CAS 51805-45-9|Tris(2-carboxyethyl)phosphine Hydrochloride
| Common Name | Tris(2-carboxyethyl)phosphine Hydrochloride | ||
|---|---|---|---|
| CAS Number | 51805-45-9 | Molecular Weight | 286.647 |
| Density | 1.041 g/mL at 25 °C | Boiling Point | 519.4ºC at 760 mmHg |
| Molecular Formula | C9H16ClO6P | Melting Point | 177 °C |
| MSDS | ChineseUSA | Flash Point | 267.9ºC |
| Symbol | GHS05 | Signal Word | Danger |
Names
| Name | tris(2-carboxyethyl)phosphine hydrochloride |
|---|---|
| Synonym | More Synonyms |
BiologicalActivity
| Description | TCEP hydrochloride (Tris(2-carboxyethyl)phosphine hydrochloride) is a non-thiol reducing agent that is more stable and produces a faster S-S reductive reaction than other chemical reductants. TCEP hydrochloride is a trialkylphosphine, selectively reduces protein disuldes without altering the properties or interacting with thiol-directed agents in the reaction mixture. TCEP hydrochloride is also a commonly used reducing agent in the DNA/AuNP chemistry[1][2][3][4]. |
|---|---|
| Related Catalog | Research Areas >>OthersSignaling Pathways >>Others >>Others |
| In Vitro | TCEP hydrochloride has been introduced which oers the prospect of serving as an alternative to the more commonly employed DTT in the NF-κB-DNA binding reactions in vitro, using recombinant p50 protein and a 32P-labelled κB oligonucleotide. DTT promotes NF-κB-DNA binding in concentrations from 0.25 to 2.6 mM in binding reactions. However, in the presence of 0.25 mM DTT, inhibition of NF-κB binding is seen only at Hg2+ concentrations greater than 100 μM and results are highly variable. In contrast, TCEP hydrochloride promotes NF-κB-DNA binding in a dose-related manner in concentrations from 0.25 to 6 mM. In the presence of even 6 mM TCEP hydrochloride, Hg2+ prevents NF-κB-DNA binding at concentrations as low as 20 μM in binding reactions[1]. The human lactoferrin (hLF) peptide is dissolved in phosphate buffer to a concentration of 0.1 mm. Reduction of the disulfide bonds is obtained by adding a 30-fold molar excess of TCEP hydrochloride with subsequent incubation for 2 h at 37 ℃[2]. |
| References | [1]. Dieguez-Acuña FJ, et al. Inhibition of NF-kappaB-DNA binding by mercuric ion: utility of the non-thiol reductant, tris(2-carboxyethyl)phosphine hydrochloride (TCEP), on detection of impaired NF-kappaB-DNA binding by thiol-directed agents. Toxicol In Vitro. 2000 Feb;14(1):7-16. [2]. Duchardt F, et al. A cell-penetrating peptide derived from human lactoferrin with conformation-dependent uptake efficiency. J Biol Chem. 2009 Dec 25;284(52):36099-108. [3]. Sequeira MA, et al. Modulating amyloid fibrillation in a minimalist model peptide by intermolecular disulfide chemical reduction. Phys Chem Chem Phys. 2019 Jun 5;21(22):11916-11923. [4]. Wu R, et al. Effects of Small Molecules on DNA Adsorption by Gold Nanoparticles and a Case Study of Tris(2-carboxyethyl)phosphine (TCEP). Langmuir. 2019 Oct 15;35(41):13461-13468. |
Chemical & Physical Properties
| Density | 1.041 g/mL at 25 °C |
|---|---|
| Boiling Point | 519.4ºC at 760 mmHg |
| Melting Point | 177 °C |
| Molecular Formula | C9H16ClO6P |
| Molecular Weight | 286.647 |
| Flash Point | 267.9ºC |
| Exact Mass | 286.037292 |
| PSA | 125.49000 |
| LogP | 1.69440 |
| Appearance of Characters | powder | white |
| Index of Refraction | n20/D 1.367 |
| InChIKey | PBVAJRFEEOIAGW-UHFFFAOYSA-N |
| SMILES | Cl.O=C(O)CCP(CCC(=O)O)CCC(=O)O |
| Storage condition | 2-8°C |
| Water Solubility | H2O: 50 mg/mL |
Safety Information
| Symbol | GHS05 |
|---|---|
| Signal Word | Danger |
| Hazard Statements | H314 |
| Precautionary Statements | P280-P305 + P351 + P338-P310 |
| Personal Protective Equipment | Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges |
| Hazard Codes | Xi:Irritant; |
| Risk Phrases | R36/37/38 |
| Safety Phrases | S26-S37/39-S36/37/39-S27 |
| RIDADR | UN 3261 8/PG 2 |
| WGK Germany | 2 |
| Packaging Group | III |
| Hazard Class | 8.0 |
| HS Code | 2915900090 |
Customs
| HS Code | 2915900090 |
|---|---|
| Summary | 2915900090 other saturated acyclic monocarboxylic acids and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) MFN tariff:5.5% General tariff:30.0% |
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Synonyms
| Propanoic acid, 3,3',3''-phosphinidynetris-, hydrochloride (1:1) |
| 3-[bis(2-carboxyethyl)phosphanyl]propanoic acid,hydrochloride |
| 3,3',3''-Phosphinetriyltripropanoic acid hydrochloride (1:1) |
| Tris(2-carboxyethyl)phosphine Hydrochloride |
| 3,3',3''-Phosphinetriyltripropanoic acid hydrochloride |
| MFCD00145469 |
