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75259

Sigma-Aldrich

Tris(2-carboxyethyl)phosphine hydrochloride

BioUltra, ≥98% (NMR)

Synonym(s):

TCEP

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About This Item

Empirical Formula (Hill Notation):
C9H15O6P · HCl
CAS Number:
51805-45-9
Molecular Weight:
286.65
Beilstein:
3724376
MDL number:
MFCD00145469
UNSPSC Code:
12352128
PubChem Substance ID:
329766294
NACRES:
NA.25

product line

BioUltra

Quality Level

300

Assay

≥98% (NMR)

form

crystals

reaction suitability

reagent type: reductant

loss

≤1.0% loss on drying

pH

1.2-1.5

solubility

H2O: 1 M, clear, colorless (no residue)

anion traces

sulfate (SO42-): ≤50 mg/kg

cation traces

Al: ≤5 mg/kg
As: ≤0.05 mg/kg
Ba: ≤5 mg/kg
Bi: ≤5 mg/kg
Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Li: ≤5 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Mo: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Sr: ≤5 mg/kg
Zn: ≤5 mg/kg

λ

0.1 M in H2O

UV absorption

λ: 260 nm Amax: 0.05
λ: 280 nm Amax: 0.03

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

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General description

Tris(2-carboxyethyl)-phosphine hydrochloride (TCEP) is a strong reducing agent that is stable in an aqueous solution. It readily and stoichiometrically reduces disulfides with high specificity. TCEP exhibits reducing activity at pH 1.5 to pH 9.0 and reduces dehydroascorbic acid (DHA) at pH 4.

Application

Tris(2-carboxyethyl)phosphine hydrochloride has been used:
  • as a component of IRE1 dialysis buffer, RNA cleavage buffer, and in in vitro cleavage assay of in vitro transcribed RNA
  • in reducing sulfhydryl groups to obtain total thiol fraction
  • to reduce protein samples

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

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

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