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Chemical Compound Review

Armofilm     octadecan-1-amine

Synonyms: Stearamine, Stearylamine, Oktadecylamin, OCTADECYLAMINE, Octadecanamine, ...
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Disease relevance of Noram SH


High impact information on Noram SH


Chemical compound and disease context of Noram SH


Biological context of Noram SH

  • In liposomes with a limiting density of SA, we found increased CRP binding with changes in composition that would increase membrane fluidity [12].
  • We have demonstrated that cationic liposomes composed of stearylamine (SA-liposomes) induce apoptosis in a variety of cells, but the mechanism responsible for the cellular death is not clear [13].
  • Cell viability was reduced after inclusion of either of the two cationic components of stearylamine and PEI [14].
  • Among the charged compounds, stearylamine was the most inhibitory and showed complete inhibition of cell growth at 100 microM [15].
  • This is accomplished by electrostatic entrapment of ZrF6(2-) ions within thermally evaporated octadecylamine (ODA) thin films followed by the low-temperature in situ hydrolysis of the entrapped metal ion complexes [16].

Anatomical context of Noram SH


Associations of Noram SH with other chemical compounds


Gene context of Noram SH

  • The presence of the positively charged lipid stearylamine increased the rate of association of CETP with the lipid surface [26].
  • Introduction of stearylamine in membranes containing phosphatidyl-beta-lactate (PLac) causes considerable inhibition of their prothrombin-converting activity [27].
  • Combination therapy using sodium antimony gluconate in stearylamine-bearing liposomes against established and chronic Leishmania donovani infection in BALB/c Mice [28].
  • Average size and zeta potential of SLNs of different lipids with stearylamine ranged from 96.7+/-3.8 to 163.3+/-0.7 nm and 21.3+/-1.3 to 33.2+/-0.6 mV, respectively [29].
  • To clarify the mechanism of apoptosis of the macrophage-like cell line RAW264.7 induced by cationic liposomes, we focused on the mitochondria and investigated the changes in mitochondrial membrane potential and the release of cytochrome c following treatment of cationic liposomes composed of stearylamine (SA-liposomes) [30].

