N-(Azido-PEG4)-N-bis(PEG4-t-butyl ester)
N-(Azido-PEG4)-N-bis(PEG4-t-butyl ester) is a heterobifunctional PEG-based linker bearing a terminal azide for bioorthogonal conjugation and two PEG4 segments capped with acid-labile tert-butyl ester groups. Structurally, it provides a flexible, hydrophilic spacer (PEG4) that can reduce steric hindrance and improve solubility of PROTAC intermediates, while the azide enables efficient attachment to alkyne-bearing warheads or handles via copper-free click chemistry. The bis(PEG4-t-butyl ester) motif offers protected carboxyl functionality that can be deprotected under standard acidic conditions to generate reactive sites for subsequent coupling to targeting ligands or E3 ligase–binding modules. In targeted protein degradation research, this linker is valuable for modular PROTAC synthesis, allowing controlled spatial separation and tunable conjugation chemistry to optimize ternary complex formation and cellular degradation potency.
Structure of 2093152-79-3
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* For research and manufacturing use only. Not for human or clinical use.
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This N-(Azido-PEG4)-N-bis(PEG4-t-butyl ester) linker is designed for modular PROTAC synthesis, combining a bioorthogonal azide handle with dual PEG-based solubilizing segments and protected carboxylate functionality. Its polyethylene glycol architecture supports favorable aqueous compatibility and flexible linker behavior, while the azide enables efficient conjugation to targeting ligands. The t-butyl ester groups provide chemically manageable ester protection that can be selectively unmasked under controlled conditions, enabling downstream assembly and activation.
Structure: The linker contains an azide-bearing PEG segment and two PEG4 t-butyl ester termini, featuring ether-rich polyethylene glycol chains, ester linkages, and an azide functional group. Its high polarity and hydrogen-bonding capability from PEG improve solubility, while the ester groups provide protected carboxylate reactivity for controlled functionalization.
Reactivity: The azide group is suitable for copper-free or copper-catalyzed azide–alkyne cycloaddition to form stable triazole linkages with complementary alkyne-bearing partners under standard PROTAC conjugation conditions. The t-butyl ester moieties can be deprotected using acid-promoted cleavage to regenerate carboxylic acids for subsequent coupling steps (e.g., amide formation). Commonly used solvents are polar organic media or aqueous/organic mixtures compatible with PEG linkers, with catalysts and bases selected according to the coupling chemistry employed.
* 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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