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O1257

Sigma-Aldrich

Oleic Acid-Water Soluble

powder, BioReagent, suitable for cell culture

Synonym(s):

Oleic Acid–Cyclodextrin Complex

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About This Item

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

biological source

synthetic (organic)

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’.

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A20 attenuates FFAs-induced lipid accumulation in nonalcoholic steatohepatitis
Ai L, et al.
International Journal of Biological Sciences, 11(12), 1436-1436 (2015)
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)
Shuo Li et al.
International journal of biological sciences, 17(15), 4165-4175 (2021-11-23)
Background: Inflammation and apoptosis play a crucial role in the progression of nonalcoholic steatohepatitis (NASH). Suppressor of cytokine signaling 2 (SOCS2) is one of classic negative regulators of cytokine signaling, which has recently been described as anti-inflammatory mediators. However, the
Pu Sun et al.
Journal for immunotherapy of cancer, 9(8) (2021-08-11)
The phosphatidylinositol 3-kinase (PI3K) is frequently hyperactivated in cancer and plays important roles in both malignant and immune cells. The effect of PI3Kα inhibitors on the tumor microenvironment (TME) remains largely unknown. Here, we investigated the modulation of the TME
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)

Articles

Supplement cell culture systems with fatty acids for biomanufacturing heterologous proteins like monoclonal antibodies.

Supplement cell culture systems with fatty acids for biomanufacturing heterologous proteins like monoclonal antibodies.

Supplement cell culture systems with fatty acids for biomanufacturing heterologous proteins like monoclonal antibodies.

Supplement cell culture systems with fatty acids for biomanufacturing heterologous proteins like monoclonal antibodies.

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