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  • C4706 - Tris(2-carboxyethyl)phosphine hydrochloride

C4706 Aldrich

Tris(2-carboxyethyl)phosphine hydrochloride


Synonym: TCEP

  • CAS Number 51805-45-9

  • Empirical Formula (Hill Notation) C9H15O6P · HCl

  • Molecular Weight 286.65

  •  Beilstein Registry Number 3724376

  •  MDL number MFCD00145469

  •  PubChem Substance ID 57654018




Water soluble reagent, used for selective reduction of disulfides. More stable than DTT and useful in mass spectrometry applications.

Reagent for the selective reduction of disulfides in water.

Tris(2-carboxyethyl)phosphine hydrochloride (TCEP.HCl) may be employed as catalyst for the reduction of sulfoxides, sulfonyl chlorides, N-oxides, and azides.1 It may be used as reducing agent for the reduction of various alkyl disulfides such as trans-4,5-dihydroxy-1,2-dithiane.

When basified, this water-soluble ligand allows for simple removal of ruthenium-derived metathesis catalysts via aqueous washing of a crude reaction mixture.


Storage conditions:protect from moisture.


2, 10, 50 g in glass bottle

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.1 TCEP is a useful chelating agent for various heavy metal ions as Zn(II), Cd(II), Pb(II), and Ni(II).

Safety & Documentation

Safety Information

GHS05  GHS05
Signal word 
Hazard statements 
Precautionary statements 
UN 3261 8 / PGII
WGK Germany 

Stabilizer Protein and RNA Stabilization Reagents

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