N-TETRADECYLPHOSPHONIC ACID

N-TETRADECYLPHOSPHONIC ACID
  • CAS No.:4671-75-4
Other grades of this product :
N-TETRADECYLPHOSPHONIC ACID Basic information
Physical state Shipping Condition
Product Name:N-TETRADECYLPHOSPHONIC ACID
Synonyms:TDPA;TETRADECYL PHOSPHONATE;TETRADECYLPHOSPHONIC ACID;N-TETRADECYLPHOSPHONIC ACID;1-TETRADECANEPHOSPHONIC ACID;tetradecanephosphonicacid;tetradecyl-phosphonicaci;n-Tetradecylphosphonicacid,min.97%
CAS:4671-75-4
MF:C14H31O3P
MW:278.37
EINECS:225-118-1
Product Categories:organic phosphonic acid
Mol File:4671-75-4.mol
N-TETRADECYLPHOSPHONIC ACID Chemical Properties
Melting point 96-98°C
Boiling point 175.8°C
density 0.998±0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility ≥27.8 mg/mL in ETOH; insoluble in H2O; ≥2.27 mg/mL in DMSO with gentle warming and ultrasonic
pka2.65±0.10(Predicted)
form Powder
color white to off-white
Water Solubility Soluble in ethanol, dimethyl sulfoxide and dimethyl formamide. Partially soluble in water.
InChIKeyBVQJQTMSTANITJ-UHFFFAOYSA-N
CAS DataBase Reference4671-75-4
EPA Substance Registry SystemPhosphonic acid, tetradecyl- (4671-75-4)
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39
WGK Germany 2
RTECS TA0460000
TSCA Yes
HS Code 29319090
MSDS Information
ProviderLanguage
ALFA English
N-TETRADECYLPHOSPHONIC ACID Usage And Synthesis
Physical stateN-TETRADECYLPHOSPHONIC ACID is a white to off-white powder.    
Shipping ConditionRoom Temperature; may vary elsewhere.
Uses1-Tetradecylphosphonic acid is used to functionalize the surface of BaTiO3 nanoparticles.
UsesTDPA can be used to cap copper nanoparticles to protect them from oxidation. It may also be used in the synthesis of cadmium sulfate (CdS) core, which can be used in the fabrication of cadmium selenium (CdSe)/CdS core quantum dots (QDs). It may also be coated on caesium lead bromide (CsPbBr3) perovskite quantum dots for the development of white light emitting diodes (wLED).
General DescriptionTetradecylphosphonic acid forms a self-assembled monolayer (SAM) to functionalize a variety of nanoparticles.
Biological Activitytetradecyl 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 [1].lysophosphatidic acid (lpa), also known as autotaxin (atx), is a lipid signalling molecule formed by the hydrolysis of lysophosphatidyl choline by lysophospholipase d [2]. lpa signals through four different g protein-coupled receptors, named as lpa1/edg-2, lpa2/edg-4, lpa3/edg-7, and lpa4/gpr23 [3]. it has been reported that lpa was involved in activating peroxisome proliferator-activated receptor γ (pparγ) [4].
references[1]. durgam g g, virag t, walker m d, 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, 277(42): 39436-39442.[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): 25600-25606.[4]. mcintyre t m, pontsler a v, silva a r, 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): 131-136.
N-TETRADECYLPHOSPHONIC ACID Preparation Products And Raw materials

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