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Chemical Compound Review

Dermaffine     (Z)-octadec-9-en-1-ol

Synonyms: Lancol, Ocenol, Novol, Oceol, Octadecenol, ...
 
 
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Disease relevance of Ocenol

 

High impact information on Ocenol

  • Radyllyso-sn-glycero-3-phosphocholine (GPC), radyllyso-GPE, acyllyso-sn-glycero-3-phosphoserine (GPS), acyllyso-sn-glycero-3-phosphoinositol (GPI), alkyllyso-sn-glycero-3-phosphate (GP), acyllyso-GP, or cis-9-octadecen-1-ol can also serve as acetate acceptors, whereas alkylglycerol, acylglycerol, or cholesterol are inactive [6].
  • Infusion of the lipid alcohol oleyl alcohol and the calcium chelating agent disodium edetate (EDTA) into the ileum did not delay the passage of the meal through the stomach and small intestine [7].
  • Oleoyl alcohol [(Z)-9-octadecen-1-ol] and methyl oleate were unable to displace FadL-specific binding of [3H]oleate (C18:1), suggesting that the carboxylate of the long-chain fatty acid was required for binding [8].
  • Y-CT activity was insensitive to PC vesicles containing the neutral lipids diacylglycerol, monoacylglycerol or oleyl alcohol [9].
  • Measurement of the intrinsic viscosity of dolichol in both isopentyl alcohol and oleyl alcohol showed that the natural conformation of dolichol is capable of increasing solution fluidity (i.e., lowering solution viscosity) [10].
 

Chemical compound and disease context of Ocenol

 

Biological context of Ocenol

  • Transdermal enhancers such as n-methyl pyrrolidone (NMP) and oleyl alcohol were incorporated into all systems without disruption of the stable emulsion [12].
  • The purpose of the present study was to determine how CCTalpha activity and PtdCho synthesis contributed to induction of apoptosis by FOH and oleyl alcohol [13].
 

Anatomical context of Ocenol

 

Associations of Ocenol with other chemical compounds

 

Gene context of Ocenol

  • These results show that DAG depletion by FOH or oleyl alcohol could be involved in inhibition of PtdCho synthesis [13].
  • So the influence of substance components was examined in more detail with the successive addition of oleic acid or oleyl alcohol to MCT and due to this the presence of unsaturated substances in olive oil could be determined as a possible reason for interactions with lecithin [21].
  • In a bioreactor at high 2,4-DNT concentration (using 100 ml oleyl alcohol containing 2 g 2,4-DNT as the second phase) with 1.5 l culture, both strains could remove 0.8 g 2,4-DNT by 120 h; and, under the same conditions in a fed-batch reactor, the degradation increased to 1 g for strain YV1 but not for strain DNT [22].
 

Analytical, diagnostic and therapeutic context of Ocenol

  • The organic solvent systematically selected for use in the bioreactor was Adol 85 NF, an industrial-grade, biocompatible solvent [23].
  • 34 patients (23.2%), 25 female and 9 male aged from 14 to 72 years, showed a positive patch test to fatty alcohols, 33 of them to oleyl alcohol [24].

