Tos-PEG3-t-butyl ester
Tos-PEG3-t-butyl ester is a PEG-based linker designed for PROTAC and related targeted protein degradation constructs, featuring a tosyl (Tos) activating group at one terminus and a t-butyl ester protected carboxyl functionality at the other. The PEG3 segment provides a flexible hydrophilic spacer that can reduce steric interference and help position the two binding elements of a PROTAC at an appropriate distance and orientation for productive ternary complex formation. In practical PROTAC workflows, the tosyl group enables efficient nucleophilic substitution or coupling to introduce the linker onto a ligand or warhead bearing a compatible nucleophile, while the t-butyl ester can serve as a masked carboxyl handle that is stable during synthesis and can be converted to a free acid under standard deprotection conditions for subsequent conjugation. This linker is valuable for systematically tuning linker length, flexibility, and attachment chemistry to optimize degradation potency and selectivity in targeted degradation experiments.
Structure of 850090-13-0
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* For research and manufacturing use only. Not for human or clinical use.
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Tos-PEG3-t-butyl ester is a PEG-based PROTAC linker building block designed to provide a flexible, hydrophilic spacer that can improve solubility and modulate the effective geometry between a target-binding ligand and an E3 ligase recruiter. Its protected carboxyl functionality enables controlled downstream conjugation strategies commonly used in targeted protein degradation workflows. The detailed structure and reactivity considerations are provided below to support experimental PROTAC assembly and optimization.
Structure: The linker comprises a poly(ethylene glycol) segment terminated by a tosyl-protected group and a tert-butyl ester. It contains ether linkages within the PEG chain and an ester functional group, offering conformational flexibility and enhanced aqueous compatibility typical of PEGylated scaffolds.
Reactivity: The tert-butyl ester is suited for acid-mediated deprotection to reveal a carboxylic acid for amide or ester coupling. PROTAC construction typically uses standard carbodiimide or activated-acid coupling approaches after deprotection, with bases and polar aprotic solvents to promote efficient bond formation. The tosyl-protected functionality can be retained or selectively transformed depending on the chosen synthetic sequence, following established protecting-group chemistry principles.
* 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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