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L1012

Linoleic acid

Name: Linoleic acid
Brand: SIGMA

liquid, BioReagent, suitable for cell culture

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Synonym(s):

9-cis,12-cis-Linoleic acid, cis-9,cis-12-Octadecadienoic acid, Telfairic 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

eCl@ss:

32190102

PubChem Substance ID:

24896270

NACRES:

NA.75

biological source

plant (Safflower oil)

Quality Level

200

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)

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Related Categories

Supplements for Cell Culture

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.

related product

Product No.

Description

Pricing

L8384

Linoleic Acid-Albumin from bovine serum albumin, γ-irradiated, lyophilized powder, BioReagent, suitable for cell culture

L5900

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

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

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Chemical-defined and albumin-free generation of human atrial and ventricular myocytes from human pluripotent stem cells

Pei F, et al.

Stem Cell Research, 19(6), 94-103 (2017)

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)

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

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

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)

An overview of the effect of linoleic and conjugated-linoleic acids on the growth of several human tumor cell lines

Maggiora M, et al.

International Journal of Cancer. Journal International Du Cancer, 112(6), 909-919 (2004)

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