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Merck

L1376

Sigma-Aldrich

Linoleic acid

≥99%

Synonim(y):

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

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About This Item

Wzór liniowy:
CH3(CH2)4CH=CHCH2CH=CH(CH2)7CO2H
Numer CAS:
Masa cząsteczkowa:
280.45
Beilstein:
1727101
Numer WE:
Numer MDL:
Kod UNSPSC:
12352211
Identyfikator substancji w PubChem:
NACRES:
NA.25

pochodzenie biologiczne

plant oil (safflower)

Poziom jakości

Próba

≥99%

Postać

liquid

kolor

colorless

współczynnik refrakcji

n20/D 1.466 (lit.)

tw

229-230 °C/16 mmHg (lit.)

mp

−5 °C (lit.)

gęstość

0.902 g/mL at 25 °C (lit.)

Zastosowanie

life science and biopharma

grupa funkcyjna

carboxylic acid

typ lipidu

omega FAs

Warunki transportu

ambient

temp. przechowywania

−20°C

ciąg SMILES

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-

Klucz InChI

OYHQOLUKZRVURQ-HZJYTTRNSA-N

informacje o genach

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Opis ogólny

Linoleic acid is considered an important dietary omega-6 fatty acid. It contributes to the structural components of cell membranes.

Zastosowanie

Linoleic acid has been used as a substrate to measure lipoxygenase activity. It has also been used to prepare linoleic acid hydroperoxide samples and study the prooxidant activity of citrate-stabilized CeO2.

Działania biochem./fizjol.

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 is an n-6 polyunsaturated essential fatty acid (PUFA) used as a precursor of arachidonic acid (AA) and various prostaglandins. Linoleic acid may be used to improve the delivery and efficacy of anticancer drugs and in cancer protection. Linoleic acid has a significant influence on the membrane function. This fatty acid serves as a precursor for the bioactive metabolites called eicosanoids, which regulate renal and pulmonary function, vascular tone, and inflammatory responses. Linoleic acid deficiency has been observed in infants with chronic fat malabsorption conditions. Insufficient levels of this fatty acid result in poor growth and development in infants, scaly dermatitis, and an impaired immune response. Linoleic acid maintains the skin’s moisture content, hence it is utilized in topical applications.

Inne uwagi

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Kod klasy składowania

10 - Combustible liquids

Klasa zagrożenia wodnego (WGK)

WGK 1

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves


Certyfikaty analizy (CoA)

Poszukaj Certyfikaty analizy (CoA), wpisując numer partii/serii produktów. Numery serii i partii można znaleźć na etykiecie produktu po słowach „seria” lub „partia”.

Masz już ten produkt?

Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Céline Robo et al.
Acta biomaterialia, 72, 362-370 (2018-03-22)
Poly(methyl methacrylate) (PMMA) is the most commonly used material for the treatment of osteoporosis-induced vertebral compression fractures. However, its high stiffness may introduce an increased risk of adjacent vertebral fractures post-surgery. One alternative in overcoming this concern is the use
Allison Dilzer et al.
Critical reviews in food science and nutrition, 52(6), 488-513 (2012-03-29)
Conjugated linoleic acid (CLA) has drawn significant attention in the last two decades for its variety of biologically beneficial effects. CLA reduces body fat, cardiovascular diseases and cancer, and modulates immune and inflammatory responses as well as improves bone mass.
Philong Ta et al.
Journal of bacteriology, 193(8), 1981-1990 (2011-02-22)
The mshA::Tn5 mutant of Mycobacterium smegmatis does not produce mycothiol (MSH) and was found to markedly overproduce both ergothioneine and an ~15-kDa protein determined to be organic hydroperoxide resistance protein (Ohr). An mshA(G32D) mutant lacking MSH overproduced ergothioneine but not
Laurent L'homme et al.
Journal of lipid research, 54(11), 2998-3008 (2013-09-06)
The NLRP3 inflammasome is involved in many obesity-associated diseases, such as type 2 diabetes, atherosclerosis, and gouty arthritis, through its ability to induce interleukin (IL)-1β release. The molecular link between obesity and inflammasome activation is still unclear, but free fatty
Yin Ning Chiang et al.
PLoS genetics, 12(6), e1006126-e1006126 (2016-06-23)
Many of the lipids found on the cuticles of insects function as pheromones and communicate information about age, sex, and reproductive status. In Drosophila, the composition of the information-rich lipid profile is dynamic and changes over the lifetime of an

Produkty

Importance and uses of linoleic acid in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures

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.

Protokoły

HPLC Analysis of Free Fatty Acids on SUPELCOSIL™ LC-8

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