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Merck

O1257

Oleic Acid-Water Soluble

powder, BioReagent, suitable for cell culture

Synonym(s):

Oleic Acid–Cyclodextrin Complex

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About This Item

NACRES:
NA.75
PubChem Substance ID:
24897936
UNSPSC Code:
12352211
MDL number:
MFCD00064242

Key Documents

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Product Name

Oleic Acid-Water Soluble, powder, BioReagent, suitable for cell culture

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-

SMILES string

CCCCCCCC\C=C/CCCCCCCC(O)=O

InChI key

ZQPPMHVWECSIRJ-KTKRTIGZSA-N

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

Quality Level

200

Gene Information

human ... SOAT1(6646), SOAT2(8435)

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.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SLCJ7885
SLCB6590
SLBW5324
SLBS4995
SLBQ5043V

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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
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