cis-vaccenic acid [18].
  • However, if cells were treated with either A2C or CVA in the presence of GnRH (10(-10) M) during the recovery period, gonadotrope responsiveness to a subsequent challenge with GnRH was partially restored by 24 h; by 48 h no differences in the LH secretory response to GnRH was detected between GnRH-pretreated cells and controls [19].
  • In a separate stepwise discriminant analysis, A. tabescens, A. mellea, and A. gallica were separated from one another based on their fatty acid profiles (average squared canonical correlation=0.924), with 11-cis-octadecenoic acid (11-C18:1), 9-C18:1, and 2-hydroxy-hexadecanoic acid (OH-16:0) being most important for species separation [20].
  • Cyclooxygenase inhibitors indomethacin and acetylsalicylic acid abolished the enhancement of calcium uptake seen in response to cis-vaccenic acid and inhibited calcium uptake by otherwise untreated bones [17].
  • Addition of the methyl ester of cis-vaccenic acid to BBMV in vitro leads to a specific increase in calcium uptake into vesicles from vitamin D-deficient chicks but not in those from 1,25-(OH)2-D3-treated chicks [21].

Gene context of Asclepic acid


Analytical, diagnostic and therapeutic context of Asclepic acid


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  2. FabF is required for piezoregulation of cis-vaccenic acid levels and piezophilic growth of the deep-Sea bacterium Photobacterium profundum strain SS9. Allen, E.E., Bartlett, D.H. J. Bacteriol. (2000) [Pubmed]
  3. Cultural and chemical characterization of CDC groups EO-2, M-5, and M-6, Moraxella (Moraxella) species, Oligella urethralis, Acinetobacter species, and Psychrobacter immobilis. Moss, C.W., Wallace, P.L., Hollis, D.G., Weaver, R.E. J. Clin. Microbiol. (1988) [Pubmed]
  4. Inactivation of T5 phage by cis-vaccenic acid, an antivirus substance from Rhodopseudomonas capsulata, and by unsaturated fatty acids and related alcohols. Hirotani, H., Ohigashi, H., Kobayashi, M., Koshimizu, K., Takahashi, E. FEMS Microbiol. Lett. (1991) [Pubmed]
  5. Separation and determination of oleic and cis-vaccenic acids by gas-liquid chromatography mass spectrometry using a polar cyanopropylsiloxane liquid phase. Satouchi, K., Saito, K. Biomed. Mass Spectrom. (1979) [Pubmed]
  6. Superoxide production, risk factors, and endothelium-dependent relaxations in human internal mammary arteries. Huraux, C., Makita, T., Kurz, S., Yamaguchi, K., Szlam, F., Tarpey, M.M., Wilcox, J.N., Harrison, D.G., Levy, J.H. Circulation (1999) [Pubmed]
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  10. Regiospecific enzymatic oxygenation of cis-vaccenic acid during aerobic senescence of the halophilic purple sulfur bacterium Thiohalocapsa halophila. Marchand, D., Grossi, V., Hirschler-Rea, A., Rontani, J.F. Lipids (2002) [Pubmed]
  11. Effect of trisodium phosphate adaptation on changes in membrane lipid composition, verotoxin secretion, and acid resistance of Escherichia coli O157:H7 in simulated gastric fluid. Yuk, H.G., Marshall, D.L. Int. J. Food Microbiol. (2006) [Pubmed]
  12. Isolation and partial characterization of a cerulenin-sensitive mutant of Pseudomonas aeruginosa. Kawahara, K., Uchida, K., Aida, K. J. Antibiot. (1983) [Pubmed]
  13. Supplemental fatty acids alter lipid peroxidation and oxidant injury in endothelial cells. Hart, C.M., Tolson, J.K., Block, E.R. Am. J. Physiol. (1991) [Pubmed]
  14. Interaction between oxygen and cell membranes: modification of membrane lipids to enhance pulmonary artery endothelial cell tolerance to hypoxia. Block, E.R. Exp. Lung Res. (1988) [Pubmed]
  15. Latency in the inositol lipid transduction pathway: the role of cellular events in responses to thyrotropin-releasing hormone in Xenopus oocytes. Lipinsky, D., Gershengorn, M.C., Oron, Y. Pflugers Arch. (1993) [Pubmed]
  16. Effect of membrane fluidizers on the number and affinity of chemotactic factor receptors on human polymorphonuclear leukocytes. Tomonaga, A., Hirota, M., Snyderman, R. Microbiol. Immunol. (1983) [Pubmed]
  17. Stimulation of calcium uptake in rat calvaria by prostacyclin. Walenga, R.W., Bergstrom, W. Prostaglandins (1985) [Pubmed]
  18. Parallel modulation of catecholamine activation of adenylate cyclase and formation of the high-affinity agonist.receptor complex in turkey erythrocyte membranes by temperature and cis-vaccenic acid. Briggs, M.M., Lefkowitz, R.J. Biochemistry (1980) [Pubmed]
  19. Restoration of the LH secretory response in desensitized gonadotropes. Gorospe, W.C., Conn, P.M. Mol. Cell. Endocrinol. (1988) [Pubmed]
  20. Characterization of Armillaria spp. from peach orchards in the southeastern United States using fatty acid methyl ester profiling. Cox, K.D., Scherm, H., Riley, M.B. Mycol. Res. (2006) [Pubmed]
  21. Role of changes in membrane lipid structure in the action of 1,25-dihydroxyvitamin D3. Rasmussen, H., Matsumoto, T., Fontaine, O., Goodman, D.B. Fed. Proc. (1982) [Pubmed]
  22. Expression of the Escherichia coli fabA gene encoding beta-hydroxydecanoyl thioester dehydrase and transport to chloroplasts in transgenic tobacco. Saito, K., Hamajima, A., Ohkuma, M., Murakoshi, I., Ohmori, S., Kawaguchi, A., Teeri, T.H., Cronan, J.E. Transgenic Res. (1995) [Pubmed]
  23. Characterization of a Pseudomonas aeruginosa fatty acid biosynthetic gene cluster: purification of acyl carrier protein (ACP) and malonyl-coenzyme A:ACP transacylase (FabD). Kutchma, A.J., Hoang, T.T., Schweizer, H.P. J. Bacteriol. (1999) [Pubmed]
  24. Detection and removal of an artefact fatty acid from the binding site of recombinant Bombyx mori pheromone-binding protein. Oldham, N.J., Krieger, J., Breer, H., Svatos, A. Chem. Senses (2001) [Pubmed]
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