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C4706 Aldrich

Tris(2-carboxyethyl)phosphine hydrochloride

powder

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

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Description

Application

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.

Caution

Storage conditions:protect from moisture.

Packaging

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

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3261 8 / PGII
WGK Germany 
2

Stabilizer Protein and RNA Stabilization Reagents

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Protocols & Articles

Articles

HPLC Analysis of Carboxyamidomethylated Lysozyme Tryptic Digest on BIOshell™ A160 Peptide C18

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Carboxyamidomethylated Lysozyme Tryptic Digest on BIOshell™ A160 Peptide C18
Keywords: Chromatography, Digestions, High performance liquid chromatography, Mass spectrometry

Protocols

Protocols for the Fmoc SPPS of Cysteine-containing Peptides

Peptides containing Cys can exist in either reduced (sulfhydryl) or oxidized inter/intra chain disulfide bonded forms. The synthesis of peptides containing Cys, therefore, presents special challenges...
Keywords: Alkylations, Asymmetric synthesis, Buffers, Centrifugation, Coupling reactions, Cyclizations, Eliminations, Evaporation, Filtration, High performance liquid chromatography, Hormones, Iodinations, Oxidations, Peptide synthesis, Purification, Racemizations, Rearrangements, Reductions, Solid phase peptide synthesis, Solvents, Thiolysis

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