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O1383

Sigma-Aldrich

Acide oléique

BioReagent, suitable for cell culture

Synonyme(s) :

Acide cis-9-octadécènoïque, Acide élaïnique

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About This Item

Formule linéaire :
CH3(CH2)7CH=CH(CH2)7COOH
Numéro CAS:
Poids moléculaire :
282.46
Beilstein:
1726542
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352211
ID de substance PubChem :
Nomenclature NACRES :
NA.75
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Source biologique

palm oil

Niveau de qualité

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

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Catégories apparentées

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.

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


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Certificats d'analyse (COA)

Lot/Batch Number

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Three-dimensional label-free imaging and quantification of lipid droplets in live hepatocytes
Kim K, et al.
Scientific Reports, 6(10), 36815-36815 (2016)
Beneficial effect of fish oil on human brain (2009)
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)
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)
Joyce Wang et al.
BMC genomics, 15, 415-415 (2014-06-03)
Mycobacterium avium subsp. paratuberculosis (MAP) is an obligate intracellular pathogen that infects many ruminant species. The acquisition of foreign genes via horizontal gene transfer has been postulated to contribute to its pathogenesis, as these genetic elements are absent from its

Articles

Lipid Induced Insulin Resistance

Questions

1–3 sur 3 questions  
  1. What is the concentration of this oleic acid and what solvent do I need to make dilution

    1 réponse
    1. This product is a neat or pure liquid and has not been diluted. This material has a density of 0.890 g/mL and a molecular weight of 282.46 g/mol. The minimum purity is 99%, thus the molarity will vary slightly from lot to lot. The molarity can range from 3.12 M (99%) to 3.15 M (100%).

      Utile ?

  2. What is the concentration of this product-O1383-25G?

    1 réponse
    1. The concentration of this product can be determined using the lot-specific purity reported in the Certificate of Analysis, as well as the density and compound molecular weight. This product has a density of 0.89 g/mL and a molecular weight of 282.46 g/mol. The minimum purity is 99%, thus the molarity will vary slightly from lot to lot. The molarity can range from 3.12 M (99%) to 3.15 M (100%).

      Utile ?

  3. Has product O1383-25g been received in a glass container or ampule?

    1 réponse
    1. Based on the packaging information, product O1383-25g has been received in a glass ampule.

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