Azido-PEG9-t-butyl ester
Azido-PEG9-t-butyl ester is a heterobifunctional polyethylene glycol linker featuring an azide handle at one terminus and a protected carboxylate as a t-butyl ester at the other. The PEG segment provides a flexible, hydrophilic spacer that can reduce steric interference and improve effective reach between the warhead-binding moiety and the E3-ligase recruiting ligand in PROTAC constructs. The terminal azide enables chemoselective conjugation via copper-free or copper-catalyzed azide–alkyne cycloaddition, facilitating robust attachment to alkyne-functional partners under conditions commonly used for PROTAC synthesis. The t-butyl ester serves as an acid-labile protecting group that can be removed to reveal a carboxylic acid for subsequent coupling to amine- or hydroxyl-bearing components, allowing modular assembly and late-stage functionalization. This linker is valuable for researchers optimizing linker length, solubility, and conjugation strategy to tune targeted protein degradation performance.
Structure of 1818294-43-7
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* For research and manufacturing use only. Not for human or clinical use.
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Azido-PEG9-t-butyl ester is a PEG-based linker designed for modular synthesis of PROTACs, enabling efficient conjugation between a ligand and an E3-recruiting or targeting moiety. Its azide handle supports bioorthogonal “click” coupling strategies, while the protected ester functionality offers controlled functional-group reactivity during assembly. These features help researchers build well-defined conjugates with tunable spacing and improved synthetic flexibility; detailed structural and reactivity considerations are provided below.
Structure: The linker contains an azide functional group attached to a polyethylene glycol chain, terminating in a tert-butyl ester. It combines ether-rich PEG segments with an ester carbonyl and an azide, providing conformational flexibility and chemical stability under non-deprotection conditions.
Reactivity: The azide can participate in copper-catalyzed azide–alkyne cycloaddition to form stable triazole linkages, typically using Cu(I) generated in situ and an appropriate alkyne partner. The tert-butyl ester is commonly deprotected under acid conditions to yield a carboxylic acid for subsequent amide or other coupling reactions. Solvent choice and temperature should be optimized to preserve sensitive PROTAC ligands.
* 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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