Synonyms: 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
Molecular Formula: C3H3Cl2OPS
Molecular Weight: 189.0
Linear Structural Formula: C3H3Cl2OPS
Purity: >=95%
Storage: -20C
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