Linoleic acid
SIGMA/L1012 - liquid, BioReagent, suitable for cell culture
Synonym: cis-9,cis-12-Octadecadienoic acid
CAS Number: 60-33-3
Empirical Formula (Hill Notation): C18H32O2
Molecular Weight: 280.45
EC Number: 200-470-9
MDL Number: MFCD00064241
Linear Formula: CH3(CH2)4CH=CHCH2CH=CH(CH2)7CO2H
Product Type: Chemical
Representative of vacuum-sealed clear ampule packaging. Non-uniform tips are an inherent feature in this sealing process.
| assay | ≥98% |
| biological source | plant (Safflower oil) |
| bp | 229-230 °C/16 mmHg (lit.) |
| density | 0.902 g/mL at 25 °C (lit.) |
| form | liquid |
| InChI | 1S/C18H32O2/c1-2-3-4-5-6- |
| InChI key | OYHQOLUKZRVURQ-HZJYTTRNSA |
| mp | −5 °C (lit.) |
| product line | BioReagent |
| Quality Level | 200  |
| refractive index | n |
| SMILES string | OC(CCCCCCC/C=CC/C=CCCCC |
| solubility | ethanol: soluble |
| NaOH: 1 M | |
| storage temp. | −20°C |
| technique(s) | cell culture | mammalian: suitable |
| Application: | Fatty acid that is typically bound to a carrier molecule such as BSA or cyclodextrin for use in cell culture. |
| Application: | 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. |
| Biochem/physiol Actions: | Linoleic acid increases cell proliferation and gene expression of PPARα and its target genes such as acyl-CoA oxidase in primary duck hepatocytes . |
| 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. |
| Packaging: | 1, 5 g in ampule |
| Packaging: | 100 mg in ampule |
| Packaging: | Sealed ampule. |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 1 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥98% |
| bp | 229-230 °C/16 mmHg (lit.) |
| mp | −5 °C (lit.) |
| Density | 0.902 g/mL at 25 °C (lit.) |
| Refractive Index | n |
| Storage Temp. | −20°C |
| UNSPSC | 12352211 |