Tris(2-carboxyethyl)phosphine hydrochloride
Empirical Formula (Hill Notation): | C9H15O6P · HCl |
CAS Number: | 51805-45-9 |
Molecular Weight: | 286.65 |
Beilstein/REAXYS Number: | 3724376 |
MDL number: | MFCD00145469 |
PubChem Substance ID: | 57654018 |
NACRES: | NA.22 |
Кат. номер |
C4706-10G |
C4706-50G |
C4706-2G |
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).
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.
Water soluble reagent, used for selective reduction of disulfides. More stable than DTT and useful in mass spectrometry applications.
2, 10, 50 g in glass bottle
Storage conditions:protect from moisture.
Quality Level | 200 |
description | Protect from moisture |
form | powder |
reaction suitability | reagent type: reductant |
color | white |
solubility | H2O: 50 mg/mL |
storage temp. | 2-8°C |
SMILES string | Cl[H].OC(=O)CCP(CCC(O)=O)CCC(O)=O |
InChI | 1S/C9H15O6P.ClH/c10-7(11)1-4-16(5-2-8(12)13)6-3-9(14)15;/h1-6H2,(H,10,11)(H,12,13)(H,14,15);1H |
InChI key | PBVAJRFEEOIAGW-UHFFFAOYSA-N |
pictograms | GHS05 |
signalword | Danger |
hcodes | H314 |
pcodes | P260 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 |
Personal Protective Equipment | Eyeshields, Faceshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges |
RIDADR | UN 3261 8 / PGII |
WGK Germany | WGK 1 |