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Sigma-Aldrich

Tris(2-carboxyethyl)phosphine hydrochloride

BioUltra, suitable for electrophoresis, SDS-PAGE tested

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Synonym(s):
TCEP.HCL, TCEP
Empirical Formula (Hill Notation):
C9H15O6P · HCl
CAS Number:
Molecular Weight:
286.65
Beilstein:
3724376
MDL number:
PubChem Substance ID:
NACRES:
NA.32

product line

BioUltra

Quality Level

Assay

97.5-102.5%

form

powder

technique(s)

electrophoresis: suitable

solubility

H2O: soluble

suitability

SDS-PAGE tested

SMILES string

Cl[H].OC(=O)CCP(CCC(O)=O)CCC(O)=O

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

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This Item
C470675259646547
form

powder

form

powder

form

crystals

form

-

solubility

H2O: soluble

solubility

H2O: 50 mg/mL

solubility

H2O: 1 M, clear, colorless (no residue)

solubility

-

product line

BioUltra

product line

-

product line

BioUltra

product line

-

technique(s)

electrophoresis: suitable

technique(s)

-

technique(s)

-

technique(s)

-

suitability

SDS-PAGE tested

suitability

-

suitability

-

suitability

-

General description

Tris(2-carboxyethyl) phosphine hydrochloride (TCEP.HCL ) is a useful reducing agent for Sulphur and nitrogen-containing compounds. TCEP.HCL and the resultant oxide are water-soluble. TCEP.HCL has electron-rich phosphorus and oxygen atoms to combine with various metals, including Rh, Ir, and Pd. It rapidly complexes with Rh and Ir in dioxane at ambient temperature. It reduces disulfide linkages in a range of peptides and proteins in biological disulfide.

Application

TCEP.HCL has been used in various bioconjugation applications, both in vitro and in vivo, to tag proteins and live organisms with great effectiveness under mild physiological circumstances. TCEP.HCL is suitable for varied biological and synthetic applications. At an acidic pH, TCEP.HCL can be used to convert organic disulfides to thiols in water irreversibly.
Water soluble reagent, used for selective reduction of disulfides. More stable than DTT and useful in mass spectrometry applications.

Features and Benefits

The product has the following benefits:

  • TCEP.HCL lowers reactive oxygen species levels.
  • It increases glutathione levels and mitochondrial content.
  • It has anti-cancer effects.

Analysis Note

agarose gel electrophorese corresponds to requirements

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 1


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Rapid communications in mass spectrometry : RCM, 7(3), 225-228 (1993-03-01)
The suitability of the hydrochloride salt of tris(2-carboxyethyl)phosphine (TCEP) for in situ reduction with matrix-assisted laser desorption/ionization (MALDI) and liquid secondary ionization (LSI) mass spectrometry is evaluated. TCEP can be used to irreversibly reduce organic disulfides to thiols in water
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Oocyte in vitro maturation (IVM) is a crucial process that determines subsequent in vitro embryo production. The present study investigated the effects of the antioxidant tris (2-carboxyethyl) phosphine hydrochloride (TCEP-HCL) on the in vitro maturation of porcine oocytes and in vitro developmental competence of
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