Skip to Content
Merck
All Photos(2)

Key Documents

O1257

Sigma-Aldrich

Oleic Acid-Water Soluble

powder, BioReagent, suitable for cell culture

Synonym(s):

Oleic Acid–Cyclodextrin Complex

Sign Into View Organizational & Contract Pricing


About This Item

MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.75

biological source

synthetic (organic)

Quality Level

product line

BioReagent

form

powder

composition

Oleic acid, ~30 mg/g (balance methyl-β-cyclodextrin)

technique(s)

cell culture | mammalian: suitable

solubility

H2O: 50 mg/mL, clear to slightly hazy

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

Application

Oleic Acid-Water Soluble has been used:
  • to prepare the FFAs (free fatty acids) mixture for cell treatment
  • to investigate its effect on the solute carrier family 2 member 4 (SLC2A4)/GLUT4 expression in L6 muscle cells and as potential transcriptional regulators
  • in the preparation of fatting media for the induction of in vitro steatosis in primary human hepatocytes

Other Notes

Methyl-β-cylodextran binding improves the solubility and delivery of Oleic acid in culture media.

related product

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Oleic and linoleic fatty acids downregulate Slc2a4/GLUT4 expression via NFKB and SREBP1 in skeletal muscle cells
Poletto A C, et al.
Molecular and Cellular Endocrinology, 401(12), 65-72 (2015)
A20 attenuates FFAs-induced lipid accumulation in nonalcoholic steatohepatitis
Ai L, et al.
International Journal of Biological Sciences, 11(12), 1436-1436 (2015)
Takashi Okumura et al.
Oncotarget, 8(11), 18280-18295 (2017-04-15)
Pancreatic cancer progression involves components of the tumor microenvironment, including stellate cells, immune cells, endothelial cells, and the extracellular matrix. Although peripancreatic fat is the main stromal component involved in extra-pancreatic invasion, its roles in local invasion and metastasis of
An effective protocol for pharmacological defatting of primary human hepatocytes which is non-toxic to cholangiocytes or intrahepatic endothelial cells
Boteon YL, et al.
PLoS ONE, 13(7), e0201419-e0201419 (2018)
Katerina Brychtova et al.
Bioorganic & medicinal chemistry, 18(24), 8556-8565 (2010-11-09)
Skin penetration enhancers are used in the formulation of transdermal delivery systems for drugs that are otherwise not sufficiently skin-permeable. We generated two series of esters by multi-step synthesis with substituted 6-aminohexanoic acid as potential transdermal penetration enhancers by multi-step

Articles

Fatty acids of the n-3, n-6 and n-9 families are important supplements for cell culture systems. They are important in cell culture systems used to biomanufacture heterologous proteins, such as monoclonal antibodies.

How the unsaturated fatty acid, oleic acid and other cell culture components affect the performance of serum-free, protein-free cell culture systems used for biomanufacturing heterologous proteins including monoclonal antibodies.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service