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: 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: ≥98%
• 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.[1] LA is present in vegetable oils and meat.[2]

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,[3] minimum essential medium α for spermatogonial stem cell culture[4] and for endothelial differentiation of mouse adipose-derived stem cells (mASC).[5]

Biochem/physiol Actions

Linoleic acid (LA) may improve wound healing in diabetic rat.[1] The levels of LA in adipose tissue and platelets are correlated with coronary artery disease.[6] It may induce tumor and apoptosis in colorectal cancer cells. Studies also support their protective effects in lymphocytes.[2] Linoleic acid is typically bound to a carrier molecule such as bovine serum albumin (BSA)[7] or cyclodextrin[8] 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 [9].

Packaging

Sealed ampule.

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves