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.

wikigene or wiki gene protein drug chemical gene disease author authorship tracking collaborative publishing evolutionary knowledge reputation system wiki2.0 global collaboration genes proteins drugs chemicals diseases compound
Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
Chemical Compound Review

AC1O5GYL     (E)-docos-2-enoic acid

Synonyms: Docosenoic acid
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 Docosenoic acid


High impact information on Docosenoic acid

  • Lack of Elovl3 resulted in a transient decrease in the capacity to elongate saturated fatty acyl-CoAs into very long chain fatty acids, concomitantly with the occurrence of reduced levels of arachidic acid (C20:0) and behenic acid (C22:0) in brown adipose tissue during the initial cold stress [3].
  • When correlated with the excellent cardiovascular health of Greenland eskimos, the docosenoic acid data suggest that current concern as to the impact of dietary docosenoic acids on the human myocardium, largely based on animal feeding studies, may be exaggerated [4].
  • Olestra formulations made with specific fatty acid compositions, particularly those containing a solid sucrose polyester component including behenic acid, possess appropriate rheology to hinder separation of oil from the rest of the fecal matrix, thereby reducing gastrointestinal symptoms [5].
  • Estimated calorific value of the SL was 5.36 kcal/g. Most of the behenic acid fed was excreted, as indicated by the analysis of the fatty acids of plasma and fecal total lipid [6].
  • The programmable release of pentoxifylline from a dry-coated wax matrix tablet containing behenic acid as wax matrix was investigated at 37 degrees C in Japanese Pharmacopeia XII 1st (pH 1.2) and 2nd (pH 6.8) fluids [7].

Anatomical context of Docosenoic acid


Associations of Docosenoic acid with other chemical compounds

  • In experiments II and III, rendered pig fat was compared to commercial lard containing 0.2% docosenoic acid, commercial lard to which 5.4% free erucic acid was added, and Span rapeseed oil [11].
  • The effect of subphase pH (5.5 and 10.5) on the structure of behenic-acid monolayers was investigated during Mg(2+) adsorption by means of Grazing Incidence X-ray Diffraction (GIXD) and Brewster Angle Microscopy (BAM) [12].
  • By means of grazing incidence x-ray diffraction, the structure of a behenic acid monolayer spread over chloride salt solutions of cadmium is observed to evolve from the tilted L2 phase to the superstructure (corresponding to an organized monolayer of ions in addition to the ordered organic film), through an intermediate phase [13].
  • Plasma VLCFA compositions of 58 normal subjects and 16 X-ALD patients were examined by gas chromatography as their methyl esters to determine the area percentages of behenic acid (C22:0), lignoceric acid (C24:0) and hexacosanoic acid (C26:0) in the total fatty acids, and the concentration (microg/ml) of C26:0 [14].
  • The synthesis of behenic acid (22:0) was slightly inhibited by 0.5 mM N-ethylmaleimide (NEM) present in the assay mixture, whereas the pre-treatment of microsomes with 0.5 mM NEM largely inhibited the synthesis of 22:0 from 20:0-CoA [15].

Gene context of Docosenoic acid

  • Uptake of the docosenoic acid during the first 6 hr of incubation was 41 nM/hr/mg protein in 7-day old cells and 29 nM/hr/mg protein in 14-day old cells [16].
  • No sample contained eicosatrienoic acid, 20:3 omega 9 (ETA) which, dependent on analytical methods, may be difficult to separate from behenic acid (22:0) [17].

Analytical, diagnostic and therapeutic context of Docosenoic acid

  • Fatty acid analysis by gas chromatography shows that the insoluble membrane fraction from both cortical and nuclear fibers comprises a special class of long (C22) saturated fatty acids (behenic acid) [18].
  • Results showed that supplementation with flaxseed for 42 days in our experimental horses reduced the mean skin test response to Culicoides sp. This observation was concurrent with a significant decrease in the long-chain saturated fatty acids; behenic acid (22:0) and lignoceric acid (24:0), in the hair of horses receiving flaxseed [19].


