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Chemical Compound Review

pristanic acid     2,6,10,14- tetramethylpentadecanoic acid

Synonyms: AG-D-41479, CHEBI:51340, HMDB00795, AC1L3XKJ, CTK4B0961, ...
 
 
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Disease relevance of pristanic acid

 

High impact information on pristanic acid

  • Oxidation of pristanic acid in fibroblasts and its application to the diagnosis of peroxisomal beta-oxidation defects [6].
  • Pristanic acid oxidation measurements proved a reliable tool for assessing complementation in fused heterokaryons from patients with peroxisomal biogenesis defects [6].
  • Peroxisomes are organelles that function in the beta-oxidation of long- and very long-chain acyl-CoAs, bile acid-CoA intermediates, prostaglandins, leukotrienes, thromboxanes, dicarboxylic fatty acids, pristanic acid, and xenobiotic carboxylic acids [7].
  • Under the conditions used, the apoptosis-promoting effect of BCFAs was neither shared by saturated or unsaturated straight chain fatty acids nor by artificial peroxisome proliferators, which, like phytanic and pristanic acid, have been shown to activate the peroxisome proliferator-activated receptor alpha (PPARalpha) [8].
  • Here we show that phytanic and pristanic acid, two BCFAs that are metabolized in peroxisomes, promote apoptosis in cultured vascular smooth muscle cells of human, rat, and porcine origin [8].
 

Chemical compound and disease context of pristanic acid

 

Biological context of pristanic acid

 

Anatomical context of pristanic acid

 

Associations of pristanic acid with other chemical compounds

 

Gene context of pristanic acid

 

