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Tetradecylphosphonic acid

Alias: TDPA; Tetradecyl phosphonate
Cat No.:V103022 Purity: ≥98%
Tetradecylphosphonic acid
Tetradecylphosphonic acid Chemical Structure CAS No.: 4671-75-4
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
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500mg
1g
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Product Description
Tetradecylphosphonic acid is a biochemical reagent that can be used as a biomaterial or organic compound for life science related research.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Tetradecyl phosphonate is a pan-antagonist of lysophosphatidic acid 1 (LPA1), LPA2, and LPA3 receptors. The IC50 values for inhibition of LPA-induced calcium mobilization are 10 μM, 5.5 μM, and 3.1 μM, respectively. At a concentration of 10 μM, tetradecyl phosphonate activated a peroxisome proliferator-activated receptor gamma reporter construct 4-fold compared to control and partially inhibited 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 lysophosphatidylcholine by lysophospholipase D. LPA signals through four different G protein-coupled receptors, named LPA1/EDG-2, LPA2/EDG-4, LPA3/EDG-7, and LPA4/GPR23. It has been reported that LPA is involved in the activation of peroxisome proliferator-activated receptor γ (PPARγ).
References

[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 autotaxinJ. Journal of medicinal chemistry, 2005, 48( 15): 4919-4930.

[2]. Identification of human plasma lysophospholipase D, a lysophosphatidic acid-producing enzyme, as autotaxin, a multifunctional phosphodiesteraseJ. Journal of Biological Chemistry, 2002, 2 77(42): 39436-3944http.

[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 familyJ. Journal of Biological Chemistry, 2003 , 278(28): 25600-2560http.

[4]. Identification of an intracellular receptor for lysophosphatidic acid (LPA): LPA is a transcellular PPARγ agonistJ. Proceedings of the National Academy of Sciences, 2003, 100(1): 131-13http.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C14H31O3P
Molecular Weight
278.37
CAS #
4671-75-4
SMILES
P(C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])(=O)(O[H])O[H]
Synonyms
TDPA; Tetradecyl phosphonate
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.5923 mL 17.9617 mL 35.9234 mL
5 mM 0.7185 mL 3.5923 mL 7.1847 mL
10 mM 0.3592 mL 1.7962 mL 3.5923 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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