4954
Oleic Acid
Synonym(s):
Oleic Acid, cis-9-Octadecenoic Acid, 18:1
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About This Item
Empirical Formula (Hill Notation):
C18H34O2
CAS Number:
Molecular Weight:
282.46
MDL number:
UNSPSC Code:
12352211
NACRES:
NA.77
Recommended Products
Assay
≥99% (GC)
Quality Level
form
liquid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze
color
colorless
solubility
chloroform: 10 mg/mL
ethanol: 5 mg/mL
density
0.89 g/mL
shipped in
ambient
storage temp.
2-8°C
InChI
1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H,19,20)/b10-9+
InChI key
ZQPPMHVWECSIRJ-MDZDMXLPSA-N
General description
A cis-unsaturated fatty acid that has been shown to activate protein kinase C in hepatocytes. Potentiates acetylcholine receptor currents by activating CaM kinase II, independent of the PKC pathway.
Unsaturated fatty acid that has been shown to activate protein kinase C in hepatocytes. Density: 0.89 g/ml.
Biochem/physiol Actions
Cell permeable: no
Product does not compete with ATP.
Reversible: no
Packaging
Packaged under inert gas
Warning
Toxicity: Standard Handling (A)
Other Notes
Nishizaki, T., et al. 1997. NeuroReport 8, 597.
Bessesen, D.H., et al. 1993. J. Lipid Res.34, 229.
Felden, F., et al. 1993. Biochem. Biophys. Res. Commun.190, 602.
Williams, L.L., et al. 1993. Proc. Soc. Exp. Biol. Med.202, 239.
Diaz-Guerra, M.J. 1991. J. Biol. Chem.266, 23568.
Bessesen, D.H., et al. 1993. J. Lipid Res.34, 229.
Felden, F., et al. 1993. Biochem. Biophys. Res. Commun.190, 602.
Williams, L.L., et al. 1993. Proc. Soc. Exp. Biol. Med.202, 239.
Diaz-Guerra, M.J. 1991. J. Biol. Chem.266, 23568.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Storage Class Code
10 - Combustible liquids
WGK
WGK 1
Certificates of Analysis (COA)
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F Felden et al.
Biochemical and biophysical research communications, 190(2), 602-608 (1993-01-29)
The free fatty acid (FFA) concentration in the epididymal cytosol of the adult rat was found to be 20-fold higher than in the serum. The binding of [3H] dihydrotestosterone to epididymal rat androgen binding protein (rABP) was modified by physiological
M J Díaz-Guerra et al.
The Journal of biological chemistry, 266(35), 23568-23576 (1991-12-15)
The effect of oleate on the subcellular distribution of protein kinase C (PKC) was studied in isolated hepatocytes and in perfused rat liver in the presence of physiological concentrations of serum albumin. A time- and dose-dependent translocation of PKC from
L L Williams et al.
Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.), 202(2), 239-245 (1993-02-01)
The polyunsaturated omega-6 fatty acid, arachidonic acid ([AA] 20:4n-6), is both the key of the immunoregulatory substances, prostaglandins, and leukotrienes, and an essential component of immune cell membrane phospholipids, providing stability and flexibility to ensure cellular function. To explore possible
T Nishizaki et al.
Neuroreport, 8(3), 597-601 (1997-02-10)
Oleic acid, a cis-unsaturated free fatty acid, is proposed to be involved in the protein kinase C (PKC) activation pathway. Its biological actions, however, have not been well-characterized. We examined the effects of oleic acid on acetylcholine (ACh)-gated channel currents
D H Bessesen et al.
Journal of lipid research, 34(2), 229-238 (1993-02-01)
Lipoprotein lipase (LPL) is important for the delivery of triglyceride fatty acids (TGFA) to a variety of tissues. We have used measurements of heparin-releasable LPL activity, immunohistochemistry, in situ hybridization, and Northern analysis to more fully characterize the location of
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