  1. Growth-inhibiting activity of active component isolated from Terminalia chebula fruits against intestinal bacteria. Kim, H.G., Cho, J.H., Jeong, E.Y., Lim, J.H., Lee, S.H., Lee, H.S. J. Food Prot. (2006) [Pubmed]
  2. Microbial adhesion to surfaces with different surface charges. Larsson, K., Glantz, P.O. Acta Odontol. Scand. (1981) [Pubmed]
  3. ELOVL3 is an important component for early onset of lipid recruitment in brown adipose tissue. Westerberg, R., Månsson, J.E., Golozoubova, V., Shabalina, I.G., Backlund, E.C., Tvrdik, P., Retterstøl, K., Capecchi, M.R., Jacobsson, A. J. Biol. Chem. (2006) [Pubmed]
  4. Marine docosenoic acid isomer distribution in the plasma of Greenland Eskimos. Ackman, R.G., Eaton, C.A., Dyerberg, J. Am. J. Clin. Nutr. (1980) [Pubmed]
  5. Olestra formulation and the gastrointestinal tract. Jandacek, R.J., Kester, J.J., Papa, A.J., Wehmeier, T.J., Lin, P.Y. Lipids (1999) [Pubmed]
  6. Synthesis and estimation of calorific value of a structured lipid-potential reduced calorie fat. Kanjilal, S., Prasad, R.B., Kaimal, T.N., Ghafoorunissa, n.u.l.l., Rao, S.H. Lipids (1999) [Pubmed]
  7. Programmable drug release of highly water-soluble pentoxifylline from dry-coated wax matrix tablets. Otsuka, M., Matsuda, Y. Journal of pharmaceutical sciences. (1995) [Pubmed]
  8. Stereospecific incorporation of hydrogens from NADPH in elongation of very long fatty acyl-CoA by swine cerebral microsomes. Yoshida, S., Takeshita, M., Kawaguchi, A. Biochem. Biophys. Res. Commun. (1984) [Pubmed]
  9. Influence of dietary partially hydrogenated vegetable and marine oils on membrane composition and function of liver microsomes and platelets in the rat. Blomstrand, R., Diczfalusy, U., Sisfontes, L., Svensson, L. Lipids (1985) [Pubmed]
  10. Free fatty acids in the blood serum of psoriatics. Zlatkov, N.B., Ticholov, J.T., Dourmishev, A.L. Acta Derm. Venereol. (1984) [Pubmed]
  11. Relationship between erucic acid and myocardial changes in male rats. Hulan, H.W., Kramer, J.K., Mahadevan, S., Sauer, F.D. Lipids (1976) [Pubmed]
  12. pH-dependent kinetics of MgCl(2) adsorption under a fatty-acid Langmuir film. Pignat, J., Cantin, S., Liu, R.C., Goldmann, M., Fontaine, P., Daillant, J., Perrot, F. The European physical journal. E, Soft matter. (2006) [Pubmed]
  13. Observation of a two-step mechanism in the formation of a superstructure of cadmium-behenic acid Langmuir monolayer: evidence of an intermediate structure. Cantin, S., Pignat, J., Perrot, F., Fontaine, P., Goldmann, M. Physical review. E, Statistical, nonlinear, and soft matter physics . (2004) [Pubmed]
  14. Diagnostic patterns of very-long-chain fatty acids in plasma of patients with X-linked adrenoleukodystrophy. Paik, M.J., Kim, K.R., Yoon, H.R., Kim, H.J. J. Chromatogr. B Biomed. Sci. Appl. (2001) [Pubmed]
  15. Characterization of fatty acid elongation system in porcine neutrophil microsomes. Kugi, M., Yoshida, S., Takeshita, M. Biochim. Biophys. Acta (1990) [Pubmed]
  16. Erucic acid and phospholipids of newborn rat heart cells in culture. Rogers, C.G. Lipids (1977) [Pubmed]
  17. Investigation of the nutritional state of children in a Congolese village. II. Plasma fatty acid composition. Leichsenring, M., Doehring-Schwerdtfeger, E., Laryea, M.D., Diamouangana, J., Bremer, H.J. Eur. J. Pediatr. (1988) [Pubmed]
  18. High-performance liquid chromatography of the main polypeptide (MP26) of lens fiber plasma membranes solubilized with n-octyl beta-D-glucopyranoside. Manenti, S., Dunia, I., le Maire, M., Benedetti, E.L. FEBS Lett. (1988) [Pubmed]
  19. Flaxseed (Linum usitatissimum) supplementation associated with reduced skin test lesional area in horses with Culicoides hypersensitivity. O'Neill, W., McKee, S., Clarke, A.F. Can. J. Vet. Res. (2002) [Pubmed]
WikiGenes - Universities