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Key Documents

O7501

Sigma-Aldrich

Sodium oleate

≥99%

Synonym(s):

cis-9-Octadecenoic acid sodium salt, Oleic acid sodium salt

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About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)7COONa
CAS Number:
Molecular Weight:
304.44
Beilstein/REAXYS Number:
4046357
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic (organic)

Quality Level

assay

≥99%

form

powder

mp

232-235 °C (lit.)

functional group

ester

lipid type

unsaturated FAs

shipped in

ambient

storage temp.

−20°C

SMILES string

[Na+].CCCCCCCC\C=C/CCCCCCCC([O-])=O

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Application

Oleic acid is used to investigate effects on apolipoprotein B synthesis, degradation and secretion in cultured cells.

Biochem/physiol Actions

Activates protein kinase C in hepatocytes.
Oleic acid increases hepatic secretion of apolipoprotein B100 in hepatocyte cell lines and in mice . Oleic acid inhibits apolipoprotein B100 secretion at higher physiologic doses .

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Yun-Li Wu et al.
Journal of virology, 90(4), 1729-1740 (2015-12-08)
Hepatitis B virus (HBV) has been implicated as a potential trigger of hepatic steatosis although molecular mechanisms involved in the pathogenesis of HBV-associated hepatic steatosis still remain elusive. Our prior work has revealed that the expression level of liver fatty
Craig van Rensburg et al.
PloS one, 14(6), e0217820-e0217820 (2019-06-07)
Drug resistant-tuberculosis is a growing burden on the South African health care budget. In response the National Department of Health implemented two important strategies in 2011; universal access to drug-sensitivity testing for rifampicin with Xpert MTB/RIF as the first-line diagnostic
Xuerui Yang et al.
Cell research, 19(4), 469-486 (2009-03-05)
The present study shows that double-stranded RNA-dependent protein kinase (PKR) regulates the protein expression level and phosphorylation of Bcl-2 and plays an anti-apoptotic role in human hepatocellular carcinoma cells (HepG2). In various types of cells, saturated free fatty acids (FFAs)
Tohru Saitoh et al.
Water research, 45(4), 1879-1889 (2011-01-05)
The removal of hydrophobic organic pollutants in water to surfactant-coated aluminum hydroxide [surfactant-Al(OH)(3)] was investigated. Anionic surfactants such as sodium dodecyl sulfate (SDS), sodium bis(2-ethylhexyl)sulfosuccinate (AOT), and sodium oleate were sorbed on positively charged aluminum hydroxide at pH 7 and
Branka Dejanović et al.
Chemistry and physics of lipids, 164(1), 83-88 (2010-11-16)
Dilute aqueous systems composed of sodium oleate micelles and sodium oleate/oleic acid vesicles were investigated as a function of pH by electron spin resonance spectroscopy with TEMPO-stearate TEMPO-stearamide as well as with a positively charged water soluble spin label, TEMPO-choline.

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