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75259

Sigma-Aldrich

Tris(2-carboxyethyl)phosphine hydrochloride

BioUltra, ≥98% (NMR)

Synonym(s):

TCEP

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1 G
$212.00
10 G
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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

$212.00

In StockDetails

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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.[1][2] It readily and stoichiometrically reduces disulfides with high specificity.[1] TCEP exhibits reducing activity at pH 1.5 to pH 9.0 and reduces dehydroascorbic acid (DHA) at pH 4.[2]

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[3]
  • in reducing sulfhydryl groups to obtain total thiol fraction[4]
  • to reduce protein samples[5]

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

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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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM1028
BCCK2560
BCCK9952
BCCH0850
BCCJ4621

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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
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
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
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
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
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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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