All Photos(1)



Tris(2-carboxyethyl)phosphine hydrochloride solution

0.5 M, pH 7.0(aqueous solution; pH was adjusted with ammonium hydroxide)

Empirical Formula (Hill Notation):
C9H15O6P · HCl
CAS Number:
Molecular Weight:
MDL number:
PubChem Substance ID:

Quality Level


0.5 M

refractive index

n20/D 1.367


7.0(aqueous solution; pH was adjusted with ammonium hydroxide)


1.041 g/mL at 25 °C

SMILES string




InChI key


General description

Tris (2-carboxyethyl) phosphine (TCEP) is very effective in cleaving disulfide bonds in aqueous solution. It dissolves in water and is odorless, unlike other trialkylphosphines (tributylphosphine). It is also less toxic than 2-mercaptoethanol. These advantages make it better than the other reducing agents.
It belongs to the trialkylphosphine class.


Tris (2-carboxyethyl) phosphine (TCEP) can be used in several downstream applications including SDS-PAGE, mass spectrometry, labeling with cysteine specific tags, and modification of cysteine containing compounds. It prevents oxidation of protein samples, which makes it a useful buffer component as it helps to preserve enzymatic activity. It has been used in the reduction and measurement of glutathione.
Tris (2-carboxyethyl) phosphine (TCEP) has also been used:
  • to cleave cysteine residues in a synthetic peptide
  • in reduction buffer for RNA Sequential Probing of Targets (SPOTs) imaging
  • for the reduction of oligonucleotides
  • as reducing agent during mitochondrial isolation


10×1 mL in ampule

Biochem/physiol Actions

Tris(2-carboxyethyl)phosphine hydrochloride solution reduces the disulfide bonds and leaves other functional groups intact in proteins.
As a non-mercaptan reducing agent, it avoids the toxicity inherent in thiol-containing compounds. It is capable of disrupting the botulinum neurotoxin B heavy-chain/light-chain complex that is held together by a single disulfide bond, and that is responsible for endocytosis, and ultimately the toxicity, of the toxin. Since disulfide-coupled subunits are characteristic of many toxins (e.g., ricin, snake venom, and all BoNT serotypes), it may be useful as a rescue prophylactic in cases of toxin administration.


Exclamation mark

Signal Word


Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids



Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Certificate of Origin

More documents

Quotes and Ordering

E B Getz et al.
Analytical biochemistry, 273(1), 73-80 (1999-08-24)
The newly introduced sulfhydryl reductant tris(2-carboxyethyl)phosphine (TCEP) is a potentially attractive alternative to commonly used dithiothreitol (DTT). We compare properties of DTT and TCEP important in protein biochemistry, using the motor enzyme myosin as an example protein. The reductants equally
Quantitative analysis of tris (2-carboxyethyl) phosphine by anion-exchange chromatography and evaporative light-scattering detection
Tan Z, et al.
Journal of Pharmaceutical and Biomedical Analysis, 59, 167-172 (2012)
Differential labeling of free and disulfide-bound thiol functions in proteins
Seiwert B, et al.
Journal of the American Society For Mass Spectrometry, 19(1), 1-7 (2008)
Peiran Liu et al.
Journal of the American Society for Mass Spectrometry, 21(5), 837-844 (2010-03-02)
Introduced in the late 1980s as a reducing reagent, Tris (2-carboxyethyl) phosphine (TCEP) has now become one of the most widely used protein reductants. To date, only a few studies on its side reactions have been published. We report the
Defined DNA/nanoparticle conjugates
Ackerson CJ, et al.
Proceedings of the National Academy of Sciences of the USA, 102(38), 13383-13385 (2005)


Development of a Simple and Rapid Digestion Protocol for Proteomics Sample Preparation

In this study, we developed a rapid trypsin digest kit that, at elevated temperatures, yielded reliable, reproducible results in less than 2 hours on a wide variety of substrates for mass spectrometry.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service