Merck, C4706-2G, Tris(2-carboxyethyl)phosphine hydrochloride

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.