C4706
Tris(2-carboxyethyl)phosphine hydrochloride
powder
동의어(들):
TCEP
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제품정보 (DICE 배송 시 비용 별도)
실험식(Hill 표기법):
C9H15O6P · HCl
CAS 번호:
Molecular Weight:
286.65
UNSPSC Code:
12352128
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3724376
Form:
powder
description
Protect from moisture
Quality Level
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
General description
Tris(2-carboxyethyl)phosphine hydrochloride (TCEP.HCl) is a non-volatile solid. It is a strong reducing agent.1 It can be synthesized by the acid hydrolysis of tris(2-cyanoethyl)phosphine in refluxing aqueous HCl.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).
Application
Water soluble reagent, used for selective reduction of disulfides. More stable than DTT and useful in mass spectrometry applications.
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.
- To reduce disulfide bonds in various proteins.
- As a reagent for the selective reduction of disulfides in water.
- To remove ruthenium-derived metathesis catalysts via aqueous washing of a crude reaction mixture when it is basified.
- As a reducing agent for the reduction of various alkyl disulfides such as trans-4,5-dihydroxy-1,2-dithiane.
Disclaimer
Storage conditions:protect from moisture.
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Skin Corr. 1B
저장 등급
8A - Combustible corrosive hazardous materials
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
Grubbs, R. H.
Org. React., 22, 123-123 (2004)
Tris (2-carboxyethyl) phosphine Hydrochloride
Yost Julianne M et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 1-9 (2001)
Selective reduction of disulfides by tris (2-carboxyethyl) phosphine.
Burns JA, et al.
The Journal of Organic Chemistry, 56(8), 2648-2650 (1991)