gamma-Linolenic Acid methyl ester

Polyunsaturated fatty acids (PUFAs) are essential nutrients that show distinct deficiency syndromes when not present in adequate amounts in the diet. gamma-Linolenic Acid methyl ester (Methyl GLA) 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 is an omega-6 fatty acid which can be elongated to arachidonic acid for endogenous eicosanoid synthesis. It is a weak leukotriene B4 (LTB4) receptor antagonist, inhibiting [3H]-LTB4 binding to porcine neutrophil membranes with a Ki of 1 µM. GLA produces 53% inhibition at a 1 mg/kg dose in an in vivo model of LTB4-induced bronchoconstriction.Formal Name: 6Z,9Z,12Z-octadecatrienoic acid, methyl ester. CAS Number: 16326-32-2. Synonyms: Methyl GLA, Methyl gamma-Linolenate, SFE 19:3. Molecular Formula: C19H32O2. Formula Weight: 292.5. Purity: >98%. Formulation: (Request formulation change), A solution in ethanol. Solubility: 0.15 M Tris-HCl pH 8.5: 1 mg/ml, DMF: 100 mg/ml, DMSO: 100 mg/ml, Ethanol: 100 mg/ml, PBS (pH 7.2): .15 mg/ml. SMILES: CCCCC/C=C\C/C=C\C/C=C\CCCCC(OC)=O. InChi Code: InChI=1S/C19H32O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19(20)21-2/h7-8,10-11,13-14H,3-6,9,12,15-18H2,1-2H3/b8-7-,11-10-,14-13-. InChi Key: JFRWATCOFCPIBM-JPFHKJGASA-N.