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Merck
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Documenti fondamentali

O1383

Sigma-Aldrich

Acido oleico

BioReagent, suitable for cell culture

Sinonimo/i:

Acido cis-9-ottadecenoico, Acido elainico

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About This Item

Formula condensata:
CH3(CH2)7CH=CH(CH2)7COOH
Numero CAS:
Peso molecolare:
282.46
Beilstein:
1726542
Numero CE:
Numero MDL:
Codice UNSPSC:
12352211
ID PubChem:
NACRES:
NA.75

Origine biologica

palm oil

Livello qualitativo

Tensione di vapore

1 mmHg ( 176 °C)

Nome Commerciale

BioReagent

Saggio

≥99% (GC)

Forma fisica

viscous liquid

tecniche

cell culture | mammalian: suitable

Indice di rifrazione

n20/D 1.459 (lit.)

P. eboll.

194-195 °C/1.2 mmHg (lit.)

Punto di fusione

13-14 °C (lit.)

Solubilità

ethanol: soluble

Densità

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

Temperatura di conservazione

−20°C

Stringa SMILE

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-
ZQPPMHVWECSIRJ-KTKRTIGZSA-N

Informazioni sul gene

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Descrizione generale

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.

Applicazioni

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

Confezionamento

Sealed ampule.

Avvertenza

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

Codice della classe di stoccaggio

10 - Combustible liquids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Dispositivi di protezione individuale

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


Certificati d'analisi (COA)

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The role of proliferator-activated receptor gamma coactivator-1alpha in the fatty-acid-dependent transcriptional control of interleukin-10 in hepatic cells of rodents
Morari J, et al.
Metabolism, Clinical and Experimental, 59(2), 215-223 (2010)
Oleic acid stimulates complete oxidation of fatty acids through protein kinase A-dependent activation of SIRT1-PGC1alpha complex
Lim JH, et al.
The Journal of Biological Chemistry, 288(10), 7117-7126 (2013)
Veijo T Salo et al.
Developmental cell, 50(4), 478-493 (2019-06-11)
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