Thiophosphoro alkyne dichloridate (TPAC)
| Artikel-Nr. | Packungseinheit | Preis | Vorlaufzeit | Jetzt kaufen |
|---|---|---|---|---|
| 6024-100mg | 100 mg |
$460.00
|
12 Tagen. | |
| 6024-500mg | 500 mg |
auf Anfrage
|
12 Tagen. |
Thiophosphoro alkyne dichloridate (TPAC) is a highly reactive phosphorothioate reagent designed for chemoselective histidine bioconjugation. The molecule contains two electrophilic P—Cl bonds and a terminal alkyne handle, enabling direct covalent modification of histidine residues in native proteins followed by bioorthogonal functionalization.
The reagent selectively targets the imidazole side chain of histidine under near-neutral aqueous conditions, forming a stable phosphorothioimidazolide linkage. Compared to conventional acylating or alkylating reagents, thiophosphoryl dichloridates exhibit a strong preference for histidine over lysine, serine, and tyrosine residues, enabling controlled, site-specific protein modification without global denaturation.
The incorporated terminal alkyne group remains inert during the conjugation step and serves as a versatile handle for subsequent click chemistry (CuAAC) with azide-containing fluorophores, affinity tags, or other functional payloads.
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General properties
| Appearance: | colorless liquid |
| Molecular weight: | 189.00 |
| CAS number: | 21300-59-4 |
| Molecular formula: | C3H3Cl2OPS |
| IUPAC name: | O-(Prop-2-yn-1-yl) phosphorodichloridothioate |
| Solubility: | DCM, THF, chloroform, acetonitrile, toluene |
| Quality control: | NMR 1H and HPLC-MS (95+%) |
| Storage conditions: | 24 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. Desiccate. |
| Sicherheitsdatenblatt: | herunterladen |
| Product specifications |
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