O1383

Oleic acid

suitable for cell culture, BioReagent

• Sinónimos: cis-9-Octadecenoic acid, Elainic acid
• Fórmula lineal: CH₃(CH₂)₇CH=CH(CH₂)₇COOH
• Número de CAS: 112-80-1
• Peso molecular: 282.46
• Beilstein: 1726542
• Número de EC: 204-007-1
• Número MDL: MFCD00064242
• ID de la sustancia en PubChem: 24897941
• NACRES: NA.75

Propiedades

• Nivel de calidad: 200
• origen biológico: palm oil
• presión de vapor: 1 mmHg ( 176 °C)
• línea de producto: BioReagent
• ensayo: ≥99% (GC)
• formulario: viscous liquid
• technique(s): cell culture | mammalian: suitable
• índice de refracción: n20/D 1.459 (lit.)
• bp: 194-195 °C/1.2 mmHg (lit.)
• mp: 13-14 °C (lit.)
• solubilidad: ethanol: soluble
• densidad: 0.89 g/mL at 25 °C (lit.); 0.89 g/mL at 25 °C (lit.)
• temp. de almacenamiento: −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: human ... SOAT1(6646) , SOAT2(8435)

Descripción

Descripción general

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.

Aplicación

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

Envase

1, 5, 25 g in ampule

Sealed ampule.

Acciones bioquímicas o fisiológicas

Uncouples oxidative phosphorylation. Inhibits 2,4-dinitrophenol−stimulated ATPase. Action reversed by adding serum albumin.

Activates protein kinase C in hepatocytes.

Precaución

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

Información de seguridad

• Código de clase de almacenamiento: 10 - Combustible liquids
• WGK: WGK 1
• Punto de inflamabilidad F: 159.8 °F - closed cup
• Punto de inflamabilidad C: 71 °C - closed cup
• Equipo de protección personal: Eyeshields, Gloves, type ABEK (EN14387) respirator filter