Analytical, diagnostic and therapeutic context of pristanic acid

References

  1. Analysis of pristanic acid beta-oxidation intermediates in plasma from healthy controls and patients affected with peroxisomal disorders by stable isotope dilution gas chromatography mass spectrometry. Verhoeven, N.M., Schor, D.S., Struys, E.A., Jansen, E.E., ten Brink HJ, n.u.l.l., Wanders, R.J., Jakobs, C. J. Lipid Res. (1999) [Pubmed]
  2. Diagnosis of peroxisomal disorders by analysis of phytanic and pristanic acids in stored blood spots collected at neonatal screening. ten Brink, H.J., van den Heuvel, C.M., Christensen, E., Largillière, C., Jakobs, C. Clin. Chem. (1993) [Pubmed]
  3. In vivo study of phytanic acid alpha-oxidation in classic Refsum's disease and chondrodysplasia punctata. ten Brink, H.J., Schor, D.S., Kok, R.M., Stellaard, F., Kneer, J., Poll-The, B.T., Saudubray, J.M., Jakobs, C. Pediatr. Res. (1992) [Pubmed]
  4. Identification of pristanoyl-CoA oxidase activity in human liver and its deficiency in the Zellweger syndrome. Wanders, R.J., ten Brink, H.J., van Roermund, C.W., Schutgens, R.B., Tager, J.M., Jakobs, C. Biochem. Biophys. Res. Commun. (1990) [Pubmed]
  5. Niemann-Pick disease type C and defective peroxisomal beta-oxidation of branched-chain substrates. Sequeira, J.S., Vellodi, A., Vanier, M.T., Clayton, P.T. J. Inherit. Metab. Dis. (1998) [Pubmed]
  6. Oxidation of pristanic acid in fibroblasts and its application to the diagnosis of peroxisomal beta-oxidation defects. Paton, B.C., Sharp, P.C., Crane, D.I., Poulos, A. J. Clin. Invest. (1996) [Pubmed]
  7. Molecular cloning and characterization of two mouse peroxisome proliferator-activated receptor alpha (PPARalpha)-regulated peroxisomal acyl-CoA thioesterases. Westin, M.A., Alexson, S.E., Hunt, M.C. J. Biol. Chem. (2004) [Pubmed]
  8. Branched chain fatty acids induce nitric oxide-dependent apoptosis in vascular smooth muscle cells. Idel, S., Ellinghaus, P., Wolfrum, C., Nofer, J.R., Gloerich, J., Assmann, G., Spener, F., Seedorf, U. J. Biol. Chem. (2002) [Pubmed]
  9. Biochemical markers predicting survival in peroxisome biogenesis disorders. Gootjes, J., Mooijer, P.A., Dekker, C., Barth, P.G., Poll-The, B.T., Waterham, H.R., Wanders, R.J. Neurology (2002) [Pubmed]
  10. Phytanic acid, but not pristanic acid, mediates the positive effects of phytol derivatives on brown adipocyte differentiation. Schluter, A., Giralt, M., Iglesias, R., Villarroya, F. FEBS Lett. (2002) [Pubmed]
  11. Novel mutations in the PEX12 gene of patients with a peroxisome biogenesis disorder. Gootjes, J., Schmohl, F., Waterham, H.R., Wanders, R.J. Eur. J. Hum. Genet. (2004) [Pubmed]
  12. Genetic heterogeneity in patients with a disorder of peroxisomal beta-oxidation: a complementation study based on pristanic acid beta-oxidation suggesting different enzyme defects. van Grunsven, E.G., Wanders, R.J. J. Inherit. Metab. Dis. (1997) [Pubmed]
  13. Identification and purification of a peroxisomal branched chain fatty acyl-CoA oxidase. Van Veldhoven, P.P., Vanhove, G., Vanhoutte, F., Dacremont, G., Parmentier, G., Eyssen, H.J., Mannaerts, G.P. J. Biol. Chem. (1991) [Pubmed]
  14. Human metabolism of phytanic acid and pristanic acid. Verhoeven, N.M., Jakobs, C. Prog. Lipid Res. (2001) [Pubmed]
  15. Peroxisomal multifunctional protein 2 is essential for lipid homeostasis in sertoli cells and male fertility in mice. Huyghe, S., Schmalbruch, H., De Gendt, K., Verhoeven, G., Guillou, F., Van Veldhoven, P.P., Baes, M. Endocrinology (2006) [Pubmed]
  16. Branched fatty acids in dairy and beef products markedly enhance alpha-methylacyl-CoA racemase expression in prostate cancer cells in vitro. Mobley, J.A., Leav, I., Zielie, P., Wotkowitz, C., Evans, J., Lam, Y.W., L'Esperance, B.S., Jiang, Z., Ho, S.M. Cancer Epidemiol. Biomarkers Prev. (2003) [Pubmed]
  17. Phytanic acid and pristanic acid are oxidized by sequential peroxisomal and mitochondrial reactions in cultured fibroblasts. Verhoeven, N.M., Roe, D.S., Kok, R.M., Wanders, R.J., Jakobs, C., Roe, C.R. J. Lipid Res. (1998) [Pubmed]
  18. Subcellular localization and physiological role of alpha-methylacyl-CoA racemase. Ferdinandusse, S., Denis, S., IJlst, L., Dacremont, G., Waterham, H.R., Wanders, R.J. J. Lipid Res. (2000) [Pubmed]
  19. Phytanic acid oxidation: topographical localization of phytanoyl-CoA ligase and transport of phytanic acid into human peroxisomes. Pahan, K., Singh, I. J. Lipid Res. (1995) [Pubmed]
  20. Defective oxidation of pristanic acid by fibroblasts from patients with disorders in propionic acid metabolism. Poulos, A., Johnson, D., Singh, H. Clin. Genet. (1990) [Pubmed]
  21. A phytol-enriched diet induces changes in fatty acid metabolism in mice both via PPARalpha-dependent and -independent pathways. Gloerich, J., van Vlies, N., Jansen, G.A., Denis, S., Ruiter, J.P., van Werkhoven, M.A., Duran, M., Vaz, F.M., Wanders, R.J., Ferdinandusse, S. J. Lipid Res. (2005) [Pubmed]
  22. Aberrant oxidation of the cholesterol side chain in bile acid synthesis of sterol carrier protein-2/sterol carrier protein-x knockout mice. Kannenberg, F., Ellinghaus, P., Assmann, G., Seedorf, U. J. Biol. Chem. (1999) [Pubmed]
  23. Pristanic acid and phytanic acid: naturally occurring ligands for the nuclear receptor peroxisome proliferator-activated receptor alpha. Zomer, A.W., van Der Burg, B., Jansen, G.A., Wanders, R.J., Poll-The, B.T., van Der Saag, P.T. J. Lipid Res. (2000) [Pubmed]
  24. Involvement of microsomal fatty aldehyde dehydrogenase in the alpha-oxidation of phytanic acid. Verhoeven, N.M., Jakobs, C., Carney, G., Somers, M.P., Wanders, R.J., Rizzo, W.B. FEBS Lett. (1998) [Pubmed]
  25. Phytanic acid, pristanic acid, and very-long-chain fatty acid methyl esters measured simultaneously by capillary gas chromatography. Harris, H.M., Applegarth, D.A., Clarke, L.A., Wong, J. Clin. Chem. (1989) [Pubmed]
  26. Separation of phytanic and pristanic acid by high-pressure liquid chromatography: application of the method. Kase, B.F., Olund, J., Sisfontes, L. Anal. Biochem. (1991) [Pubmed]
  27. Characteristics and subcellular localization of pristanoyl-CoA synthetase in rat liver. Wanders, R.J., Denis, S., van Roermund, C.W., Jakobs, C., ten Brink, H.J. Biochim. Biophys. Acta (1992) [Pubmed]
  28. Application of open-tubular gas-liquid chromatography in an investigation of the stability of pristanic and phytanic acids towards alkaline treatment of their methyl or [-] menthyl esters. Kates, M., Hancock, A.J. Journal of chromatographic science. (1977) [Pubmed]
 
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