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Merck
CN

646547

三(2-羧乙基)膦 盐酸盐 溶液

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

别名:

TCEP

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关于此项目

经验公式（希尔记法）:
C9H15O6P · HCl
化学文摘社编号:
51805-45-9
分子量:
286.65
NACRES:
NA.25
PubChem Substance ID:
24883469
UNSPSC Code:
12352128
MDL number:
MFCD00145469

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产品名称

三(2-羧乙基)膦 盐酸盐 溶液, 0.5 M, pH 7.0(aqueous solution; pH was adjusted with ammonium hydroxide)

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

相关类别

Application

三（2-羧乙基）膦（TCEP）可用于:
  • 还原合成肽中的半胱氨酸残基
  • RNA还原缓冲液 靶标顺序探测（SPOT）成像
  • 寡核苷酸还原
  • 用作线粒体分离期间的还原剂

三（2-羧乙基）膦（TCEP）可用于多种下游应用，包括SDS-PAGE、质谱、半胱氨酸特异性标签标记以及含半胱氨酸化合物的修饰。它可以防止蛋白质样品的氧化，这使其成为一种实用的缓冲成分以帮助保留酶活性。它已被用于谷胱甘肽的还原和测量。

Biochem/physiol Actions

三（2-羧乙基）膦盐酸溶液可还原二硫键，同时保持蛋白质中的其他官能团完整。
作为非硫醇还原剂，它不具有含巯基化合物固有的毒性。它能够破坏由单个二硫键连接的肉毒杆菌神经毒素B重链/轻链复合物，该复合物导致毒素的内吞并最终产生毒性。由于二硫键偶联亚基是许多毒素（如蓖麻毒素、蛇毒和所有BoNT血清型）的特有基团，因此，在毒素给药时可使用TCEP作为抢救预防措施。

General description

三（2-羧乙基）膦（TCEP）能够在水溶液中高效裂解二硫键。与其他三烷基膦（三丁基膦）不同，TCEP溶于水且无味。它的毒性也比2-巯基乙醇更低。这些优点使其成为更好的还原剂。
属于三烷基膦类。

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

存储类别

8A - Combustible corrosive hazardous materials

wgk

WGK 1

ppe

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

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCZ5326
MKCZ4700
MKCX8100
MKCX8572
MKCX9854

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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
Defined DNA/nanoparticle conjugates
Ackerson CJ, et al.
Proceedings of the National Academy of Sciences of the USA, 102(38), 13383-13385 (2005)
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
Quantitative analysis of tris (2-carboxyethyl) phosphine by anion-exchange chromatography and evaporative light-scattering detection
Tan Z, et al.
Journal of Pharmaceutical and Biomedical Analysis, 59, 167-172 (2012)
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
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