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Merck

62230

Ácido linoleico

analytical standard

Sinónimos:

Ácido cis-9,cis-12-octadecadienoico

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Fórmula lineal:
CH3(CH2)4CH=CHCH2CH=CH(CH2)7CO2H
Número CAS:
Peso molecular:
280.45
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
200-470-9
Beilstein/REAXYS Number:
1727101
MDL number:
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Nombre del producto

Ácido linoleico, analytical standard

InChI key

OYHQOLUKZRVURQ-HZJYTTRNSA-N

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-

SMILES string

OC(CCCCCCC/C=C\C/C=C\CCCCC)=O

grade

analytical standard

assay

≥98.0% (GC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

refractive index

n20/D 1.466 (lit.)
n20/D 1.470

bp

229-230 °C/16 mmHg (lit.)

mp

−5 °C (lit.)

density

0.902 g/mL at 25 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

format

neat

functional group

carboxylic acid

storage temp.

2-8°C

Quality Level

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General description

Linoleic acid is an octadecadienoic acid and has two double bonds at carbon 9 and 12. It is an essential polyunsaturated fatty acid (PUFA) abundantly found in plant oils.
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food. Find all available reference materials for compounds listed in 10/2011 here

Biochem/physiol Actions

El ácido linoleico aumenta la proliferación celular y la expresión génica del receptor activado por proliferadores peroxisómicos tipo alfa, PPARα, y sus genes de interés, como el de la acil-CoA oxidasa en hepatocitos primarios de pato .

Application

This analytical standard can also be used as follows:

  • Multi-residue analysis of oleic acid and other related fatty acids using a derivatization-free method based on gas chromatography-flame ionization detection (GC-FID)
  • Separation and quantification of palmitic, oleic, linoleic, and linolenic acids from 186 samples of sea buckthorn seed oil using near-infrared spectroscopy (NIR) in combination with four different combinations of multivariate calibration methods— partial least squares (PLS), PLS-uninformative variables elimination (UVE), PLS- competitive adaptive reweighted sampling (CARS), and multiple linear regression (MLR)-UVE
  • Separation and determination of fatty acids by gas chromatography (GC) and amino acids by ultra-fast liquid chromatography-ultraviolet (UFLC-UV) detection from goldband goatfish harvested during different seasons
  • Ultra-performance liquid chromatography-mass spectrometry (UHPLC) method-based separation, identification, and determination of eight saturated and unsaturated fatty acids in eight different commercial samples of olive oil without any prior sample treatment
  • Magnetic solid-phase extraction of free fatty acids from edible oil samples using monodisperse magnetic single-crystal ferrite (Fe3O4) nanoparticles for their determination by gas chromatography-flame ionization detection (GC-FID)

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Clase de almacenamiento

10 - Combustible liquids

wgk

WGK 1

flash_point_f

>235.4 °F - closed cup

flash_point_c

> 113 °C - closed cup

ppe

Eyeshields, Gloves


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Certificados de análisis (COA)

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Visite la Librería de documentos

Xiufen Zhang et al.
Frontiers in physiology, 13, 844148-844148 (2022-03-11)
In the present study, developmental changes of gluconeogenesis and glycolysis in an avian model were measured, and then the intervention effects of in ovo feeding (IOF) linoleic acid (LA) on hepatic glucose metabolism were evaluated. In Experiment 1, thirty fertilized
Sisi Zhang et al.
mAbs, 15(1), 2232486-2232486 (2023-07-07)
Polysorbates (PSs) are a class of surfactants commonly used in the formulation of protein therapeutic agents to provide protection against denaturation and aggregation. When the PS in these drug formulations degrades, loss of stabilization of the protein therapeutic and formulation
Antonius H M Terpstra
The American journal of clinical nutrition, 79(3), 352-361 (2004-02-27)
Studies in mice have indicated that feeding diets containing 0.5-1% conjugated linoleic acid (CLA) considerably reduces body fat. These findings have attracted much interest because of the potential use of CLA as a tool to promote weight loss in humans.
F Valianpour et al.
Journal of lipid research, 44(3), 560-566 (2003-02-04)
The object of this study was to investigate whether the levels of cardiolipin in cultured skin fibroblasts of patients with Barth syndrome (BTHS) can be restored by addition of linoleic acid to growth media. To this end, fibroblasts from controls
Robert A Gibson et al.
Maternal & child nutrition, 7 Suppl 2, 17-26 (2011-03-05)
Over the past two decades, there has been a marked shift in the fatty acid composition of the diets of industrialized nations towards increased intake of the n-6 fatty acid linoleic acid (LA, 18:2n-6), largely as a result of the

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