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Linoleic acid

analytical standard

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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:
Molecular Weight:
280.45
Beilstein:
1727101
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

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

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

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This Item
L1376L1012W800075
Linoleic acid analytical standard

Supelco

62230

Linoleic acid

Linoleic acid ≥99%

Sigma-Aldrich

L1376

Linoleic acid

Linoleic acid liquid, BioReagent, suitable for cell culture

Sigma-Aldrich

L1012

Linoleic acid

Linoleic acid natural (US), ≥95%, FG

Sigma-Aldrich

W800075

Linoleic acid

assay

≥98.0% (GC)

assay

≥99%

assay

≥99%

assay

≥95%

shelf life

limited shelf life, expiry date on the label

shelf life

-

shelf life

-

shelf life

-

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

technique(s)

-

technique(s)

cell culture | mammalian: suitable

technique(s)

-

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care

application(s)

-

application(s)

-

application(s)

flavors and fragrances

format

neat

format

-

format

-

format

-

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

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)

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 .

Other Notes

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

> 113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

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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
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
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.
Leanne Hodson et al.
The Journal of nutrition, 144(1), 33-41 (2013-11-15)
Erythrocytes, compared with plasma, are considered more robust markers of n-3 (ω-3) polyunsaturated fatty acid (PUFA) intake, because dietary-induced change in fatty acid (FA) composition takes longer to complete. The extent to which this applies to intakes of saturated fatty
P Monica Lind et al.
Environment international, 55, 1-8 (2013-03-05)
Environmental contaminants have previously been linked to components of the Metabolic Syndrome (MetS). However, exposure to environmental contaminants is in part determined by various lifestyle factors. Using an "Environmental Wide Association Study" (ELWAS) integrating environmental contaminants and lifestyle factors, we

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