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Linoleic Acid

Catalog No.
C3108
A polyunsaturated fatty acid commonly used to induce oxidative stress to establish red blood cell injury models.
Grouped product items
SizePriceStock Qty
1g
$50.00
In stock
5g
$98.00
In stock
10g
$144.00
In stock
25g
$288.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

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Background

Linoleic Acid (CAS No.: 60-33-3) is an essential ω-6 polyunsaturated fatty acid widely distributed in plant-derived oils, nuts, seeds, and animal-derived foods, and serves as a fundamental component of membrane phospholipids that regulates membrane fluidity and epidermal barrier function. In biomedical research, it is primarily studied for its roles in lipid metabolism, oxidative stress, and cell signaling, as well as its involvement in inflammatory and redox-related pathways. Mechanistically, linoleic acid participates in oxidative processes that can modulate cellular redox balance, partly through interactions with antioxidant defense systems such as glutathione peroxidase and superoxide dismutase, and its catabolism has been associated with increased reactive oxygen species generation, lipid peroxidation, and ferryl species formation. Experimental evidence indicates that exposure to elevated concentrations can induce erythrocyte deformation, reduce hemoglobin levels, and impair antioxidant enzyme activity in vivo, highlighting its utility in modeling oxidative damage and hemolytic processes. In vitro, linoleic acid has been shown to influence cellular behaviors such as epithelial cell migration at micromolar concentrations, supporting its relevance in wound healing and barrier function studies. It is also employed in nutritional deficiency models, where altered lipid profiles and physiological changes provide insight into essential fatty acid biology. Linoleic acid is therefore widely used in cell-based assays and animal studies to investigate lipid signaling, oxidative stress mechanisms, and membrane dynamics, with experimental concentrations or doses varying according to specific study designs and research objectives.

Chemical Properties

Physical AppearanceAn oily?liquid
Storage-20°C
M.Wt280.45
Cas No.60-33-3
FormulaC18H32O2
SynonymsC18:2(9Z,12Z); C18:2 n -6; FA 18:2; 9,12-Octadecadienoic Acid; Telfairic Acid
Solubilityinsoluble in H2O; ≥29 mg/mL in EtOH; ≥31.6 mg/mL in DMSO
Chemical Name(9Z,12Z)-octadeca-9,12-dienoic acid
Canonical SMILESFC1=C(C(F)=C(C(F)=C1S(OC2=CC=C3C4(C5=C(OC3=C2)C=C(O)C=C5)OC(C6=CC=CC=C64)=O)(=O)=O)F)F
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

User Guide