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Merck

L2376

Sigma-Aldrich

Linolenic acid

≥99%

Sinónimos:

α-Lnn, cis,cis,cis-9,12,15-Octadecatrienoic acid

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About This Item

Fórmula lineal:
CH3(CH2CH=CH)3(CH2)7CO2H
Número de CAS:
Peso molecular:
278.43
Beilstein/REAXYS Number:
1727693
EC Number:
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥99%

refractive index

n20/D 1.480 (lit.)

bp

230-232 °C/1 mmHg (lit.)

mp

-11 °C (lit.)

density

0.914 g/mL at 25 °C (lit.)

lipid type

omega FAs

storage temp.

−20°C

SMILES string

CC/C=C\C/C=C\C/C=C\CCCCCCCC(O)=O

InChI

1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-

InChI key

DTOSIQBPPRVQHS-PDBXOOCHSA-N

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General description

Linolenic acid is an essential fatty acid, which is not produced in the body. Plants and fishes are rich sources of linolenic acid.

Application

Linolenic acid has been used:
  • to assess the total antioxidative activity of serum and bacteria
  • in palleroni chamber assay
  • to prepare free fatty acid mixture

Biochem/physiol Actions

Linolenic acid is involved in the formation of highly unsaturated fatty acid. It is essential for the development of skin, blood and neural cells. Linolenic acid is also associated with the organization of lipid membranes of neural synapses, pigment epithelial cells of retina and myocardial cells. It plays an important role in brain development and prostaglandin synthesis. Deficiency of essential fatty acid is related to skin disorders and growth retardation.
An ω-3 fatty acid that serves as a precursor to eicosapentaenoic acid (EPA) but not docosahexaenoic acid. Conversion is greater in women than men, and conversely, β-oxidation metabolism is greater in men than women.

Packaging

Sealed ampule

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Rennie & Roberton's Textbook of Neonatology E-Book, 285-285 (2012)
Sabiston Textbook of Surgery E-Book, 144-144 (2012)
Culture of rodent spermatogonial stem cells, male germline stem cells of the postnatal animal
Kubota Hiroshi and Brinster Ralph L
Methods in Cell Biology, 86, 59-84 (2008)
Bacterial chemoattraction towards jasmonate plays a role in the entry of Dickeya dadantii through wounded tissues
Antunez-Lamas M, et al.
Molecular Microbiology, 74(3), 662-671 (2009)
Two antioxidative lactobacilli strains as promising probiotics
Kullisaar T, et al.
International Journal of Food Microbiology, 72(3), 215-224 (2002)

Artículos

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

Lipid Induced Insulin Resistance

Discover Bioactive Small Molecules for Lipid Signaling Research

Discover Bioactive Small Molecules for Lipid Signaling Research

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