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C4706

Sigma-Aldrich

トリス(2-カルボキシエチル)ホスフィン 塩酸塩

Tris(2-carboxyethyl)phosphine hydrochloride
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powder

別名:

TCEP

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2 G
¥12,000
10 G
¥43,200
50 G
¥155,000

¥12,000


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サイズを選択してください

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2 G
¥12,000
10 G
¥43,200
50 G
¥155,000

About This Item

実験式(ヒル表記法):
C9H15O6P · HCl
CAS番号:
分子量:
286.65
Beilstein:
3724376
MDL番号:
UNSPSCコード:
12352128
PubChem Substance ID:
NACRES:
NA.22
フォーム:
powder

¥12,000


在庫あり詳細


バルクの問い合わせ

詳細

Protect from moisture

品質水準

フォーム

powder

反応適合性

reagent type: reductant

white

溶解性

H2O: 50 mg/mL

保管温度

2-8°C

SMILES記法

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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関連するカテゴリー

詳細

トリス(2-カルボキシエチル)ホスフィン塩酸塩(TCEP.HCl)は、不揮発性の固体です。強力な還元剤です。1[1]HCl水溶液の還流中にトリス(2-シアノエチル)ホスフィンの酸加水分解を行うことによって合成できます。1[1]さまざまなペプチドおよびタンパク質におけるジスルフィド結合のin vitroおよびin vivoでの還元など、さまざまなバイオ用途に使用されています。TCEPは、Zn(II)、Cd(II)、Pb(II)、Ni(II)などさまざまな重金属イオンについての有用なキレート剤です。[2]

アプリケーション

トリス(2-カルボキシエチル)ホスフィン塩酸塩(TCEP..HCl)は、下記に使用することができます:
  • スルホキシド、塩化スルホニル、N-酸化物、アジ化物の還元に対する還元剤。銅触媒存在下でのアジド-アルキン付加環化反応。[3]
  • さまざまなタンパク質のジスルフィド結合を還元するため。[3]
  • 水中でのジスルフィドの選択的還元試薬。[1]
  • 粗反応混合物が塩基化したときに、当該混合物を水洗浄することによりルテニウム由来メタセシス触媒を除去するため。[4][5]
  • トランス-4,5-ジヒドロキシ-1,2-ジチアンなどのさまざまなアルキルジスルフィドの還元に対する還元剤。[1]
水溶性の試薬であり、ジスルフィドの選択的還元に使用されます。DTTよりも高い安定性を示し、質量分析での使用に有用です。

注意

保管条件:湿気から保護してください。

関連製品

ピクトグラム

Corrosion

シグナルワード

Danger

危険有害性情報

危険有害性の分類

Eye Dam. 1 - Skin Corr. 1B

保管分類コード

8A - Combustible corrosive hazardous materials

WGK

WGK 1

個人用保護具 (PPE)

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

C4706-2G:
C4706-BULK:
C4706-10G:
C4706-VAR:
C4706-50G:


最新バージョンのいずれかを選択してください:

試験成績書(COA)

Lot/Batch Number

適切なバージョンが見つかりませんか。

特定のバージョンが必要な場合は、ロット番号またはバッチ番号で特定の証明書を検索できます。

以前この製品を購入いただいたことがある場合

文書ライブラリで、最近購入した製品の文書を検索できます。

文書ライブラリにアクセスする

Grubbs, R. H.
Org. React., 22, 123-123 (2004)
Selective reduction of disulfides by tris(2-carboxyethyl)phosphine
Burns, J. A., et al.
The Journal of Organic Chemistry, 56(8), 2648-2648 (1991)
Selective reduction of disulfides by tris (2-carboxyethyl) phosphine.
Burns JA, et al.
The Journal of Organic Chemistry, 56(8), 2648-2650 (1991)
Purification technique for the removal of ruthenium from olefin metathesis reaction products
Maynard, H. D.; Grubbs, R. J.
Tetrahedron Letters, 40, 4137-4137 (1999)
Coordination properties of tris (2-carboxyethyl) phosphine, a newly introduced thiol reductant, and its oxide.
Krezel A, et al.
Inorganic Chemistry, 42(6), 1994-2003 (2003)

質問

1–10/10 質問  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 回答
    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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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 回答
    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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  3. Hello, how long is a 0.5 M TCEP solution in water stable? Can it be stored at -80 °C or 4 °C? If so, for how long can it be kept at each temperature? Thanks.

