Key Documents

View All Documentation

L1012

Linoleic acid

Name: Linoleic acid
Brand: SIGMA

liquid, BioReagent, suitable for cell culture

Synonym(s):

cis-9,cis-12-Octadecadienoic acid

Select a Size

Change View

About This Item

Linear Formula:

CH₃(CH₂)₄CH=CHCH₂CH=CH(CH₂)₇CO₂H

CAS Number:

60-33-3

Molecular Weight:

280.45

NACRES:

NA.75

PubChem Substance ID:

24896270

eCl@ss:

32190102

UNSPSC Code:

12352211

EC Number:

200-470-9

MDL number:

MFCD00064241

Beilstein/REAXYS Number:

1727101

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Properties

biological source

plant (Safflower oil)

Quality Level

200

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

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.

Packaging

Sealed ampule.

Still not finding the right product?

Explore all of our products under Linoleic acid

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Intramyocardial adipose-derived stem cell transplantation increases pericardial fat with recovery of myocardial function after acute myocardial infarction

Kim JH, et al.

PLoS ONE, 11(6), e0158067-e0158067 (2016)

Enhancement effects of BSA and linoleic acid on hybridoma cell growth and antibody production

Cytotechnology, 112(6), 51-56 (1994)

Differentiation and characterization of rhesus monkey atrial and ventricular cardiomyocytes from induced pluripotent stem cells

Zhang X, et al.

Stem Cell Research, 20(6), 21-29 (2017)

View All Related Papers