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Tris(2-carboxyethyl)phosphine hydrochloride solution

SIGMA/646547 - 0.5 M, pH 7.0(aqueous solution; pH was adjusted with ammonium hydroxide)

Synonym: TCEP

CAS Number: 51805-45-9
Empirical Formula (Hill Notation): C9H15O6P · HCl
Molecular Weight: 286.65
MDL Number: MFCD00145469
Linear Formula: C9H15O6P · HCl
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-646547-10X1ML 1 mL
$132.00
10/EA
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concentration 0.5 M
density 1.041 g/mL at 25 °C
InChI 1S/C9H15O6P.ClH/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);1H
InChI key PBVAJRFEEOIAGW-UHFFFAOYSA-N
pH 7.0(aqueous solution; pH was adjusted with ammonium hydroxide)
Quality Level 200 
refractive index n20/D 1.367
SMILES string Cl.OC(=O)CCP(CCC(O)=O)CCC(O)=O
Application: Tris (2-carboxyethyl) phosphine (TCEP) can be used in several downstream applications including SDS-PAGE, mass spectrometry, labeling with cysteine specific tags, and modification of cysteine containing compounds. It prevents oxidation of protein samples, which makes it a useful buffer component as it helps to preserve enzymatic activity. It has been used in the reduction and measurement of glutathione.
Application: Tris (2-carboxyethyl) phosphine (TCEP) has also been used:
• to cleave cysteine residues in a synthetic peptide
• in reduction buffer for RNA Sequential Probing of Targets (SPOTs) imaging
• for the reduction of oligonucleotides
• as reducing agent during mitochondrial isolation

Biochem/physiol Actions: As a non-mercaptan reducing agent, it avoids the toxicity inherent in thiol-containing compounds. It is capable of disrupting the botulinum neurotoxin B heavy-chain/light-chain complex that is held together by a single disulfide bond, and that is responsible for endocytosis, and ultimately the toxicity, of the toxin. Since disulfide-coupled subunits are characteristic of many toxins (e.g., ricin, snake venom, and all BoNT serotypes), it may be useful as a rescue prophylactic in cases of toxin administration.
Biochem/physiol Actions: Tris(2-carboxyethyl)phosphine hydrochloride solution reduces the disulfide bonds and leaves other functional groups intact in proteins.
General description: It belongs to the trialkylphosphine class.
General description: Tris (2-carboxyethyl) phosphine (TCEP) is very effective in cleaving disulfide bonds in aqueous solution. It dissolves in water and is odorless, unlike other trialkylphosphines (tributylphosphine). It is also less toxic than 2-mercaptoethanol. These advantages make it better than the other reducing agents.
Packaging: 10×1 mL in ampule
Density 1.041 g/mL at 25 °C
Refractive Index n20/D 1.367
UNSPSC 12352128

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