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Merck

646547

Tris(2-carboxyethyl)phosphine hydrochloride solution

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

동의어(들):

TCEP

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제품정보 (DICE 배송 시 비용 별도)

실험식(Hill 표기법):
C9H15O6P · HCl
CAS 번호:
51805-45-9
Molecular Weight:
286.65
NACRES:
NA.25
PubChem Substance ID:
24883469
UNSPSC Code:
12352128
MDL number:
MFCD00145469

주요 문서

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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

SMILES string

Cl.OC(=O)CCP(CCC(O)=O)CCC(O)=O

InChI key

PBVAJRFEEOIAGW-UHFFFAOYSA-N

concentration

0.5 M

refractive index

n20/D 1.367

pH

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

density

1.041 g/mL at 25 °C

Quality Level

200

관련 카테고리

General description

It belongs to the trialkylphosphine class.
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.

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.
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

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.
Tris(2-carboxyethyl)phosphine hydrochloride solution reduces the disulfide bonds and leaves other functional groups intact in proteins.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

저장 등급

8A - Combustible corrosive hazardous materials

wgk

WGK 1

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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시험 성적서(COA)

Lot/Batch Number
MKCZ8978
MKDB1294
MKCZ5326
MKCZ4700
MKCX8100

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

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)
Highly multiplexed quantitative mass spectrometry analysis of ubiquitylomes
Rose CM, et al.
Cell Systems, 3(4), 395-403 (2016)
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
Xuerong Shi et al.
Journal of cellular biochemistry, 107(5), 1021-1030 (2009-06-06)
The light chain (LC) of botulinum neurotoxin B (BoNT/B) is unable to enter target neuronal cells by itself. It is brought into the cell in association with the BoNT/B heavy chain (HC) through endocytosis. The BoNT HC-LC subunits are held
M C Gilbert Lee et al.
Journal of visualized experiments : JoVE, (87)(87), doi:10-doi:10 (2014-05-20)
Cell surface proteins, including extracellular matrix proteins, participate in all major cellular processes and functions, such as growth, differentiation, and proliferation. A comprehensive characterization of these proteins provides rich information for biomarker discovery, cell-type identification, and drug-target selection, as well
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