Dodecaethylene glycol di(p-toluenesulfonate)
CAS No.: 1456708-45-4
Cat No.: BP-501391
Purity: ≥95%
4.5 
Dodecaethylene glycol di(p-toluenesulfonate) is a bifunctional PROTAC linker derived from a dodecaethylene glycol backbone bearing two terminal p-toluenesulfonate leaving groups. Structurally, it provides a flexible, hydrophilic chain length that can span the spatial separation between a ligand for an E3 ubiquitin ligase and a ligand for the target protein while maintaining solubility and conformational adaptability. In PROTAC synthesis, each p-toluenesulfonate group can be displaced under nucleophilic substitution conditions by appropriately functionalized amines or other nucleophiles on the two ligands, enabling formation of stable ether or related linkages through the central poly(ethylene glycol) spacer. This linker design is particularly valuable when optimizing ternary complex formation, because linker flexibility and length can strongly influence productive proximity, ubiquitination efficiency, and overall degradation potency.
Structure of 1456708-45-4
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Dodecaethylene glycol di(p-toluenesulfonate) is a bifunctional, sulfonate-activated polyethylene glycol linker designed for building PROTACs through efficient nucleophilic substitution. Its flexible ethylene glycol backbone supports productive spatial arrangement between ligands, while the p-toluenesulfonate leaving groups enable controlled attachment to appropriate nucleophiles. This product is well suited for researchers seeking modular linker installation in targeted protein degradation workflows, with detailed structural and reactivity considerations provided below.
Structure: The linker comprises a dodecaethylene glycol chain bearing two p-toluenesulfonate ester groups. It contains ether linkages along the polyethylene glycol backbone and aryl sulfonate ester functionalities, providing flexibility and polarity. The sulfonate esters act as activated electrophiles while the terminal aromatic sulfonyl groups offer leaving-group capability.
Reactivity: It is typically used under conditions that promote nucleophilic substitution of sulfonate esters by amines or other nucleophiles compatible with PROTAC synthesis. Reactions are commonly performed in polar aprotic or suitable mixed solvents, often with base to generate the nucleophile and drive displacement. Mechanistically, the process proceeds via sulfonate ester activation and leaving-group departure, enabling stepwise conjugation of ligands to form the PROTAC linker architecture.
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
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