68957
Tris(2-carboxyethyl)phosphine hydrochloride
BioUltra, suitable for electrophoresis, SDS-PAGE tested
Synonym(s):
TCEP.HCL, TCEP
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About This Item
Empirical Formula (Hill Notation):
C9H15O6P · HCl
CAS Number:
Molecular Weight:
286.65
UNSPSC Code:
12352128
NACRES:
NA.32
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3724376
Assay:
97.5-102.5%
Form:
powder
product line
BioUltra
Quality Level
assay
97.5-102.5%
form
powder
mol wt
286.65 g/mol
concentration
90-100 % (w/w) (Tris(2-carboxyethyl)phosphine hydrochloride)
technique(s)
electrophoresis: suitable
color
white
mp
175-177 °C
solubility
H2O: soluble
density
1.041 g/cm3 at 25 °C
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
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
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signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 1
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W H Fischer et al.
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
Yiren Zeng et al.
Theriogenology, 162, 32-41 (2021-01-15)
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
Christopher R Schlieve et al.
Experimental eye research, 83(5), 1252-1259 (2006-08-29)
Retinal ganglion cells (RGCs) undergo apoptosis after axonal injury, in part regulated by an intracellular superoxide anion burst, for which the target(s) are unknown. Shifting the RGC redox state towards reduction and preventing sulfhydryl oxidation is neuroprotective in vitro and