Tris(2-carboxyethyl)phosphine hydrochloride solution
SIGMA/646547 - 0.5 M, pH 7.0(aqueous solution; pH was adjusted with ammonium hydroxide)
Synonym: TCEP
CAS Number: 51805-45-9
Empirical Formula (Hill Notation): C9H15O6P · HCl
Molecular Weight: 286.65
MDL Number: MFCD00145469
Linear Formula: C9H15O6P · HCl
Product Type: Chemical
| concentration | 0.5 M |
| density | 1.041 g/mL at 25 °C |
| InChI | 1S/C9H15O6P.ClH/c10-7(11) |
| InChI key | PBVAJRFEEOIAGW-UHFFFAOYSA |
| pH | 7.0(aqueous solution; pH was adjusted with ammonium hydroxide) |
| Quality Level | 200 ![]() |
| refractive index | n |
| SMILES string | Cl.OC(=O)CCP(CCC(O)=O)CCC |
| Application: | 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. |
| Application: | Tris (2-carboxyethyl) phosphine (TCEP) has also been used: • to cleave cysteine residues in a synthetic peptide • in reduction buffer for RNA • for the reduction of oligonucleotides • as reducing agent during mitochondrial isolation |
| Biochem/physiol Actions: | 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. |
| Biochem/physiol Actions: | Tris(2-carboxyethyl)phosp |
| General description: | It belongs to the trialkylphosphine class. |
| 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. |
| Packaging: | 10×1 mL in ampule |
| Symbol | GHS07 |
| Signal word | Warning |
| Hazard statements | H315 - H319 - H335 |
| Precautionary statements | P302 + P352 - P305 + P351 + P338 |
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 1 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Density | 1.041 g/mL at 25 °C |
| Refractive Index | n |
| UNSPSC | 12352128 |


