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Chemical Compound Review

cerinate     hexacosanoic acid

Synonyms: cerate, ceratinate, Ceratinic acid, Cerotinic acid, Cerinic acid, ...
 
 
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Disease relevance of hexacosanoic acid

 

High impact information on hexacosanoic acid

  • In this study we demonstrate fivefold or greater increases of very-long-chain fatty acid levels, particularly hexacosanoic acid (C26:0) and hexacosenoic acid (C26:1), in plasma and cultured skin fibroblasts from 20 patients [6].
  • In response to INH treatment, saturated hexacosanoic acid (C26:0) accumulated on a 12-kilodalton acyl carrier protein (AcpM) that normally carried mycolic acid precursors as long as C50 [7].
  • Adrenoleukodystrophy (ALD) is an inherited disorder of fatty acid metabolism marked by accumulation of very long chain saturated fatty acids (VLCFA), especially the 26-carbon acid, hexacosanoic acid (HA), in membranes and tissues [8].
  • By complementing the homologous yeast mutants, we found that Ssc1 could rescue normal sphingolipid synthesis in the sur4/elo3 mutant lacking the ability to synthesize cerotic acid (C(26:0)) [9].
  • It is associated with the accumulation of saturated very-long-chain fatty acids (VLCFAs), such as hexacosanoic acid (C26:0), that occurs as a result of the impaired capacity to degrade these substances, a reaction that normally takes place in the peroxisome [10].
 

Biological context of hexacosanoic acid

 

Anatomical context of hexacosanoic acid

 

Associations of hexacosanoic acid with other chemical compounds

 

Gene context of hexacosanoic acid

 

