Heptaethylene glycol di(p-toluenesulfonate)
Heptaethylene glycol di(p-toluenesulfonate) is a bifunctional linker derived from heptaethylene glycol, bearing two terminal p-toluenesulfonate leaving groups that enable efficient nucleophilic substitution. Structurally, it provides a flexible, water-compatible polyether chain of seven ethylene glycol units, while the sulfonate esters act as activated handles for coupling to nucleophiles such as amines or other heteroatom-containing groups under standard organic synthesis conditions. In PROTAC construction, this type of di-sulfonate linker is used to connect two functional moieties—typically a ligand for an E3 ligase and a ligand for the target protein—by forming stable C–N or related linkages at the termini, thereby positioning the two ligands at a controllable distance and conformational freedom to promote productive ternary complex formation. Its value for targeted protein degradation research lies in its modularity and flexibility, supporting systematic linker optimization to improve degradation potency and selectivity in experimental PROTAC workflows.
Structure of 69502-27-8
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* For research and manufacturing use only. Not for human or clinical use.
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Heptaethylene glycol di(p-toluenesulfonate) is a bifunctional, sulfonate-activated linker designed to enable efficient coupling of PROTAC components through nucleophilic substitution. Its di-sulfonate termini provide two reactive handles, supporting modular assembly of targeted protein degraders with defined linker length and flexibility. The molecule is commonly used in PROTAC synthesis workflows, where controlled functionalization and reliable reactivity are essential.
Structure: The linker is built on a heptaethylene glycol backbone, providing a flexible polyether chain. Each terminus is a p-toluenesulfonate ester, featuring sulfonate leaving groups attached to aromatic p-tolyl rings. The structure contains ether linkages and sulfonate ester functionalities that support substitution chemistry.
Reactivity: The p-toluenesulfonate esters undergo nucleophilic substitution under conditions typically used for sulfonate activation in linker synthesis. Suitable nucleophiles (commonly amines or alkoxides) displace the tosylate groups to form new C–N or C–O bonds, enabling stepwise PROTAC conjugation. Reactions are generally performed in polar aprotic or compatible solvent systems with base to promote nucleophile formation; catalysts are usually not required, though temperature and stoichiometry control conversion and minimize side reactions.
* 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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