References

  1. Cannabinoid-receptor-independent cell signalling by N-acylethanolamines. Berdyshev, E.V., Schmid, P.C., Krebsbach, R.J., Hillard, C.J., Huang, C., Chen, N., Dong, Z., Schmid, H.H. Biochem. J. (2001) [Pubmed]
  2. Propionic acid production by extractive fermentation. I. Solvent considerations. Gu, Z., Glatz, B.A., Glatz, C.E. Biotechnol. Bioeng. (1998) [Pubmed]
  3. Contact dermatitis due to oleyl alcohol. Guidetti, M.S., Vincenzi, C., Guerra, L., Tosti, A. Contact Derm. (1994) [Pubmed]
  4. Allergic contact dermatitis from oleyl alcohol in Elidel cream. Andersen, K.E., Broesby-Olsen, S. Contact Derm. (2006) [Pubmed]
  5. Correlation of DNA synthesis-inhibiting activity and the extent of transmembrane permeation into tumor cells by unsaturated or saturated fatty alcohols of graded chain-length upon hyperthermia. Takada, Y., Kageyama, K., Yamada, R., Onoyama, Y., Nakajima, T., Hosono, M., Miwa, N. Oncol. Rep. (2001) [Pubmed]
  6. A novel CoA-independent transacetylase produces the ethanolamine plasmalogen and acyl analogs of platelet-activating factor (PAF) with PAF as the acetate donor in HL-60 cells. Lee, T.C., Uemura, Y., Snyder, F. J. Biol. Chem. (1992) [Pubmed]
  7. Characteristics of lipid substances activating the ileal brake in the rat. Brown, N.J., Read, N.W., Richardson, A., Rumsey, R.D., Bogentoft, C. Gut (1990) [Pubmed]
  8. Evidence that His110 of the protein FadL in the outer membrane of Escherichia coli is involved in the binding and uptake of long-chain fatty acids: possible role of this residue in carboxylate binding. Black, P.N., Zhang, Q. Biochem. J. (1995) [Pubmed]
  9. Comparison of the lipid regulation of yeast and rat CTP: phosphocholine cytidylyltransferase expressed in COS cells. Johnson, J.E., Kalmar, G.B., Sohal, P.S., Walkey, C.J., Yamashita, S., Cornell, R.B. Biochem. J. (1992) [Pubmed]
  10. The conformation of dolichol. Murgolo, N.J., Patel, A., Stivala, S.S., Wong, T.K. Biochemistry (1989) [Pubmed]
  11. Effect of smear layer removal agent and/or fluoride on the surface of dentin. Tsujimoto, Y., Murakami, Y., Kozuka, M., Ukaji, A., Yamazaki, M. The Journal of Nihon University School of Dentistry. (1994) [Pubmed]
  12. Novel microemulsion enhancer formulation for simultaneous transdermal delivery of hydrophilic and hydrophobic drugs. Lee, P.J., Langer, R., Shastri, V.P. Pharm. Res. (2003) [Pubmed]
  13. Induction of apoptosis by lipophilic activators of CTP:phosphocholine cytidylyltransferase alpha (CCTalpha). Lagace, T.A., Ridgway, N.D. Biochem. J. (2005) [Pubmed]
  14. Oleyl alcohol inhibits intestinal long-chain fatty acid absorption in rats. Murota, K., Kawada, T., Matsui, N., Sakakibara, M., Takahashi, N., Fushiki, T. J. Nutr. Sci. Vitaminol. (2000) [Pubmed]
  15. Differential effects of lipids on the osmotic fragility of lysosomes. Raz, A., Goldman, R. Experientia (1976) [Pubmed]
  16. Chain length specificity in the utilization of long chain alcohols for ether lipid biosynthesis in rat brain. Natarajan, V., Schmid, H.H. Lipids (1977) [Pubmed]
  17. Permeability of acetic acid through organic films at the air-aqueous interface. Gilman, J.B., Vaida, V. The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment & general theory. (2006) [Pubmed]
  18. Interaction of surfactants with homologous series of peptides studied by reversed-phase thin-layer chromatography. Cserháti, T., Forgács, E., Deyl, Z., Miksik, I., Eckhardt, A. Journal of chromatography. A. (2001) [Pubmed]
  19. Effects of oleic acid and oleyl alcohol on cholecystokinin and secretin in plasma and pancreatobiliary secretion. Olsen, O., Ainsworth, M., Schaffalitzky de Muckadell, O.B., Cantor, P. Scand. J. Gastroenterol. (1989) [Pubmed]
  20. Development of biodegradable injectable thermoplastic oligomers. Amsden, B., Hatefi, A., Knight, D., Bravo-Grimaldo, E. Biomacromolecules (2004) [Pubmed]
  21. Parameters with influence on the droplet size of w/o emulsions. Lindenstruth, K., Müller, B.W. Die Pharmazie. (2004) [Pubmed]
  22. Effects of Vitreoscilla hemoglobin on the 2,4-dinitrotoluene (2,4-DNT) dioxygenase activity of Burkholderia and on 2,4-DNT degradation in two-phase bioreactors. Lin, J.M., Stark, B.C., Webster, D.A. J. Ind. Microbiol. Biotechnol. (2003) [Pubmed]
  23. Simultaneous biodegradation of benzene, toluene, and p-xylene in a two-phase partitioning bioreactor: concept demonstration and practical application. Collins, L.D., Daugulis, A.J. Biotechnol. Prog. (1999) [Pubmed]
  24. Contact dermatitis from fatty alcohols. Tosti, A., Vincenzi, C., Guerra, L., Andrisano, E. Contact Derm. (1996) [Pubmed]
 
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