Propargyl-PEG5-azide
CAS No.: 1589522-62-2
Cat No.: BP-500709
4.5 
Propargyl-PEG5-azide is a heterobifunctional polyethylene glycol linker featuring a terminal propargyl (alkyne) group and an azide group connected through a PEG chain of intermediate length. The PEG segment provides water solubility and conformational flexibility, which can reduce steric constraints and help maintain productive geometry between a ligand-bearing warhead and an E3 ligase recruiter in PROTAC constructs. In targeted protein degradation workflows, the alkyne and azide termini enable orthogonal conjugation strategies, most commonly via copper-catalyzed or strain-promoted azide–alkyne cycloaddition to attach the linker to complementary functional handles on other PROTAC components or to introduce degraders onto biomolecule scaffolds. This linker is valuable for modular PROTAC synthesis because it supports controlled spacing and efficient “click” assembly under experimental conditions, facilitating rapid generation and optimization of linker length and attachment topology to improve degradation potency and selectivity.
Structure of 1589522-62-2
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Propargyl-PEG5-azide is a bifunctional polyethylene glycol linker designed for efficient modular assembly of PROTACs, enabling robust conjugation between targeting ligands and E3-recruiting modules. Its PEG-based spacing improves solubility and can help reduce steric constraints during ternary complex formation. The azide and terminal alkyne handles support widely used click-type coupling strategies, making this linker particularly useful for systematic structure–activity studies.
Structure: Propargyl-PEG5-azide contains a PEG oligomer core bearing an azide group and a terminal propargyl alkyne. It incorporates ether linkages along the PEG chain and a carbon–carbon triple bond at the alkyne. The azide provides a stable, bioorthogonal functional handle for selective conjugation, while the PEG segment enhances hydrophilicity and flexibility.
Reactivity: The azide and alkyne functionalities enable copper-catalyzed azide–alkyne cycloaddition or related click approaches to form stable triazole linkages under mild, aqueous-compatible conditions. Typical coupling uses a copper(I) source with appropriate ligands to control catalyst speciation, often in polar solvents such as water or water/organic mixtures. Mechanistically, the reaction proceeds via formation of a copper-acetylide intermediate followed by cycloaddition, yielding a robust, non-labile conjugate suitable for PROTAC construction.
* 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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