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L1012

Linoleic acid

Name: Linoleic acid
Brand: SIGMA

liquid, BioReagent, suitable for cell culture

Synonym(s):

cis-9,cis-12-Octadecadienoic acid

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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

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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

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).

Fatty acid that is typically bound to a carrier molecule such as 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 .

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.

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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)

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Protocols

Primary Human Spheroid-Qualified Plateable Hepatocyte Culture Protocol

Discover our protocol for thawing, plating, and forming hepatocyte spheroids from human spheroid-qualified plateable hepatocytes. Find the formulation for hepatocyte spheroid maintenance media.

Primary Human Hepatocytes Culture Protocol

Discover our primary human hepatocytes and plating and maintenance media formulations. Explore our protocol for plateable primary hepatocyte cell culture.

Articles

脂质诱导的胰岛素耐受性

脂肪组织中的胰岛素耐受性减少了循环游离脂肪酸的摄入，并增加了脂肪酶对储存甘油三酯的水解。了解与胰岛素耐受性相关的激素、细胞因子和脂肪因子。

Lipid-induced Insulin Resistance

Lipid Induced Insulin Resistance

Global Trade Item Number

SKU	GTIN
L1012-5G	04061833949160
L1012-100MG	04061833949146
L1012-1G	04061833949153