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O1383

Sigma-Aldrich

Oleic acid

BioReagent, suitable for cell culture

Synonym(s):

cis-9-Octadecenoic acid, Elainic acid

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1 G
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5 G
¥19,725
25 G
¥71,400

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1 G
¥4,400
5 G
¥19,725
25 G
¥71,400

About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)7COOH
CAS Number:
Molecular Weight:
282.46
Beilstein:
1726542
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.75

¥4,400

List Price¥5,500Save 20%

In StockDetails


Request a Bulk Order

biological source

palm oil

Quality Level

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

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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 Code

10 - Combustible liquids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

O1383-1G:
O1383-BULK:
O1383-5G:
2515045:
O1383-25G:
O1383-VAR:


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Certificates of Analysis (COA)

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Beneficial effect of fish oil on human brain (2009)
Three-dimensional label-free imaging and quantification of lipid droplets in live hepatocytes
Kim K, et al.
Scientific Reports, 6(10), 36815-36815 (2016)
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 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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