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26125

Sigma-Aldrich

Sodium oleate

≥82% (fatty acids), powder

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:
143-19-1
Molecular Weight:
304.44
Beilstein:
4046357
EC Number:
205-591-0
MDL number:
MFCD00004438
UNSPSC Code:
12352211
PubChem Substance ID:
57648161
NACRES:
NA.25

Quality Level

100

Assay

≥82% (fatty acids)

form

powder

impurities

≤0.5% free alkali (as NaOH)

mp

232-235 °C (lit.)

anion traces

chloride (Cl-): ≤2000 mg/kg

functional group

ester

lipid type

unsaturated FAs

storage temp.

room temp

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-;

InChI key

BCKXLBQYZLBQEK-KVVVOXFISA-M

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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Anna Patrícya Florentino et al.
Frontiers in bioengineering and biotechnology, 8, 550253-550253 (2020-11-17)
This research assessed the microbiological suitability of oleate degradation coupled to sulfidogenesis by enriching communities from anaerobic sludge treating dairy products with S0, SO 3 2 - , SO 4 2 - , and
Tsuguhito Ota et al.
The Journal of clinical investigation, 118(1), 316-332 (2007-12-07)
ER stress can cause hepatic insulin resistance and steatosis. Increased VLDL secretion could protect the liver from ER stress-induced steatosis, but the effect of lipid-induced ER stress on the secretion of VLDL is unknown. To determine the effect of lipids
Simone De Camillis et al.
Nanoscale, 12(39), 20347-20355 (2020-10-03)
Upconversion nanoparticles (UCNPs) exhibit unique optical properties such as photo-emission stability, large anti-Stokes shift, and long excited-state lifetimes, allowing significant advances in a broad range of applications from biomedical sensing to super-resolution microscopy. In recent years, progress on nanoparticle synthesis
Zhongyuan Chen et al.
Theranostics, 9(20), 5784-5796 (2019-09-20)
Background & Aims: The use of antisense oligonucleotide-based nanosystems for the detection and regulation of tumor-related gene expression is thought to be a promising approach for cancer diagnostics and therapies. Herein, we report that a cubic-shaped iron oxide nanoparticle (IONC)
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
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