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Merck
CN

4954

Oleic Acid

别名:

Oleic Acid, cis-9-Octadecenoic Acid, 18:1

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关于此项目

经验公式(希尔记法):
C18H34O2
化学文摘社编号:
分子量:
282.46
UNSPSC Code:
12352211
NACRES:
NA.77
MDL number:
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SMILES string

OC(=O)CCCCCCC\C=C\CCCCCCCC

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

assay

≥99% (GC)

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

Quality Level

Biochem/physiol Actions

Cell permeable: no
Product does not compete with ATP.
Reversible: no

Disclaimer

Toxicity: Standard Handling (A)

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.

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.

Packaging

Packaged under inert gas

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

存储类别

10 - Combustible liquids

wgk

WGK 1


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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
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
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
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

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