Analytical, diagnostic and therapeutic context of hexacosanoic acid

References

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  2. Plasma and skin fibroblast C26 fatty acids in infantile Refsum's disease. Poulos, A., Sharp, P. Neurology (1984) [Pubmed]
  3. Inactivation of the inhA-encoded fatty acid synthase II (FASII) enoyl-acyl carrier protein reductase induces accumulation of the FASI end products and cell lysis of Mycobacterium smegmatis. Vilchèze, C., Morbidoni, H.R., Weisbrod, T.R., Iwamoto, H., Kuo, M., Sacchettini, J.C., Jacobs, W.R. J. Bacteriol. (2000) [Pubmed]
  4. The effect of Lorenzo's oil on oxidative stress in X-linked adrenoleukodystrophy. Deon, M., Wajner, M., Sirtori, L.R., Fitarelli, D., Coelho, D.M., Sitta, A., Barschak, A.G., Ferreira, G.C., Haeser, A., Giugliani, R., Vargas, C.R. J. Neurol. Sci. (2006) [Pubmed]
  5. Antimicrobial activity of terpenoids from Trichodesma amplexicaule Roth. Singh, B., Singh, S. Phytotherapy research : PTR. (2003) [Pubmed]
  6. The cerebrohepatorenal (Zellweger) syndrome. Increased levels and impaired degradation of very-long-chain fatty acids and their use in prenatal diagnosis. Moser, A.E., Singh, I., Brown, F.R., Solish, G.I., Kelley, R.I., Benke, P.J., Moser, H.W. N. Engl. J. Med. (1984) [Pubmed]
  7. Inhibition of a Mycobacterium tuberculosis beta-ketoacyl ACP synthase by isoniazid. Mdluli, K., Slayden, R.A., Zhu, Y., Ramaswamy, S., Pan, X., Mead, D., Crane, D.D., Musser, J.M., Barry, C.E. Science (1998) [Pubmed]
  8. Interactions of a very long chain fatty acid with model membranes and serum albumin. Implications for the pathogenesis of adrenoleukodystrophy. Ho, J.K., Moser, H., Kishimoto, Y., Hamilton, J.A. J. Clin. Invest. (1995) [Pubmed]
  9. Role of a new mammalian gene family in the biosynthesis of very long chain fatty acids and sphingolipids. Tvrdik, P., Westerberg, R., Silve, S., Asadi, A., Jakobsson, A., Cannon, B., Loison, G., Jacobsson, A. J. Cell Biol. (2000) [Pubmed]
  10. Dietary management of X-linked adrenoleukodystrophy. Moser, H.W., Borel, J. Annu. Rev. Nutr. (1995) [Pubmed]
  11. Very long-chain fatty acids in erythrocyte membrane sphingomyelin: detection of ALD hemizygotes and heterozygotes. Tanaka, K., Shimada, M., Naruto, T., Yamamoto, H., Saeki, Y., Sai, H., Hirose, G. Neurology (1986) [Pubmed]
  12. Abnormality of long-chain fatty acids in erythrocyte membrane sphingomyelin from patients with adrenoleukodystrophy. Tsuji, S., Suzuki, M., Ariga, T., Sekine, M., Kuriyama, M., Miyatake, T. J. Neurochem. (1981) [Pubmed]
  13. Free radical release in C6 glial cells enriched in hexacosanoic acid: implication for X-linked adrenoleukodystrophy pathogenesis. Di Biase, A., Di Benedetto, R., Fiorentini, C., Travaglione, S., Salvati, S., Attorri, L., Pietraforte, D. Neurochem. Int. (2004) [Pubmed]
  14. Mycobacterium celatum sp. nov. Butler, W.R., O'Connor, S.P., Yakrus, M.A., Smithwick, R.W., Plikaytis, B.B., Moss, C.W., Floyd, M.M., Woodley, C.L., Kilburn, J.O., Vadney, F.S. Int. J. Syst. Bacteriol. (1993) [Pubmed]
  15. The prenatal diagnosis of adrenoleukodystrophy. Demonstration of increased hexacosanoic acid levels in cultured amniocytes and fetal adrenal gland. Moser, H.W., Moser, A.B., Powers, J.M., Nitowsky, H.M., Schaumburg, H.H., Norum, R.A., Migeon, B.R. Pediatr. Res. (1982) [Pubmed]
  16. Long-chain-acyl-CoA synthetase and very-long-chain-acyl-CoA synthetase activities in peroxisomes and microsomes from rat liver. An enzymological study. Lageweg, W., Wanders, R.J., Tager, J.M. Eur. J. Biochem. (1991) [Pubmed]
  17. Specificities of human and rat brain enzymes of cholesterol ester metabolism toward very long chain fatty acids: implication for biochemical pathogenesis of adrenoleukodystrophy. Ogino, T., Suzuki, K. J. Neurochem. (1981) [Pubmed]
  18. Beta-oxidation of very-long-chain fatty acids and their coenzyme A derivatives by human skin fibroblasts. Singh, H., Derwas, N., Poulos, A. Arch. Biochem. Biophys. (1987) [Pubmed]
  19. Abnormality of very long-chain fatty acids of erythrocyte membrane in alcoholic patients. Adachi, J., Miwa, A., Ueno, Y., Asano, M., Naito, T., Imamichi, H., Tatsuno, Y. Alcohol. Clin. Exp. Res. (1998) [Pubmed]
  20. Phospholipids in X-linked adrenoleukodystrophy white matter: fatty acid abnormalities before the onset of demyelination. Theda, C., Moser, A.B., Powers, J.M., Moser, H.W. J. Neurol. Sci. (1992) [Pubmed]
  21. Altered adrenocortical response under the influence of experimentally increased serum very long chain fatty acids in rats. Van den Branden, C., Collumbien, R., Roels, F., Dacremont, G., Roels, H. Pathol. Res. Pract. (1993) [Pubmed]
  22. Very long chain fatty acids activate NADPH oxidase in human dermal fibroblasts. Dhaunsi, G.S., Kaur, J., Alsaeid, K., Turner, R.B., Bitar, M.S. Cell Biochem. Funct. (2005) [Pubmed]
  23. Disturbed very long chain (C24-C26) fatty acid pattern in fibroblasts of patients with Zellweger's syndrome. Govaerts, L., Bakkeren, J., Monnens, L., Maas, J., Trijbels, F., Kleijer, W. J. Inherit. Metab. Dis. (1985) [Pubmed]
  24. Adrenoleukodystrophy: biochemical procedures in diagnosis, prevention and treatment. Watkins, P.A., Naidu, S., Moser, H.W. J. Inherit. Metab. Dis. (1987) [Pubmed]
 
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