1-Phenyl-2,5,8,11,14,17,20,23-octaoxapentacosan-25-yl 4-methylbenzenesulfonate
1-Phenyl-2,5,8,11,14,17,20,23-octaoxapentacosan-25-yl 4-methylbenzenesulfonate is a long, highly poly(ethylene glycol)-like ether linker bearing a terminal arylsulfonate leaving group and a phenyl end group, designed to provide both conformational flexibility and efficient chemical handles for PROTAC assembly. The extended, repeating oxyethylene segments promote solubility and reduce steric interference between the two functional domains of a PROTAC, while the sulfonate ester can undergo nucleophilic substitution or related coupling reactions to install the linker onto an appropriate warhead or ligand-bearing nucleophile (e.g., amines or phenoxides), enabling controlled formation of the conjugate. In targeted protein degradation research, such linkers help tune the effective distance and orientation between the recruitment moiety and the binding ligand, which can strongly influence ternary complex formation and degradation potency. This product is therefore valuable for constructing modular PROTACs and for systematic linker optimization in mechanistic and structure–function studies.
Structure of 1144113-17-6
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* For research and manufacturing use only. Not for human or clinical use.
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1-Phenyl-2,5,8,11,14,17,20,23-octaoxapentacosan-25-yl 4-methylbenzenesulfonate, is designed to provide a chemically addressable sulfonate handle for constructing degraders. Its polyether-rich scaffold supports conformational flexibility and favorable solvation, while the benzenesulfonate leaving group enables efficient synthetic coupling to nucleophilic partners. The resulting modular chemistry facilitates rapid PROTAC assembly and optimization, and the linker will be described in detail below.
Structure: The linker features a long, polyether backbone incorporating multiple oxygen atoms, coupled to a terminal phenyl-substituted segment and a benzenesulfonate ester. It contains ether linkages, an aromatic ring system, and a sulfonate functional group, with polarity and hydrogen-bond acceptor character that can influence solubility and conformational behavior.
Reactivity: The sulfonate ester is suited for nucleophilic substitution chemistry commonly used in PROTAC linker installation. Under appropriate base conditions, nucleophiles such as amines or alcoholates can displace the sulfonate group via an SN2-type pathway, depending on substrate sterics and solvent effects. Typical conditions employ polar aprotic solvents and controlled temperature to maintain linker integrity; catalysts are generally unnecessary when using sufficiently nucleophilic partners.
* 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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