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Merck
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重要文件

914746

Sigma-Aldrich

Thiophosphoro alkyne dichloridate

≥95%

同義詞:

O-(Prop-2-yn-1-yl) phosphorodichloridothioate, Chemoselective histidine labeling reagent, Phosphorodichloridothioate 2-propyn-1-ol, Propargyl thiophosphorodichloridate, TPAC, Thiophosphoro alkyne dichloridate, Thiophosphorodichloridate reagent, Thiophosphorus electrophile

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About This Item

經驗公式(希爾表示法):
C3H3Cl2OPS
CAS號碼:
分子量::
189.00
MDL號碼:
分類程式碼代碼:
12352106
NACRES:
NA.22

品質等級

化驗

≥95%

形狀

liquid

儲存溫度

−20°C

SMILES 字串

[P](=S)(Cl)(Cl)OCC#C

InChI

1S/C3H3Cl2OPS/c1-2-3-6-7(4,5)8/h1H,3H2

InChI 密鑰

HPJLQEFYLAALCL-UHFFFAOYSA-N

應用

Thiophosphoro alkyne dichloridate (TPAC) is a histidine labeling reagent developed by the Chang lab that mimics native post-translational His phosphorylation. The alkyne allows for subsequent reactions or addition of payloads by copper-assisted alkyne-azide cycloaddition (CuAAC) chemistry. TPAC was also demonstrated to covalently modify His-tags, and by clicking on polyarginine tags, enabled protein delivery into live cells.

儲存類別代碼

10 - Combustible liquids

閃點(°F)

175.8 °F

閃點(°C)

79.9 °C


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Shang Jia et al.
Journal of the American Chemical Society, 141(18), 7294-7301 (2019-04-25)
Site-selective bioconjugation to native protein residues is a powerful tool for protein functionalization, with cysteine and lysine side chains being the most common points for attachment owing to their high nucleophilicity. We now report a strategy for histidine modification using

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