914746

Thiophosphoro alkyne dichloridate

≥95%

• Synonym(s): 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
• Empirical Formula (Hill Notation): C₃H₃Cl₂OPS
• CAS Number: 21300-59-4
• Molecular Weight: 189.00
• MDL number: MFCD32857301
• UNSPSC Code: 12352106
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥95%
• form: liquid
• storage temp.: −20°C
• SMILES string: [P](=S)(Cl)(Cl)OCC#C
• InChI: 1S/C3H3Cl2OPS/c1-2-3-6-7(4,5)8/h1H,3H2
• InChI key: HPJLQEFYLAALCL-UHFFFAOYSA-N

Description

Application

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.

Other Notes

Bioinspired Thiophosphorodichloridate Reagents for Chemoselective Histidine Bioconjugation

Safety Information

• Storage Class Code: 10 - Combustible liquids
• Flash Point(F): 175.8 °F
• Flash Point(C): 79.9 °C