L1012

Sigma-Aldrich

Linoleic acid

liquid, BioReagent, suitable for cell culture

Sinônimo(s):
Telfairic acid, 9-cis,12-cis-Linoleic acid, cis-9,cis-12-Octadecadienoic acid
Fórmula linear:
CH3(CH2)4CH=CHCH2CH=CH(CH2)7CO2H
Número CAS:
Peso molecular:
280.45
Beilstein/REAXYS Number:
1727101
Número EC:
Número MDL:
eCl@ss:
32190102
ID de substância PubChem:
NACRES:
NA.75

Nível de qualidade

200

fonte biológica

plant (Safflower oil)

linha de produto

BioReagent

teor

≥99%

forma

liquid

aplicação(ões)

cell culture | mammalian: suitable

índice de refração

n20/D 1.466 (lit.)

pb

229-230 °C/16 mmHg (lit.)

pf

−5 °C (lit.)

solubilidade

NaOH: 1 M
ethanol: soluble

densidade

0.902 g/mL at 25 °C (lit.)

temperatura de armazenamento

−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

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Descrição geral

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

Aplicação

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).

Embalagem

1, 5 g in ampule
100 mg in ampule
Sealed ampule.

Ações bioquímicas/fisiológicas

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 .

storage_class_code

12 - Non Combustible Liquids

WGK Alemanha

WGK 1

Ponto de fulgor (ºF)

Not applicable

Ponto de fulgor (ºC)

Not applicable

Equipamento de proteção individual

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

Certificado de análise

Certificado de origem

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)
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)
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)
Establishment of alternative culture method for spermatogonial stem cells using knockout serum replacement.
Aoshima K, et al.
PLoS ONE, 8(10), e77715-e77715 (2013)
Artigos
The potential for the prevention and treatment of cardiovascular disease through increased dietary intake of omega-3 (w-3) fish oils is not a recent scientific discovery.
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