Date published: 2025-12-4

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Oleyl oleate (CAS 3687-45-4)

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Alternate Names:
Oleic acid oleyl ester
CAS Number:
3687-45-4
Molecular Weight:
532.92
Molecular Formula:
C36H68O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Oleyl oleate is an ester derived from oleic acid and oleyl alcohol, widely studied in the context of lipid chemistry and biochemistry. This compound is known for its excellent emollient and lubricating properties, which makes it a valuable subject of research for understanding lipid interactions and membrane dynamics. Oleyl oleate is used to explore the behavior of esters in lipid bilayers, providing insights into membrane fluidity, phase behavior, and the organization of lipid domains. In enzymatic research, oleyl oleate serves as a substrate for lipases and esterases, enzymes that catalyze the hydrolysis of ester bonds. Studies using oleyl oleate help explain the specificity, kinetics, and catalytic mechanisms of these enzymes. Additionally, oleyl oleate is used in the formulation of various biocompatible materials due to its favorable physicochemical properties. Its stability and hydrophobic nature make it suitable for developing lipid-based delivery systems, such as emulsions and nanoemulsions, which are studied for their potential in enhancing the solubility and bioavailability of hydrophobic compounds. Furthermore, oleyl oleate is employed in studies investigating the self-assembly and phase behavior of lipid mixtures. Its role in modulating surface properties and interactions with other lipids is crucial for understanding the structural organization of biological membranes and the functional implications of lipid-lipid interactions. Overall, oleyl oleate is a valuable tool in lipid research, advancing our knowledge of lipid chemistry, enzyme activity, and the development of lipid-based technologies.


Oleyl oleate (CAS 3687-45-4) References

  1. Thermodynamics and kinetics of lipase catalysed hydrolysis of oleyl oleate.  |  Rostrup-Nielsen, T., et al. 1990. J Chem Technol Biotechnol. 48: 467-82. PMID: 1366700
  2. Neutral lipid biosynthesis in engineered Escherichia coli: jojoba oil-like wax esters and fatty acid butyl esters.  |  Kalscheuer, R., et al. 2006. Appl Environ Microbiol. 72: 1373-9. PMID: 16461689
  3. Biocatalytic processes for the production of fatty acid esters.  |  Aracil, J., et al. 2006. J Biotechnol. 124: 213-23. PMID: 16488044
  4. Production of wax esters in plant seed oils by oleosomal cotargeting of biosynthetic enzymes.  |  Heilmann, M., et al. 2012. J Lipid Res. 53: 2153-2161. PMID: 22878160
  5. Phase behaviour and formation of fatty acid esters nanoemulsions containing piroxicam.  |  Mat Hadzir, N., et al. 2013. AAPS PharmSciTech. 14: 456-63. PMID: 23386307
  6. Synthesis of oleyl oleate wax esters in Arabidopsis thaliana and Camelina sativa seed oil.  |  Iven, T., et al. 2016. Plant Biotechnol J. 14: 252-9. PMID: 25912558
  7. Enhanced esterification activity through interfacial activation and cross-linked immobilization mechanism of Rhizopus oryzae lipase in a nonaqueous medium.  |  Kartal, F. 2016. Biotechnol Prog. 32: 899-904. PMID: 27111483
  8. High-level accumulation of oleyl oleate in plant seed oil by abundant supply of oleic acid substrates to efficient wax ester synthesis enzymes.  |  Yu, D., et al. 2018. Biotechnol Biofuels. 11: 53. PMID: 29507605
  9. Oleyl Oleate and Homologous Wax Esters Synthesized Coordinately from Oleic Acid by Acinetobacter and Coryneform Strains.  |  Kaneshiro, T., et al. 1996. Curr Microbiol. 32: 336-42. PMID: 8661674
  10. Oleyl oleate synthesis by immobilized lipase from Candida sp.1619.  |  Zhang, J. and Xu, J. 1995. Chin J Biotechnol. 11: 243-51. PMID: 8739102

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Oleyl oleate, 500 mg

sc-215629
500 mg
$184.00