Alkyne-PEG4-maleimide
CAS No.: 1609651-90-2
Cat No.: BP-501677
Purity: NMR 1H, HPLC-MS (95%)
4.5 
Alkyne-PEG4-maleimide is a heterobifunctional polyethylene glycol linker designed for PROTAC and targeted protein degradation workflows that require efficient conjugation and subsequent click-compatible functionalization. Structurally, it combines a terminal alkyne handle with a PEG4 chain and a maleimide electrophile, yielding a flexible, water-soluble spacer that can reduce steric constraints between the two functional partners. In PROTAC construction, the maleimide moiety enables selective thiol–maleimide coupling with cysteine-containing ligands or engineered proteins, forming a stable thioether linkage under mild aqueous conditions. The terminal alkyne then provides a robust handle for orthogonal conjugation strategies, including copper-catalyzed azide–alkyne cycloaddition or related bioorthogonal reactions, allowing researchers to connect the PEG spacer to a second module such as an E3 ligase ligand or imaging/affinity tag. This linker’s modularity and tunable spacing make it valuable for optimizing degrader architecture, improving solubility, and facilitating systematic structure–activity studies.
Structure of 1609651-90-2
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Alkyne-PEG4-maleimide is a bifunctional PROTAC linker designed to connect a thiol-reactive maleimide handle with an alkyne-bearing attachment point, enabling modular assembly of targeted protein degraders. Its polyethylene glycol segment promotes solubility and flexible spacing, which can improve productive ternary complex formation in degradation workflows. The maleimide moiety supports chemoselective conjugation to cysteine-containing ligands, while the alkyne functionality provides a versatile handle for downstream coupling strategies. Detailed structural and reactivity considerations follow below.
Structure: The molecule contains a maleimide electrophile conjugated to a PEG-based spacer and an alkyne functional group for orthogonal reactivity. It features an activated cyclic imide ring, ether-rich PEG segments, and carbon–carbon unsaturation, contributing to aqueous compatibility and conformational flexibility.
Reactivity: Maleimides typically undergo rapid Michael-type addition with thiols under mild, near-neutral aqueous conditions, forming stable thioether linkages suitable for cysteine-directed conjugation. Use fresh thiol reagents and control competing nucleophiles such as amines. The alkyne handle can be retained for subsequent bioorthogonal coupling or click-type functionalization, often using copper-free or copper-catalyzed regimes depending on the partner chemistry and desired selectivity.
* 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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