L1012

Linoleic acid

liquid, BioReagent, suitable for cell culture

• Synonym(s): cis-9,cis-12-Octadecadienoic acid
• Linear Formula: CH₃(CH₂)₄CH=CHCH₂CH=CH(CH₂)₇CO₂H
• CAS Number: 60-33-3
• Molecular Weight: 280.45
• Beilstein/REAXYS Number: 1727101
• EC Number: 200-470-9
• MDL number: MFCD00064241
• UNSPSC Code: 12352211
• eCl@ss: 32190102
• PubChem Substance ID: 24896270
• NACRES: NA.75

Properties

• biological source: plant (Safflower oil)
• product line: BioReagent
• assay: ≥99%
• form: liquid
• technique(s): cell culture | mammalian: suitable
• refractive index: n20/D 1.466 (lit.)
• bp: 229-230 °C/16 mmHg (lit.)
• mp: −5 °C (lit.)
• solubility: NaOH: 1 M; ethanol: soluble
• density: 0.902 g/mL at 25 °C (lit.)
• storage temp.: −20°C
• SMILES string: OC(CCCCCCC/C=C\C/C=C\CCCCC)=O
• InChI: 1S/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-7,9-10H,2-5,8,11-17H2,1H3,(H,19,20)/b7-6-,10-9-
• InChI key: OYHQOLUKZRVURQ-HZJYTTRNSA-N
• Gene Information: human ... SOAT1(6646) , SOAT2(8435)

Description

General description

Linoleic acid (LA) is the precursor for the synthesis of arachidonic prostaglandins and other eicosanoids. LA is present in vegetable oils and meat.

Application

Fatty acid that is typically bound to a carrier molecule such as BSA or cyclodextrin for use in cell culture.

Linoleic acid has been used as a component of S12 medium for cardiomyocytes differentiation, minimum essential medium α for spermatogonial stem cell culture and for endothelial differentiation of mouse adipose-derived stem cells (mASC).

Biochem/physiol Actions

Linoleic acid (LA) may improve wound healing in diabetic rat. The levels of LA in adipose tissue and platelets are correlated with coronary artery disease. It may induce tumor and apoptosis in colorectal cancer cells. Studies also support their protective effects in lymphocytes. Linoleic acid is typically bound to a carrier molecule such as bovine serum albumin (BSA) or cyclodextrin for use in cell culture.

Linoleic acid increases cell proliferation and gene expression of PPARα and its target genes such as acyl-CoA oxidase in primary duck hepatocytes .

Packaging

Sealed ampule.

Safety Information

• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)