Name | Tris-(2-carboxyethyl)-phosphine hydrochloride |
Synonyms | 500 MM TCEP TCEP-HCl, OMniPur(R) Tris(carboxyethyl)phosphine.HC 3,3',3''-phosphanetriyltripropanoate Tris(2-carboxyethyl)phosphine hydrochloride Tris-(2-carboxyethyl)-phosphine hydrochloride 3,3',3''-phosphanetriyltripropanoic acid hydrochloride Tris(2-carboxyethyl)phosphine hydrochloride solution,TCEP Tris(2-carboxyethyl)phosphine hydrochloride, 0.5M soln in water |
CAS | 51805-45-9 |
EINECS | 629-759-1 |
InChI | InChI=1/C9H15O6P/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)/p-3 |
InChIKey | PBVAJRFEEOIAGW-UHFFFAOYSA-N |
Molecular Formula | C9H16ClO6P |
Molar Mass | 286.65 |
Density | 1.041g/mLat 25°C |
Melting Point | 177 °C |
Boling Point | 519.4°C at 760 mmHg |
Flash Point | 267.9°C |
Water Solubility | Soluble in water and methanol. |
Solubility | Soluble in water (5 mg/ml), and methanol., Soluble in water (5 mg/ml), and methanol. |
Vapor Presure | 3.51E-12mmHg at 25°C |
Appearance | White powder |
Color | white |
Maximum wavelength(λmax) | ['λ: 260 nm Amax: 0.05', , 'λ: 280 nm Amax: 0.03'] |
Merck | 14,9085 |
BRN | 3724376 |
pKa | 7.66(at 25℃) |
PH | 7.0(aqueous solution; pH was adjusted with ammonium hydroxide) |
Storage Condition | 2-8°C |
Stability | Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20°C for up to 1 month. |
Sensitive | Moisture Sensitive |
Refractive Index | n20/D 1.367 |
MDL | MFCD00145469 |
In vitro study | TCEP hydrochloride has been introduced which oers the prospect of serving as an alternative to the more commonly employed DTT in the NF-κB-DNA binding reactions in vitro, using recombinant p50 protein and a 32 P-labelled κB oligonucleotide. DTT promotes NF-κB-DNA binding in concentrations from 0.25 to 2.6 mM in binding reactions. However, in the presence of 0.25 mM DTT, inhibition of NF-κB binding is seen only at Hg 2+ concentrations greater than 100 μM and results are highly variable. In contrast, TCEP hydrochloride promotes NF-κB-DNA binding in a dose-related manner in concentrations from 0.25 to 6 mM. In the presence of even 6 mM TCEP hydrochloride, Hg 2+ prevents NF-κB-DNA binding at concentrations as low as 20 μM in binding reactions. The human lactoferrin (hLF) peptide is dissolved in phosphate buffer to a concentration of 0.1 mm. Reduction of the disulfide bonds is obtained by adding a 30-fold molar excess of TCEP hydrochloride with subsequent incubation for 2 h at 37 ℃. |
Risk Codes | R36/38 - Irritating to eyes and skin. R36/37/38 - Irritating to eyes, respiratory system and skin. R34 - Causes burns |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S37/39 - Wear suitable gloves and eye/face protection S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S27 - Take off immediately all contaminated clothing. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
UN IDs | UN 3261 8/PG 2 |
WGK Germany | 2 |
FLUKA BRAND F CODES | 10 |
TSCA | No |
HS Code | 29319090 |
Hazard Class | 8 |
Packing Group | III |
Reference Show more | 1. Cheng, Zhongzhe, et al. "Determination of thailandepsin B in rat plasma with a LC–MS/MS method." Bioanalysis 7.1 (2015): 39-52.36.161.84.113 2. Baoshan He, Xiaoze Dong, Nb.BbvCI powered DNA walking machine-based Zr-MOFs-labeled electrochemical aptasensor using Pt@AuNRs/Fe-MOFs/PEI-rGO as electrode modification material for patulin detection, Chemical Engineering Journal, Volume 405, 2021, 126642, 3. [IF=13.273] Baoshan He et al."Nb.BbvCI powered DNA walking machine-based Zr-MOFs-labeled electrochemical aptasensor using Pt@AuNRs/Fe-MOFs/PEI-rGO as electrode modification material for patulin detection."Chem Eng J. 2021 Feb;405:126642 4. [IF=10.588] Yuanyuan Liu et al."A magnetic relaxation switching and visual dual-mode sensor for selective detection of Hg2+ based on aptamers modified Au@Fe3O4 nanoparticles."J Hazard Mater. 