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Key Documents

O3880

Sigma-Aldrich

Sodium oleate

≥95% (capillary GC)

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:
4046357
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

CN¥706.44


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biological source

Olea europaea

Assay

≥95% (capillary GC)

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

InChI

1S/C18H34O2.Na/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);/q;+1/p-1/b10-9-;

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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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Arno van der Weijden et al.
Nature communications, 11(1), 4800-4800 (2020-09-25)
Out-of-equilibrium molecular systems hold great promise as dynamic, reconfigurable matter that executes complex tasks autonomously. However, translating molecular scale dynamics into spatiotemporally controlled phenomena emerging at mesoscopic scale remains a challenge-especially if one aims at a design where the system
Zhengtao Liu et al.
American journal of translational research, 8(3), 1319-1338 (2016-05-18)
Epidemiological survey identified that the variant patatin-like phospholipase domain-containing protein 3 (PNPLA3) gene at I148M position exerts direct effect in promoting hepatocellular carcinoma (HCC) under extraneous oxidative stress by interaction with obesity. However, the mechanism is still unknown. HepG2 cells
Svetlana Beglinger et al.
The Journal of clinical endocrinology and metabolism, 95(2), 879-886 (2009-10-20)
Glucagon-like peptide-1 (GLP-1) is produced by specialized cells in the gut and secreted in response to carbohydrates and lipids. The mechanisms regulating fat-stimulated GLP-1 release have, however, not been clarified in detail. We aimed to investigate the effect of intraduodenal
Stephanie Vernier et al.
Islets, 4(6), 379-392 (2012-12-19)
The aim of this study was to assess multifactorial β-cell responses to metabolic perturbations in primary rat and human islets. Treatment of dispersed rat islet cells with elevated glucose and free fatty acids (FFAs, oleate:palmitate = 1:1 v/v) resulted in
Yoshikazu Kameshima et al.
International journal of pharmaceutics, 381(1), 34-39 (2009-08-04)
Mg-Al-ascorbic acid (ASA)-layered double hydroxides (ASA-LDHs) with Mg/Al=3 were synthesized by ion-exchange, coprecipitation and reconstruction methods. Composites with sodium oleate (SOA)/ASA-LDH were prepared by an ion-exchange method using various concentrations of SOA solutions. The (003) basal spacing of the ASA-LDHs

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