Azido-PEG5-maleimide
Cat No.: BP-502031
4.5 
Azido-PEG5-maleimide is a heterobifunctional polyethylene glycol linker combining an azide handle with a maleimide reactive group, separated by a PEG chain of intermediate length that provides aqueous solubility and spatial flexibility. The maleimide moiety undergoes rapid, chemoselective conjugation with thiols (e.g., cysteine-containing ligands or reduced protein/peptide fragments) to form a stable thioether linkage, while the azide enables orthogonal bioorthogonal coupling through azide–alkyne cycloaddition or related click chemistries. In PROTAC and targeted protein degradation workflows, this linker is used to connect a thiol-bearing targeting or recruiting ligand to a complementary partner bearing an alkyne (or to further functionalize the azide for downstream assembly), allowing modular synthesis and controlled linker length to tune ternary complex formation. Its PEG architecture can reduce nonspecific interactions and improve conjugate handling, supporting reproducible construction of degradation tools for mechanistic studies.
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* For research and manufacturing use only. Not for human or clinical use.
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Azido-PEG5-maleimide is a bifunctional PEG-based linker designed for modular PROTAC assembly, enabling orthogonal conjugation strategies that connect targeting ligands and E3-recruiting elements. Its flexible ethylene glycol spacer helps preserve binding interactions by reducing steric constraints, while the maleimide group provides a widely used Michael acceptor for thiol coupling. The azide functionality supports subsequent bioorthogonal labeling or further derivatization. Detailed structural and reactivity considerations are provided below.
Structure: The molecule contains a PEG oligomer backbone that confers conformational flexibility and improved solubility, terminated by an azide substituent and a maleimide electrophile. It features a cyclic imide with an activated alkene suitable for Michael-type addition, alongside ether linkages typical of PEG chains.
Reactivity: Maleimide reacts selectively with thiols under mild aqueous or mixed solvent conditions, forming a stable thioether via a Michael addition mechanism. The azide group is compatible with azide–alkyne cycloaddition or other azide-based chemistries, enabling orthogonal functionalization after thiol coupling. Typical protocols use buffered media to maintain thiol availability and avoid conditions that promote maleimide hydrolysis; catalysts for click-type steps are chosen according to the selected azide-reactive partner.
* 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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