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Sigma-Aldrich C4706 Tris(2-carboxyethyl)phosphine hydrochloride powder CAS No.: 51805-45-9 2 gr

Stock Code
LB.SA.C4706-2G
Kısa Bilgi
Synonym(s): TCEP Empirical Formula (Hill Notation): C9H15O6P · HCl CAS Number: 51805-45-9 Molecular Weight: 286.65 Beilstein: 3724376 MDL number: MFCD00145469 UNSPSC Code: 12352128 PubChem Substance ID: 57654018 NACRES: NA.22
Stok Sorunuz
Sigma-Aldrich C4706 Tris(2-carboxyethyl)phosphine hydrochloride powder 
Synonym(s): TCEP
Empirical Formula (Hill Notation):
C9H15O6P · HCl
CAS Number:
51805-45-9
Molecular Weight:
286.65
Beilstein:
3724376
MDL number:
MFCD00145469
UNSPSC Code:
12352128
PubChem Substance ID:
57654018
NACRES:
NA.22
Sigma-Aldrich C4706 Tris(2-carboxyethyl)phosphine hydrochloride powder CAS No.: 51805-45-9
PROPERTIES
description Protect from moisture
Quality Level
300
form
powder
reaction suitability
reagent type: reductant
color
white
mp
175-177 °C
solubility
H2O: 50 mg/mL
density
1.041 g/cm3 at 25 °C
storage temp.
2-8°C
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


DESCRIPTION

General description
Tris(2-carboxyethyl)phosphine hydrochloride (TCEP.HCl) is a non-volatile solid. It is a strong reducing agent.1[1] It can be synthesized by the acid hydrolysis of tris(2-cyanoethyl)phosphine in refluxing aqueous HCl.1[1] It has various biological applications such as in vitro and in vivo reduction of disulfide bonds in various peptides and proteins. TCEP is a useful chelating agent for various heavy metal ions as Zn(II), Cd(II), Pb(II), and Ni(II).[2]
Application
Tris(2-carboxyethyl)phosphine hydrochloride (TCEP. HCl) can be used:
- As a reducing agent for the reduction of sulfoxides, sulfonyl chlorides, N-oxides, and azides. It can also be used in azide-alkyne cycloaddition reaction in the presence of a copper catalyst.[3]
- To reduce disulfide bonds in various proteins.[3] As a reagent for the selective reduction of disulfides in water.[1]
- To remove ruthenium-derived metathesis catalysts via aqueous washing of a crude reaction mixture when it is basified.[4][5]
- As a reducing agent for the reduction of various alkyl disulfides such as trans-4,5-dihydroxy-1,2-dithiane.[1]
Water soluble reagent, used for selective reduction of disulfides. More stable than DTT and useful in mass spectrometry applications.
Disclaimer
Storage conditions:protect from moisture.
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Sigma-Aldrich C4706 Tris(2-carboxyethyl)phosphine hydrochloride powder CAS No.: 51805-45-9 2 gr Synonym(s): TCEP Empirical Formula (Hill Notation): C9H15O6P · HCl CAS Number: 51805-45-9 Molecular Weight: 286.65 Beilstein: 3724376 MDL number: MFCD00145469 UNSPSC Code: 12352128 PubChem Substance ID: 57654018 NACRES: NA.22 LB.SA.C4706-2G
Sigma-Aldrich C4706 Tris(2-carboxyethyl)phosphine hydrochloride powder CAS No.: 51805-45-9 2 gr

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