Tris(2-carboxyethyl)phosphine Hydrochloride

Modify Date: 2025-08-20 22:04:52

Tris(2-carboxyethyl)phosphine Hydrochloride Structure
Tris(2-carboxyethyl)phosphine Hydrochloride structure
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 Chinese USA Flash Point 267.9ºC
Symbol GHS05
GHS05
Signal Word Danger

 Use of Tris(2-carboxyethyl)phosphine Hydrochloride


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].

 Names

Name tris(2-carboxyethyl)phosphine hydrochloride
Synonym More Synonyms

  Biological Activity

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
In Vitro TCEP hydrochloride has been introduced which o€ers 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
Storage condition 2-8°C
Water Solubility H2O: 50 mg/mL

 Safety Information

Symbol GHS05
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
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