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
• Numéro 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
• Pression de vapeur: 1 mmHg ( 176 °C)
• Gamme de produits: BioReagent
• Pureté: ≥99% (GC)
• Forme: viscous liquid
• Technique(s): cell culture | mammalian: suitable
• Indice de réfraction: n20/D 1.459 (lit.)
• Point d'ébullition: 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. 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.

Application

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

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