Analytical, diagnostic and therapeutic context of Noram SH


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  2. The use of FT-IR for quantitative studies of the apparent pKa of lipid carboxyl groups and the dehydration degree of the phosphate group of phospholipids. Gómez-Fernández, J.C., Villalaín, J. Chem. Phys. Lipids (1998) [Pubmed]
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  4. Induction of cancer cell-specific apoptosis by folate-labeled cationic liposomes. Yoshida, T., Oide, N., Sakamoto, T., Yotsumoto, S., Negishi, Y., Tsuchiya, S., Aramaki, Y. Journal of controlled release : official journal of the Controlled Release Society. (2006) [Pubmed]
  5. Mannosylated niosomes as adjuvant-carrier system for oral mucosal immunization. Jain, S., Vyas, S.P. Journal of liposome research (2006) [Pubmed]
  6. Antitumor activity of a water-insoluble compound entrapped in liposomes on L1210 leukemia in mice. Brassinne, C., Atassi, G., Frühling, J., Penasse, W., Coune, A., Hildebrand, J., Ruysschaert, J.M., Laduron, C. J. Natl. Cancer Inst. (1983) [Pubmed]
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  9. Liposome concentration in canine ischemic myocardium and depolarized myocardial cells. Mueller, T.M., Marcus, M.L., Mayer, H.E., Williams, J.K., Hermsmeyer, K. Circ. Res. (1981) [Pubmed]
  10. Successful treatment with liposomal amphotericin B in two patients with persisting fungemia. Sculier, J.P., Bron, D., Coune, A., Meunier, F. Eur. J. Clin. Microbiol. Infect. Dis. (1989) [Pubmed]
  11. Metabolism of cholesterol, phosphatidylethanolamine and stearylamine analogues of GM1 ganglioside by rat glioma C6 cells. Pacuszka, T., Fishman, P.H. Biochim. Biophys. Acta (1991) [Pubmed]
  12. Interaction of C-reactive protein with liposomes. III. Membrane requirements for binding. Mold, C., Rodgers, C.P., Richards, R.L., Alving, C.R., Gewurz, H. J. Immunol. (1981) [Pubmed]
  13. Cationic liposomes induce apoptosis through p38 MAP kinase-caspase-8-Bid pathway in macrophage-like RAW264.7 cells. Iwaoka, S., Nakamura, T., Takano, S., Tsuchiya, S., Aramaki, Y. J. Leukoc. Biol. (2006) [Pubmed]
  14. Physicochemical characterization and gene transfection efficiency of lipid emulsions with various co-emulsifiers. Hung, C.F., Hwang, T.L., Chang, C.C., Fang, J.Y. International journal of pharmaceutics. (2005) [Pubmed]
  15. Interaction of liposomes with cultured cells: possible involvement of lipid peroxidation in cell growth inhibition. Yoshioka, S., Okano, Y., Mizukami, Y., Nozawa, Y. Chem. Pharm. Bull. (1990) [Pubmed]
  16. A low-temperature, soft chemistry method for the synthesis of zirconia nanoparticles in thermally evaporated fatty amine thin films. Shankar, S.S., Joshi, H., Pasricha, R., Pavaskar, N.R., Mandale, A.B., Sastry, M. Journal of colloid and interface science. (2004) [Pubmed]
  17. Membrane peroxidation: inhibiting effects of water-soluble antioxidants on phospholipids of different charge types. Barclay, L.R., Vinqvist, M.R. Free Radic. Biol. Med. (1994) [Pubmed]
  18. Reconstitution and identification of the major Na(+)-dependent neutral amino acid-transport protein from bovine renal brush-border membrane vesicles. Doyle, F.A., McGivan, J.D. Biochem. J. (1992) [Pubmed]
  19. Oleylamine and stearylamine increase phosphatidylserine synthesis in T cells by synergy with calcium ions. Aussel, C., Pelassy, C., Bernard, A. Int. J. Biochem. Cell Biol. (1995) [Pubmed]
  20. Modulation of murine liver macrophage clearance of liposomes by diethylstilbestrol. The effect of vesicle surface charge and a role for the complement receptor Mac-1 (CD11b/CD18) of newly recruited macrophages in liposome recognition. Moghimi, S.M., Patel, H.M. Journal of controlled release : official journal of the Controlled Release Society. (2002) [Pubmed]
  21. Effects of phospholipid chain length, concentration, charge, and vesicle size on pulmonary insulin absorption. Li, Y., Mitra, A.K. Pharm. Res. (1996) [Pubmed]
  22. Pharmacological, toxicological, and therapeutic evaluation in mice of doxorubicin entrapped in cardiolipin liposomes. Rahman, A., White, G., More, N., Schein, P.S. Cancer Res. (1985) [Pubmed]
  23. Doxorubicin-induced chronic cardiotoxicity and its protection by liposomal administration. Rahman, A., More, N., Schein, P.S. Cancer Res. (1982) [Pubmed]
  24. Sphingosine is a novel activator of 3-phosphoinositide-dependent kinase 1. King, C.C., Zenke, F.T., Dawson, P.E., Dutil, E.M., Newton, A.C., Hemmings, B.A., Bokoch, G.M. J. Biol. Chem. (2000) [Pubmed]
  25. Lipid asymmetry induced by transmembrane pH gradients in large unilamellar vesicles. Hope, M.J., Cullis, P.R. J. Biol. Chem. (1987) [Pubmed]
  26. Effects of charged lipids on the interaction of cholesteryl ester transfer protein with lipid microemulsions. Rajaram, O.V., Sawyer, W.H. Biochem. J. (1997) [Pubmed]
  27. Prothrombin activation on phospholipid membranes with positive electrostatic potential. Rosing, J., Speijer, H., Zwaal, R.F. Biochemistry (1988) [Pubmed]
  28. Combination therapy using sodium antimony gluconate in stearylamine-bearing liposomes against established and chronic Leishmania donovani infection in BALB/c Mice. Pal, S., Ravindran, R., Ali, N. Antimicrob. Agents Chemother. (2004) [Pubmed]
  29. Pharmacokinetics, tissue distribution and bioavailability of clozapine solid lipid nanoparticles after intravenous and intraduodenal administration. Manjunath, K., Venkateswarlu, V. Journal of controlled release : official journal of the Controlled Release Society. (2005) [Pubmed]
  30. Cationic liposomes induce macrophage apoptosis through mitochondrial pathway. Aramaki, Y., Takano, S., Tsuchiya, S. Arch. Biochem. Biophys. (2001) [Pubmed]
  31. Altered pharmacological properties of liposome-associated human interferon-alpha. Eppstein, D.A., Stewart, W.E. J. Virol. (1982) [Pubmed]
  32. Voltammetric DNA biosensor for cystic fibrosis based on a modified carbon paste electrode. Millan, K.M., Saraullo, A., Mikkelsen, S.R. Anal. Chem. (1994) [Pubmed]
  33. Interaction of DNA with cationic liposomes: ability of transfecting lentil protoplasts. Maccarrone, M., Dini, L., Di Marzio, L., Di Giulio, A., Rossi, A., Mossa, G., Finazzi-Agrò, A. Biochem. Biophys. Res. Commun. (1992) [Pubmed]
  34. Intercalation of octadecylamine into montmorillonite: molecular simulations and XRD analysis. Pospísil, M., Capková, P., Weiss, Z., Malác, Z., Simoník, J. Journal of colloid and interface science (2002) [Pubmed]
  35. Protection of Toxoplasma gondii-infected mice by stearylamine-bearing liposomes. Tachibana, H., Yoshihara, E., Kaneda, Y., Nakae, T. J. Parasitol. (1990) [Pubmed]
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