Merck
All Photos(2)

O1383

Sigma-Aldrich

Oleic acid

suitable for cell culture, BioReagent

Synonym(s):
cis-9-Octadecenoic acid, Elainic acid
Linear Formula:
CH3(CH2)7CH=CH(CH2)7COOH
CAS Number:
Molecular Weight:
282.46
Beilstein:
1726542
Número EC:
Número MDL:
ID de substância PubChem:
NACRES:
NA.75

fonte biológica

palm oil

Nível de qualidade

200

pressão de vapor

1 mmHg ( 176 °C)

linha de produto

BioReagent

teor

≥99% (GC)

forma

viscous liquid

technique(s)

cell culture | mammalian: suitable

índice de refração

n20/D 1.459 (lit.)

pb

194-195 °C/1.2 mmHg (lit.)

pf

13-14 °C (lit.)

solubilidade

ethanol: soluble

densidade

0.89 g/mL at 25 °C (lit.)
0.89 g/mL at 25 °C (lit.)

temperatura de armazenamento

−20°C

SMILES string

CCCCCCCC\C=C/CCCCCCCC(O)=O

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-KTKRTIGZSA-N

Gene Information

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Descrição geral

Oleic acid is a mono-unsaturated omega-9 fatty acid created by dehydrogenation of stearic acid. It is then further dehydrogenated and elongated to create members of the n-9 family of fatty acids. Oleic acid is not an essential fatty acid (EFA); however, providing it to cells in culture reduces energy demand.
Oleic acid mediates complete oxidation of fatty acid in sirtuin1- proliferator-activated receptor γ coactivator−1α (SIRT1-PGC-1α) signalling pathway. Oleic acid shows anti-inflammatory properties related to atherosclerosis and insulin resistant state. Oleic acid inhibits permeability in gap junctions and promotes glucose uptake in astrocytes. Oleic acid aids in neural cell proliferation by increasing glucose uptake and by protein kinase C (PKC) activation. Oleic acid is essential for axonal growth and neuronal clustering.

Aplicação

Oleic acid has been used:
  • in fatty acid oxidation rate experiments in myotubes and in Sirt1 enzyme assay
  • to determine quantitatively its effect on lipid droplets by optical diffraction tomography
  • as a fatty acid source in the medium for primary hepatocyte culture

Embalagem

1, 5, 25 g in ampule
Sealed ampule.

Ações bioquímicas/fisiológicas

Activates protein kinase C in hepatocytes.
Uncouples oxidative phosphorylation. Inhibits 2,4-dinitrophenol−stimulated ATPase. Action reversed by adding serum albumin.

Atenção

Unsaturated fatty acids are subject to oxidation and peroxidation. Consider complexed fatty acid supplements.

Código de classe de armazenamento

10 - Combustible liquids

WGK

WGK 1

Ponto de fulgor (ºF)

159.8 °F - closed cup

Ponto de fulgor (ºC)

71 °C - closed cup

Equipamento de proteção individual

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificate of Analysis

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Certificate of Origin

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