O1383

Acide oléique

BioReagent, suitable for cell culture

• Synonyme(s) : Acide cis-9-octadécènoïque, Acide élaïnique
• Formule linéaire : CH₃(CH₂)₇CH=CH(CH₂)₇COOH
• Numéro CAS: 112-80-1
• Poids moléculaire : 282.46
• Beilstein: 1726542
• Numéro CE : 204-007-1
• Numéro MDL: MFCD00064242
• Code UNSPSC : 12352211
• ID de substance PubChem : 24897941
• Nomenclature NACRES : NA.75

Propriétés

• Source biologique: palm oil
• Niveau de qualité: 200
• Pression de vapeur: 1 mmHg ( 176 °C)
• Gamme de produits: BioReagent
• Essai: ≥99% (GC)
• Forme: viscous liquid
• Technique(s): cell culture | mammalian: suitable
• Indice de réfraction: n20/D 1.459 (lit.)
• pb: 194-195 °C/1.2 mmHg (lit.)
• Pf: 13-14 °C (lit.)
• Solubilité: ethanol: soluble
• Densité: 0.89 g/mL at 25 °C (lit.); 0.89 g/mL at 25 °C (lit.)
• Température de stockage: −20°C
• Chaîne SMILES: 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-
• Clé InChI: ZQPPMHVWECSIRJ-KTKRTIGZSA-N
• Informations sur le gène: human ... SOAT1(6646) , SOAT2(8435)

Description

Description générale

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.[1] 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.[2]

Application

Oleic acid has been used:

• in fatty acid oxidation rate experiments in myotubes and in Sirt1 enzyme assay[1]
• to determine quantitatively its effect on lipid droplets by optical diffraction tomography[3]
• as a fatty acid source in the medium for primary hepatocyte culture[4]

Conditionnement

Sealed ampule.

Attention

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

Informations sur la sécurité

• Code de la classe de stockage: 10 - Combustible liquids
• Classe de danger pour l'eau (WGK): WGK 1
• Équipement de protection individuelle: Eyeshields, Gloves, type ABEK (EN14387) respirator filter