1-Phenyl-2,5,8,11,14,17,20,23,26-nonaoxaoctacosan-28-yl 4-methylbenzenesulfonate
1-Phenyl-2,5,8,11,14,17,20,23,26-nonaoxaoctacosan-28-yl 4-methylbenzenesulfonate is a PEG-like, ether-rich linker bearing a terminal arylsulfonate leaving group. Structurally, it consists of a long poly(ethylene glycol)-type chain with repeating oxygen atoms that provide conformational flexibility and aqueous compatibility, terminating in a 4-methylbenzenesulfonate ester that can undergo nucleophilic substitution. In PROTAC construction, such sulfonate-activated linkers are commonly used to connect a ligand-bearing nucleophile (for example, an amine or alcohol on one partner) to the complementary functional handle on the other component, enabling modular assembly while maintaining an appropriate spatial separation between the target-binding moieties. The extended, oxygenated backbone can reduce steric interference and improve solubility of the resulting conjugates, facilitating systematic structure–activity relationship studies in targeted protein degradation research.
Structure of 393517-91-4
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This PROTAC linker is an alkyl polyether sulfonate designed to serve as a robust, functional handle for building targeted protein-degradation conjugates. Its ether-rich backbone provides conformational flexibility and favorable solubility characteristics, while the sulfonate leaving group supports efficient substitution chemistry. Researchers can use it to connect ligands through controlled linker installation, enabling systematic tuning of spatial arrangement and degradation performance.
Structure: The molecule consists of a long, repeating polyether chain terminated by a benzenesulfonate ester. It contains multiple ether oxygen atoms that confer flexibility and polarity, along with an aromatic sulfonate group. The sulfonate functionality is an activated ester suitable for nucleophilic displacement under appropriate conditions.
Reactivity: The sulfonate ester is typically employed in nucleophilic substitution reactions to install the linker between PROTAC components. Suitable nucleophiles include amines or other heteroatom-containing groups, often generated or activated in situ. Common approaches use polar aprotic solvents and base-assisted conditions to promote displacement of the sulfonate leaving group, proceeding via an SN2-type mechanism for accessible primary/secondary centers. Catalysts are generally not required, but reaction temperature and solvent polarity should be optimized for the specific nucleophile.
* 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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