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Chemical Compound Review

Oleamine     (Z)-octadec-9-en-1-amine

Synonyms: Oleylamin, Oleinamine, Oleylamine, Armeen O, Noram O, ...
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Disease relevance of Oleylamine

  • The influence on the glycolytic activity of dental plaque of different amine-hydrochloride compounds 300, 315 and 356 (oleylamine) respectively at concentrations equimolar to their corresponding amine fluorides 297, 242 and 335 at 250 ppm F-concentrations and of hexetidine and sodium laurylsulfate was tested in an in vivo/in vitro combination [1].

High impact information on Oleylamine

  • We report a general synthesis of high-quality cubic (alpha-phase) and hexagonal (beta-phase) NaREF4 (RE: Pr to Lu, Y) nanocrystals (nanopolyhedra, nanorods, nanoplates, and nanospheres) and NaYF(4):Yb,Er/Tm nanocrystals (nanopolyhedra and nanoplates) via the co-thermolysis of Na(CF3COO) and RE(CF3COO)3 in oleic acid/oleylamine/1-octadecene [2].
  • Quenching of the fluorescence of the hydrophobic tryptophan analogue N-palmitoyl-L-tryptophan n-hexyl ester incorporated into lipid bilayers by oleic acid and oleylamine and their brominated derivatives is interpreted in terms of unlimited binding to the bilayers [3].
  • Oleylamine, with an IC50 of 0.1 microM, was the most potent inhibitor [4].
  • It was found that the mercapto end displaces oleylamine on the Pt atoms and the carboxylic acid end displaces the oleic acid on the Fe atoms, thus exposing carboxylate and thiolate groups on the surface that provide the necessary electrostatic repulsion to form stable aqueous dispersions of FePt nanoparticles [5].
  • Established procedures to make FePt nanoparticles use oleic acid and oleylamine as the surfactants, which make them dispersed in nonpolar solvents such as hexane [5].

Associations of Oleylamine with other chemical compounds


Gene context of Oleylamine

  • To this purpose we prepared an amphiphilic polymer by polyvinylalcohol (PVA) substitution with oleyl amine at 1.5% substitution degree (mol substituent per 100 mol hydroxyvinylmonomer) and evaluated its functional properties with regard to ATRA complexation [9].
  • Our results demonstrate that almost all the OA is localised and fully ionised at the droplet surface for all concentrations and that the observed plateau in the zeta-potential values obeys the Gouy-Chapman theory of ion condensation [10].
  • The present study is aimed to characterize the electrostatic parameters of oil in water emulsion droplets composed of MCT (medium chain triglycerides), PL (phospholipids) and Poloxamer and containing increasing concentrations of the cationic lipid oleylamine (OA), in Hepes 20 mM pH 7 [10].

Analytical, diagnostic and therapeutic context of Oleylamine

  • Atomic force microscopy (AFM) was used to study the topography of lipid films on a gold support with immobilized 19mer single stranded DNA (ssDNA) chemically modified by oleylamine and after hybridization with complementary DNA [11].


  1. The antiglycolytic action on dental plaque of amine chlorides. Breitenmoser, T. Helvetica odontologica acta. (1975) [Pubmed]
  2. High-quality sodium rare-earth fluoride nanocrystals: controlled synthesis and optical properties. Mai, H.X., Zhang, Y.W., Si, R., Yan, Z.G., Sun, L.D., You, L.P., Yan, C.H. J. Am. Chem. Soc. (2006) [Pubmed]
  3. Binding of long-chain alkyl derivatives to lipid bilayers and to (Ca2+-Mg2+)-ATPase. Froud, R.J., East, J.M., Rooney, E.K., Lee, A.G. Biochemistry (1986) [Pubmed]
  4. Effects of long-chain fatty amines on the growth of ras-transformed NIH 3T3 cells. Kothapalli, R., Lui, E.M., Guthrie, N., Chambers, A.F., Carroll, K.K. Biochem. Pharmacol. (1994) [Pubmed]
  5. Understanding mercapto ligand exchange on the surface of FePt nanoparticles. Bagaria, H.G., Ada, E.T., Shamsuzzoha, M., Nikles, D.E., Johnson, D.T. Langmuir : the ACS journal of surfaces and colloids. (2006) [Pubmed]
  6. Sphingosine, oleylamine and stearylamine inhibit both CD11a/CD18-dependent and -independent homotypic aggregation: demonstration by cytofluorimetry. Aussel, C., Mahmoudi, A.H., Bernard, G., Breittmayer, J.P., Bernard, A. Immunol. Lett. (1995) [Pubmed]
  7. Synthesis and characterization of monodispersed rhodium nanoparticles organized in 3-D symmetrical structures soluble in organic media. Tzitzios, V.K., Georgakilas, V., Niarchos, D., Petridis, D. Journal of nanoscience and nanotechnology. (2006) [Pubmed]
  8. Activation of phospholipases D and A by amphiphilic cations of cultured LA-N-2 cells is G protein- and protein kinase C-independent. Singh, I.N., Massarelli, R., Kanfer, J.N. Journal of lipid mediators. (1993) [Pubmed]
  9. Modified polyvinylalcohol for encapsulation of all-trans-retinoic acid in polymeric micelles. Zuccari, G., Carosio, R., Fini, A., Montaldo, P.G., Orienti, I. Journal of controlled release : official journal of the Controlled Release Society. (2005) [Pubmed]
  10. Extensive surface studies help to analyse zeta potential data: the case of cationic emulsions. Rabinovich-Guilatt, L., Couvreur, P., Lambert, G., Goldstein, D., Benita, S., Dubernet, C. Chem. Phys. Lipids (2004) [Pubmed]
  11. AFM images of short oligonucleotides on a surface of supported lipid films. Humen??k, D., Chorv??t, D., Novotn??, I., Tvarozek, V., Oretskaya, T.S., Hianik, T. Medical engineering & physics. (2006) [Pubmed]
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