51805-45-9 Usage
Description
TRIS(2-CARBOXYETHYL)PHOSPHINE HYDROCHLORIDE, also known as TCEP, is a reagent that is effective in cleaving disulfide bonds in aqueous solutions. It is a white crystalline solid that is odorless, more stable, and works even at low pH. TCEP is less toxic than other reducing agents and has distinct advantages over other reagents, making it a preferred choice for various applications.
Uses
Used in Biochemical Applications:
TRIS(2-CARBOXYETHYL)PHOSPHINE HYDROCHLORIDE is used as a biochemical tool for selective reduction of disulfide bridges at low pH and as a reductant for redox assays. It is more selective, as it does not reduce metals and buried disulfides.
Used in Protein Reduction:
TRIS(2-CARBOXYETHYL)PHOSPHINE HYDROCHLORIDE is used as a reducing agent for the specific reduction of disulfide bonds in proteins and trans-4,5-dihydroxy-1,2-dithiane. It is involved in the reduction of sulfoxides, sulfonyl chlorides, N-oxides, and azides.
Used in Tissue Homogenization:
TRIS(2-CARBOXYETHYL)PHOSPHINE HYDROCHLORIDE is used as a chelating agent in the tissue homogenization process for RNA isolation, forming complexes with various heavy metal ions such as Zn(II), Cd(II), Pb(II), and Ni(II).
Used in Cysteine Residue Labeling:
TRIS(2-CARBOXYETHYL)PHOSPHINE HYDROCHLORIDE is used for the labeling of cysteine residues with maleimides, providing a specific and stable reduction environment.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, TRIS(2-CARBOXYETHYL)PHOSPHINE HYDROCHLORIDE is used as a reagent for selective reduction of disulfides in aqueous solutions, offering advantages over other reagents such as DTT, particularly in the stability of spin labels and long-term storage of proteins.
Used in Research and Development:
In research and development, TRIS(2-CARBOXYETHYL)PHOSPHINE HYDROCHLORIDE is used as a reducing agent for various applications, including the reduction of disulfide bonds in proteins and the labeling of cysteine residues. Its stability and selectivity make it a preferred choice for scientific studies and experiments.
Preparation
The preparation of Tris(2-carboxyethyl)phosphine hydrochloride is as follows:Trimethyl 3,3 ', 3 "-phosphine triphenylpropionate (92.5g, 0.28mol) prepared as described above was added to a 250 ml reaction flask under mechanical stirring conditions and a molar ratio of 12mol/(120ml, 1.44mol), the mixture was heated to 90°C, the solid gradually dissolved, continue to heat the reaction 4h, stirring and cooling with ice water, precipitation of white solid, filter, filter cake with distilled water to get white (2-carboxyethyl) phosphine hydrochloride, dried, weighing 61.3g, yield 82.4%
Biochem/physiol Actions
Tris(2-carboxyethyl)phosphine hydrochloride solution reduces the disulfide bonds and leaves other functional groups intact in proteins.
References
1) Fischer?et al.?(1993),?In situ reduction suitable for matrix-assisted laser desorption/ionization and liquid secondary ionization using tris(2-carboxyethyl)phosphine; Rapid Commun. Mass Spectrom.,?7?225
2) Kirley?et al.?(1989),?Reduction and fluorescent labeling of cyst(e)ine-containing proteins for subsequent structural analysis; Anal. Biochem.,?180?231
3) Getz?et al. (1999),?A comparison between the sulfhydryl reductants tris(2-carboxyethyl)phosphine and dithiothreitol for use in protein biochemistry; Anal. Biochem.,?273?73
Check Digit Verification of cas no
The CAS Registry Mumber 51805-45-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,1,8,0 and 5 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 51805-45:
(7*5)+(6*1)+(5*8)+(4*0)+(3*5)+(2*4)+(1*5)=109
109 % 10 = 9
So 51805-45-9 is a valid CAS Registry Number.
InChI:InChI=1/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
