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Tris(2-carboxyethyl)phosphine hydrochloride structure, CAS 51805-45-9

Tris(2-carboxyethyl)phosphine hydrochloride

CAS Number51805-45-9

SynonymsPropanoic 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

Molecular FormulaC9H16ClO6P

Molecular Weight286.65

Purity98.00%

Density1.041 g/mL at 25 °C

Boiling Point519.4ºC at 760 mmHg

Melting Point177 °C

Flash Point

Appearancepowder | white

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Symbol8.0

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Cat. No.: 2A-9043596 Purity: 98.00%
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Quality Control of [ 51805-45-9 ] Purity: 98.00% SDS Specification MoL

Chemical & Physical Properties
CAS Number51805-45-9
Catalog No.2A-9043596
Chinese Name三(2-羰基乙基)磷盐酸盐
SynonymsPropanoic 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
Molecular FormulaC9H16ClO6P
Molecular Weight286.65
Purity98.00
Density1.041 g/mL at 25 °C
Boiling Point519.4ºC at 760 mmHg
Melting Point177 °C
Appearancepowder | white
Water SolubilityH2O: 50 mg/mL
Storage ConditionSealed in a cool, dry environment at 2-8ºC
PackagingIII
ApplicationTCEP hydrochloride (Tris(2-carboxyethyl)phosphine hydrochloride) is a non-thiol reducing agent that is more stable and produces a faster S-S reduction reaction than other chemical reducing agents. TCE
HTC2915900090
PubChem ID329761275
SMILESCl.O=C(O)CCP(CCC(=O)O)CCC(=O)O
InChIInChI=1S/C9H15O6P/c10-7(11)1-4-16(5-2-8(12)13)6-3-9(14)15/h1-6H2,(H,10,11)(H,12,13)(H,14,15)/p-3
InChI KeyPBVAJRFEEOIAGW-UHFFFAOYSA-N
Hazard Symbols8.0
BioactivityTCEP 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 >> Others Signaling Pathways >> Others >> Others 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 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
Use ofTCEP 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]. Properties Articles62 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 Research Areas >> Others Signaling Pathways >> Others >> Others 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 Exact Mass 286.037292 PSA 125.49000 LogP 1.69440 Appearance of Characters powder | white InChIKey PBVAJRFEEOIAGW-UHFFFAOYSA-N SMILES Cl.O=C(O)CCP(CCC(=O)O)CCC(=O)O
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Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Danger Regulations: 3261 International Maritime Transport Danger Regulations: 3261 International Air Transport Danger Regulations: 3261 14.2 United Nations shipping name European Land Transport Dangerous Regulations: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S. (Tris(2-carboxyethyl)phosphine hydrochloride) IMDG Code: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S. (Tris(2-carboxyethyl)phosphine hydrochloride) International air transport hazard regulations: Corrosive solid, acidic, organic, n.o.s. (Tris(2-carboxyethyl)phosphine hydrochloride) 14.3 Transport hazard categories European Dangerous Regulations for land transport: 8 International Dangerous Regulations for sea transport: 8 International Dangerous Regulations for air transport: 8 14.4 Package group European Dangerous Regulations for land transport: II International Dangerous Regulations for sea transport: II International Dangerous Regulations for air transport: II 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available
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