Tetradecylphosphonic acid  (Synonyms: TDPA; Tetradecyl phosphonate)

Tetradecylphosphonic acid is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Tetradecyl phosphonate is a pan-antagonist of lysophosphatidic acid 1 (LPA1), LPA2, and LPA3 receptors. The IC50 value for inhibition of LPA-induced calcium mobilization was 10 μM, 5.5 μM, and 3.1 μM, respectively. At a concentration of 10 μM, tetradecyl phosphonate activates a peroxisome proliferator-activated receptor γ reporter construct 4-fold when compared with the controls and partially inhibits autotaxin with an IC50 value of approximately 3 μM. Lysophosphatidic acid (LPA) , also known as autotaxin (ATX ), is a lipid signaling molecule formed by the hydrolysis of lysophosphatidyl choline by lysophospholipase D. LPA signals through four different G protein-coupled receptors, named as LPA1/EDG-2, LPA2/EDG-4, LPA3/EDG-7, and LPA4/GPR23 . It has been reported that LPA was involved in activating peroxisome proliferator-activated receptor γ (PPARγ) .

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

278.37

C₁₄H₃₁O₃P

4671-75-4

OP(O)(CCCCCCCCCCCCCC)=O

Room temperature in continental US; may vary elsewhere.

Please store the product under the recommended conditions in the Certificate of Analysis.

• [1]. Durgam GG, Virag T, Walker MD, et al . Synthesis, structure activity relationships, and biological evaluation of fatty alcohol phosphates as lysophosphatidic acid receptor ligands, activators of PPARγ, and inhibitors of autotaxin[J]. Journal of medicinal chemistry, 2005, 48( 15): 4919-4930.

  [2]. Tokumura A, Majima E, Kariya Y, et al. Identification of human plasma lysophospholipase D, a lysophosphatidic acid-producing enzyme, as autotaxin, a multifunctional phosphodiesterase[J]. Journal of Biological Chemistry, 2002, 2 77(42): 39436-3944

  [3]. Noguchi K, Ishii S, Shimizu T. Identification of p2y9/GPR23 as a novel G protein-coupled receptor for lysophosphatidic acid, structurally distant from the Edg family[J]. Journal of Biological Chemistry, 2003 , 278(28): 25600-2560

  [4]. McIntyre TM, Pontsler AV, Silva AR, et al. Identification of an intracellular receptor for lysophosphatidic acid (LPA): LPA is a transcellular PPARγ agonist[J]. Proceedings of the National Academy of Sciences, 2003, 100(1): 131-13