    1 回答
    1. This material is quite stable in solution. A prepared solution, 646547, 0.5 M TCEP, pH 7, notes that solutions are stable for up to 2 years at room temperature. The pH of the prepared solution is adjusted to 7.0 using ammonium hydroxide. Refrigeration of the solution is not expected to be harmful. However, the freeze/thaw process may be detrimental. Please see the link below to review the product datasheet for the prepared solution:
      https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/product/documents/120/057/646547dat.pdf

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  4. I would like to use TCEP for the protein purification and enzyme activity purposes. What product do you recommend, please? I prefer powder formula. Thank you 

    1 回答
    1. TCEP is a very common reducing agent in protein analysis. All of the TCEP powder products reference protein applications. One product, 68957, is tested for use in protein electrophoresis, however none of the TCAP products are tested for suitability in enzyme assays. The end user would have to determine suitability. Please see the link below to the available product options:
      https://www.sigmaaldrich.com/search/51805-45-9?focus=products&page=1&perpage=30&sort=relevance&term=51805-45-9&type=cas_number

      Please see the link below to review the available peer reviewed papers:
      https://www.sigmaaldrich.com/search/tcep?focus=papers&page=1&perpage=30&sort=relevance&term=tcep&type=citation_search

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  5. How long is this TCEP stable at 2-8C in powder form?

    1 回答
    1. This product will be stable at 2-8°C for 2 years from the date of release. It is assigned a recommended retest date of 2 years after the quality release date. This date is lot-specific and can be found on the Certificate of Analysis. A recommended retest date is the period of time during which the product is expected to remain within established stability specifications, provided that it has been stored under defined conditions. After the Retest Date, product samples should be examined to ensure that the product is still in compliance with the established specifications.
      For more information, you may access the "Product Dating Information" document under "ADDITIONAL USEFUL DOCUMENTS ABOUT OUR PRODUCTS" at the bottom of the Quality Services page with this link: https://www.sigmaaldrich.com/US/en/life-science/quality-and-regulatory-management/quality-services.

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  6. What is Product C4706, Tris(2-carboxyethyl)phosphine hydrochloride, soluble in?

    1 回答
    1. TCEP is soluble in water at 50 mg/ml and is also stable under both acidic and basic pH conditions. For work in protein analysis and mass spectrometry, we also offer an already prepared version of TCEP in a buffered aqueous solution. Product# 646547 is 0.5M solution of TCEP in water, where the pH has been adjusted to 7 with ammonium hydroxide.

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  7. What is the Department of Transportation shipping information for this product?

    1 回答
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  8. What is the primary function of Product C4706, Tris(2-carboxyethyl)phosphine hydrochloride?

    1 回答
    1. Tris (2-carboxyethyl) phosphine hydrochloride (TCEP, #C4706) is capable of selectively cleaving disulfide bonds.

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  9. What is the benefit of Product C4706, Tris(2-carboxyethyl)phosphine hydrochloride (TCEP), over traditional disulfide reduction agents, like DTT (dithiothreitol) and BME (beta-mercaptoethanol)?

    1 回答
    1. TCEP is a very effective disulfide reducing agent that is less toxic than beta-mercaptoethanol and more stable to solution oxidation and pH changes than dithiothreitol.

      役に立ちましたか?

  10. Where can I find protocols that cite the use of Product C4706, Tris(2-carboxyethyl)phosphine hydrochloride (TCEP)?

    1 回答
    1. 1. Burns, J. A., et al. J. Org. Chem. 56, 1648, (1991)2. Maynard, H. D.; Grubbs, R. J. Tet. Lett. 40, 4137, (1999)3. Grubbs, R. H. Org. React. 22, 123, (2004)4. Burns, J.A. J. Org. Chem. 56, 2648, (1991)5. Kirley, T.L., Reduction and fluorescent labeling of cyst(e)ine-containing proteins for subsequent structural analyses. Anal. Biochem. 180, 231-236, (1989)6. Fischer W.H, et al., In situ reduction suitable for matrix-assisted laser desorption/ionization and liquid secondary ionization using tris(2-carboxyethyl)phosphine. Rapid Commun. Mass Spectrom. 7, 225-228, (1993)7. Getz, E.B., et al., A comparison between the sulfhydryl reductants tris(2-carboxyethyl)phosphine and dithiothreitol for use in protein biochemistry. Anal. Biochem. 273, 73-80, (1999) 8. Beil. 4,IV,3441

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レビュー

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アクティブなフィルタ

  1. Coventry, United Kingdom
    • 1件のレビュー
    • 0件の投票
    星5/5個です。

    Reliable product

    Good and reliable product of high quality. Great purity

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