51805-45-9 Usage
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
