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O1383

Sigma-Aldrich

Ácido oleico

BioReagent, suitable for cell culture

Sinónimos:

Ácido cis-9-octadecenoico, Ácido elaínico

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About This Item

Fórmula lineal:
CH3(CH2)7CH=CH(CH2)7COOH
Número de CAS:
112-80-1
Peso molecular:
282.46
Beilstein/REAXYS Number:
1726542
EC Number:
204-007-1
MDL number:
MFCD00064242
UNSPSC Code:
12352211
PubChem Substance ID:
24897941
NACRES:
NA.75
En este momento no podemos mostrarle ni los precios ni la disponibilidad

biological source

palm oil

Quality Level

200

vapor pressure

1 mmHg ( 176 °C)

product line

BioReagent

assay

≥99% (GC)

form

viscous liquid

technique(s)

cell culture | mammalian: suitable

refractive index

n20/D 1.459 (lit.)

bp

194-195 °C/1.2 mmHg (lit.)

mp

13-14 °C (lit.)

solubility

ethanol: soluble

density

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

storage temp.

−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)

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General description

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]

Packaging

Sealed ampule.

Caution

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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
0000402713
0000387135
0000387134
0000370816
0000370815

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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)
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)
Marta Estrader et al.
Nanoscale, 7(7), 3002-3015 (2015-01-21)
The intimate relationship between stoichiometry and physicochemical properties in transition-metal oxides makes them appealing as tunable materials. These features become exacerbated when dealing with nanostructures. However, due to the complexity of nanoscale materials, establishing a distinct relationship between structure-morphology and
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Questions

1–3 of 3 Questions  

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

    1 answer

    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%).

      Helpful?

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

    1 answer

    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%).

      Helpful?

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

    1 answer

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

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