Tetradecyl Phosphonate

Lysophosphatidic acid (LPA) is a lipid signalling molecule formed by the hydrolysis of lysophosphatidyl choline by lysophospholipase D, also known as autotaxin (ATX). LPA signals through four different G protein-coupled receptors, LPA1/EDG-2, LPA2/EDG-4, LPA3/EDG-7, and LPA4/GPR23. Activation of peroxisome proliferator-activated receptor gamma (PPARgamma) by LPA has also been reported. Tetradecyl phosphonate is a pan-antagonist of lysophosphatidic acid 1 (LPA1), LPA2, and LPA3 receptors with IC50 values for inhibition of LPA-induced calcium mobilization of 10 µM, 5.5 µM, and 3.1 µM, respectively. At a concentration of 10 µM, tetradecyl phosphonate activates a peroxisome proliferator-activated receptor gamma reporter construct 4-fold compared to controls and partially inhibits autotaxin with an IC50 of approximately 3 µM.Formal Name: tetradecylphosphonic acid. CAS Number: 4671-75-4. Molecular Formula: C14H31O3P. Formula Weight: 278.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 5 mg/ml, DMSO: 2 mg/ml, Ethanol: 30 mg/ml, Ethanol:PBS (pH 7.2)(1:3): .25 mg/ml. SMILES: CCCCCCCCCCCCCCP(=O)(O)O. InChi Code: InChI=1S/C14H31O3P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-18(15,16)17/h2-14H2,1H3,(H2,15,16,17). InChi Key: BVQJQTMSTANITJ-UHFFFAOYSA-N.