C5226-50mg | γ-Linolenic Acid methyl ester [16326-32-2] Clinisciences

Background

γ-Linolenic Acid methyl ester is a weak leukotriene B4 (LTB4) receptor antagonist.

LTB 4, a potent neutrophil chemoattractant, is present at high concentrations in psoriatic lesions, bronchoalveolar lavage in asthmatics and rectal dialysates in patients with inflammatory bowel disease.

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 [1].

In vivo: In an in-vivo model of LTB4-induced bronchoconstriction, ricinelaidic acid andγ-Linolenic acid methyl ester at a 1 mg/kg i.v. dose could result in 46% and 53% inhibition, respectively, indicating that essential fatty acids are LTB4 receptor antagonists, which may account in part for their reported anti-inflammatory activities [1].

Clinical trial: So far, no clinical study has been conducted.

Reference:
[1] Yagaloff, K. A.,Franco, L.,Simko, B., et al. Essential fatty acids are antagonists of the leukotriene B4 receptor. Prostaglandins, Leukotrienes and Essential Fatty Acids 52, 293-297 (1995).

Chemical Properties

Physical Appearance	A solution in ethanol. To change the solvent, simply evaporate the ethanol under a gentle stream of nitrogen and immediately add the solvent of choice.
Storage	Store at -20°C
M.Wt	292.5
Cas No.	16326-32-2
Formula	C₁₉H₃₂O₂
Synonyms	Methyl GLA,Methyl γ-Linolenate
Solubility	≤100mg/ml in DMSO;100mg/ml in dimethyl formamide
Chemical Name	6Z,9Z,12Z-octadecatrienoic acid, methyl ester
SDF	Download SDF
Canonical SMILES	CCCCC/C=C\C/C=C\C/C=C\CCCCC(OC)=O
Shipping Condition	Small 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.

γ-Linolenic Acid methyl ester [16326-32-2]

Katalog-Nummer C5226-50mg

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Marke : ApexBio Technology

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Background

Chemical Properties