2020 Apr;388:121728 5. [IF=7.46] Min Wei et al."Development of the signal amplification based on Au@Pt/MIL-101(Cr) as mimetic enzyme and RecJf exonuclease-assistant target recycling."Sensor Actuat B-Chem. 2020 Jun;312:128019 6. [IF=3.361] Huali Jin et al."An electrochemical aptasensor for lead ion detection based on catalytic hairpin assembly and porous carbon supported platinum as signal amplification."Rsc Adv. 2020 Feb;10(11):6647-6653 7. [IF=3.223] Min Wei et al."Electrochemical Aptasensor for Zearalenone Based on DNA Assembly and Exonuclease III as Amplification Strategy."Electroanal. 2021 Jul;33(7):1691-1698 8. [IF=1.967] Chenling Qu et al."A homogeneous electrochemical aptasensor based on DNA assembly for zearalenone detection."J Chin Chem Soc-Taip. 2021 Oct;68(10):1998-2005 9. [IF=4.464] Lina Lv et al."A “signal off” aptasensor based on AuNPs/Ni-MOF substrate-free catalyzed for detection Enrofloxacin."J Electroanal Chem. 2022 Apr;911:116251 10. [IF=9.229] Miaomiao Han et al."Amyloid Protein-Biofunctionalized Polydopamine Nanoparticles Demonstrate Minimal Plasma Protein Fouling and Efficient Photothermal Therapy."Acs Appl Mater Inter. 2022;XXXX(XXX):XXX-XXX 11. [IF=14.188] Xuehui Liu et al."Stimuli-Mediated Specific Isolation of Exosomes from Blood Plasma for High-Throughput Profiling of Cancer Biomarkers."Small Methods. 2021 Dec 19 12. [IF=13.273] Yuan Li et al."Biocatalytic living materials built by compartmentalized microorganisms in annealable granular hydrogels."CHEMICAL ENGINEERING JOURNAL. 2022 Oct;445:136822 13. [IF=3.223] Zeping Lv et al."An ultrasensitive DNA sensor for Hg2+ assay based on electrodeposited Au/carbon nanofibers-chitosan and reduced graphene oxide."ELECTROANALYSIS |
Introduction | Tris (2-carboxyethyl) phosphine hydrochloride (TCEP hydrochloride) is a new type of thiolated DNA reducing agent And deprotectant. The sulfhydrated DNA terminal sulfur atoms tend to form dimers in solution, especially in the presence of oxygen. This dimerization greatly reduces the efficiency of some coupling reaction experiments (such as the immobilization of DNA in the biosensor); and the addition of tris (2-carboxyethyl) phosphine hydrochloride (TCEP) in the DNA solution. Hydrochloride), removed after a period of reaction, can reduce the dimerization of DNA. |
Use | Tris (2-carbonylethyl) phosphorus hydrochloride is an organophosphorus compound, which can be used as a water-soluble reagent for the selective reduction of disulfide; It is more stable than DTT in mass spectrometry applications; it can also be used for selective reduction of disulfide in water. Water-soluble reagent for selective reduction of disulfide. 1 is more stable than DTT in mass spectrometry applications. Water-soluble reagent for selective reduction of disulfide. It is more stable than DTT in mass spectrometry applications. It is used for the selective reduction of disulfide in water. After alkalization, the water-soluble ligand can realize the simple removal of ruthenium-based metathesis catalyst through the crude product of the aqueous washing reaction. |
Biological activity | TCEP hydrochloride (Tris(2-carboxyethyl)phosphine hydrochloride) is a non-thiol reducing agent, which is more stable than other chemical reducing agents And produce faster S-S reduction reactions. TCEP hydrochloride is a trialkylphosphine that selectively reduces protein decomposition without changing its properties or interacting with thiol guides in the reaction mixture. TCEP hydrochloride is also a commonly used reducing agent in DNA/AuNP chemistry. |