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Tris(2-carboxyethyl)phosphine hydrochloride

Name: Tris(2-carboxyethyl)phosphine hydrochloride
Brand: SIGMA

BioUltra, ≥98% (NMR)

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Synonym(s):

TCEP

Empirical Formula (Hill Notation):

C₉H₁₅O₆P · HCl

CAS Number:

51805-45-9

Molecular Weight:

286.65

Beilstein:

3724376

MDL number:

MFCD00145469

PubChem Substance ID:

329766294

NACRES:

NA.25

product line

BioUltra

Quality Level

200

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 (SO₄^2-): ≤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 A_max: 0.05
λ: 280 nm A_max: 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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Related Categories

Chelating & Reducing Agents for Research

High-Purity Biochemicals and Reagents

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

GHS05

Signal Word

Danger

Hazard Statements

H314

Precautionary Statements

P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 1

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Determination of dehydroascorbic acid in mouse tissues and plasma by using tris(2-carboxyethyl)phosphine hydrochloride as reductant in metaphosphoric acid/ethylenediaminetetraacetic acid solution.

Yasunori Sato et al.

Biological & pharmaceutical bulletin, 33(3), 364-369 (2010-03-02)

Ascorbic acid (AA) has a strong anti-oxidant function evident as its ability to scavenge superoxide radicals in vitro. Moreover, AA is an essential ingredient for post-translational proline hydroxylation of collagen molecules. Dehydroascorbic acid (DHA), the oxidized form of AA, is

G Elif Karagöz et al.

Bio-protocol, 9(14), e3307-e3307 (2019-07-20)

The kinase/RNase IRE1 is a key effector of the cellular response to endoplasmic reticulum stress. The RNase activity of IRE1 can be measured in cells or in the test tube. Here we describe a protocol for the in vitro cleavage

Atg21 organizes Atg8 lipidation at the contact of the vacuole with the phagophore.

Lena Munzel et al.

Autophagy, 17(6), 1458-1478 (2020-06-10)

Coupling of Atg8 to phosphatidylethanolamine is crucial for the expansion of the crescent-shaped phagophore during cargo engulfment. Atg21, a PtdIns3P-binding beta-propeller protein, scaffolds Atg8 and its E3-like complex Atg12-Atg5-Atg16 during lipidation. The crystal structure of Atg21, in complex with the

A scoutRNA Is Required for Some Type V CRISPR-Cas Systems.

Lucas B Harrington et al.

Molecular cell, 79(3), 416-424 (2020-07-10)

CRISPR-Cas12c/d proteins share limited homology with Cas12a and Cas9 bacterial CRISPR RNA (crRNA)-guided nucleases used widely for genome editing and DNA detection. However, Cas12c (C2c3)- and Cas12d (CasY)-catalyzed DNA cleavage and genome editing activities have not been directly observed. We

Aryl Hydrocarbon Receptor and Cysteine Redox Dynamics Underlie (Mal)adaptive Mechanisms to Chronic Intermittent Hypoxia in Kidney Cortex.

Maria João Correia et al.

Antioxidants (Basel, Switzerland), 10(9) (2021-09-29)

We hypothesized that an interplay between aryl hydrocarbon receptor (AhR) and cysteine-related thiolome at the kidney cortex underlies the mechanisms of (mal)adaptation to chronic intermittent hypoxia (CIH), promoting arterial hypertension (HTN). Using a rat model of CIH-HTN, we investigated the

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