γ-Linolenic Acid methyl ester

SKU: orb1306325

Description

Methyl gamma-linolenate acts as a weak antagonist of the leukotriene B4 (LTB4) receptor. This compound is utilized in biochemical research to study inflammatory pathways and has been applied in both in vitro and in vivo experimental models of inflammation.

Research Area

Cell Biology, Immunology & Inflammation

Key Properties

• CAS Number: 16326-32-2
• MW: 292.46
• Purity: 98.00%
• Formula: C₁₉H₃₂O₂
• SMILES: CCCCC\C=C/C\C=C/C\C=C/CCCCC(=O)OC
• Target: LTR,Apoptosis
• Solubility: dimethyl formamide:100 mg/mL (341.93 mM);DMSO:100 mg/mL (341.93 mM)

Bioactivity

• Target IC50:
  LTB4:1 μM (ki; GLA)
• In Vivo:
  In an in-vivo model of LTB4-induced bronchoconstriction, γ-Linolenic acid methyl ester at a 1 mg/kg i.v. dose could result in 53% inhibition, indicating that essential fatty acids are LTB4 receptor antagonists, which may account in part for reported anti-inflammatory activities.
• In Vitro:
  γ-Linolenic acid methyl ester is an esterified version of the free acid which is less water soluble but more amenable for the formulation of GLA-containing diets and dietary supplements. GLA was identified as an ω-6 fatty acid which could be elongated to arachidonic acid for endogenous eicosanoid synthesis. GLA was found to be a weak leukotriene B4 (LTB4) receptor antagonist, which was able to inhibit [3H]-LTB4 binding to porcine neutrophil membranes with a Ki of 1 μM

Storage & Handling

• Storage: Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

r-Linolenic Acid methyl ester, γ Linolenic Acid methyl ester, γ-Linolenic Acid methyl ester, γLinolenic Acid methyl ester, LTB4, Methyl gamma-linolenate, gamma-Linolenic Acid methyl ester

Compound Identifiers

PubChem CID

6439889