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Merck

L8134

Linoleic acid sodium salt

≥97% (GC)

Synonym(s):

Sodium linolate, Sodium linoleate, cis-9,cis-12-Octadecadienoic acid sodium salt

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About This Item

Linear Formula:
C18H31O2Na
CAS Number:
822-17-3
Molecular Weight:
302.43
NACRES:
NA.25
PubChem Substance ID:
24896493
UNSPSC Code:
12352211
EC Number:
212-491-0
MDL number:
MFCD00063202

Key Documents

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form

powder

InChI key

WYPBVHPKMJYUEO-NBTZWHCOSA-M

InChI

1S/C18H32O2.Na/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);/q;+1/p-1/b7-6-,10-9-;

SMILES string

[Na+].CCCCC\C=C/C\C=C/CCCCCCCC([O-])=O

biological source

plant oil (safflower)

assay

≥97% (GC)

technique(s)

activity assay: suitable

color

white

mp

230 °C (446 °F)

solubility

methanol: 50 mg/mL, clear, yellow

application(s)

general analytical
life science and biopharma

functional group

carboxylic acid

lipid type

omega FAs

shipped in

ambient

storage temp.

−20°C

Quality Level

300

Related Categories

General description

Linoleic acid, an essential omega-6 polyunsaturated fatty acid (PUFA), serves as a precursor to arachidonic acid (AA), necessary for synthesizing prostaglandins and other eicosanoids. Being an essential fatty acid, linoleic acid must be acquired through diet as the body cannot produce it. Deficiencies in linoleic acid are linked to health issues such as impaired wound healing, growth retardation, and dermatitis. Arachidonate 15 Lipoxygenase (15-LO) metabolizes linoleic acid in both plants and animals, forming 9- and 13-hydroxyoctadecadienoic acid (HODE). This versatile molecule finds applications in biochemical, metabolomics, and lipidomics research, enabling investigations into various metabolic pathways and providing insights into lipid functions in living organisms.

Application

Linoleic acid sodium salt has been used:
  • in the β-carotene-linoleic acid assay
  • as a component in basal medium to treat peripheral blood mononuclear cells (PBMCs)
  • in Dulbecco′s modified Eagle′s medium (DMEM)/F-12 HEPES (4-(2-hydroxyethyl) piperazine-1-ethanesulfonic acid) to incubate human trophoblast-derived choriocarcinoma cells (BeWo) and study its effects on adherens junctions (AJ) marker level, cell layer permeability, and intracellular lipid accumulation

Biochem/physiol Actions

Linoleic acid, as a component of acylglycosyl ceramides, plays a physiological role in maintaining the water permeability barrier of the skin. The deficiency of linoleic acid may cause poor growth or development, scaly dermatitis, and an impaired immune response in infants. It is used in cosmetic and personal care products. Linoleic acid is mainly used as emollients or moisturizers for skin, nails, and hair.

Features and Benefits

  • High-quality molecule suitable for mulitple research applications
  • Commonly employed in Metabolomics and Biochemical studies

Other Notes

For additional information on our range of Biochemicals, please complete this form.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315

Hazard Classifications

Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

L8134PROC: + L8134-100MG: + L8134-1G: + L8134-5G: + L8134-BULK: + L8134-500MG: + L8134-VAR: + L8134-PH:

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Certificates of Analysis (COA)

Lot/Batch Number
0000520273
0000520273
0000514593
0000514592
0000514590

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Hila Seti et al.
Archives of physiology and biochemistry, 115(3), 127-136 (2009-06-02)
The insulin-like growth factor (IGF) system plays a critical role in normal growth and development as well as in malignant states. Most of the biological activities of the IGFs are mediated by the IGF-IR, which is over-expressed in most tumours
E P Kilsdonk et al.
Journal of lipid research, 33(9), 1373-1382 (1992-09-01)
Human endothelial cells (EA.hy 926 line) were loaded with cationized low density lipoprotein (LDL) and subsequently incubated with fatty acid/bovine serum albumin complexes. The fatty acids were palmitic, oleic, linoleic, arachidonic, and eicosapentaenoic acids. The preincubations resulted in extensively modified
Moran Cohen-Berkman et al.
eLife, 9 (2020-03-28)
How lifespan and the rate of aging are set is a key problem in biology. Small RNAs are conserved molecules that impact diverse biological processes through the control of gene expression. However, in contrast to miRNAs, the role of endo-siRNAs
Miriam E van Gent et al.
Antibiotics (Basel, Switzerland), 11(5) (2022-05-29)
Recently, using a deep learning approach, the novel antibiotic halicin was discovered. We compared the antibacterial activities of two novel bactericidal antimicrobial agents, i.e., the synthetic antibacterial and antibiofilm peptide (SAAP)-148 with this antibiotic halicin. Results revealed that SAAP-148 was
Alketa Tarushi et al.
Journal of inorganic biochemistry, 170, 85-97 (2017-02-24)
From the reaction of ZnCl
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