TCO-PEG5-maleimide
Cat No.: BP-501775
4.5 
TCO-PEG5-maleimide is a heterobifunctional PROTAC linker featuring a trans-cyclooctene (TCO) moiety conjugated to a short, flexible polyethylene glycol (PEG) spacer terminating in a maleimide reactive group. The TCO element enables rapid, bioorthogonal inverse-electron-demand Diels–Alder reactions with tetrazine-bearing partners, allowing efficient ligation to generate stable conjugates under mild conditions. The PEG5 chain provides conformational flexibility and improves aqueous solubility, helping to reduce steric constraints between the targeting ligand and the recruited E3 ligase or other functional module. The maleimide group selectively reacts with thiols (for example, cysteine residues on proteins or thiol-functionalized handles), facilitating site-specific attachment of the linker to biomolecular components. In targeted protein degradation research, this linker is valuable for modular PROTAC assembly, enabling controlled conjugation, tunable spacing, and efficient coupling workflows that support reproducible synthesis of degradation constructs for mechanistic studies.
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* For research and manufacturing use only. Not for human or clinical use.
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TCO-PEG5-maleimide is a bifunctional PROTAC linker designed to enable efficient conjugation between thiol-reactive targeting vectors and trans-cyclooctene (TCO) partners. Its PEG-based spacer improves aqueous compatibility and conformational flexibility, which can enhance productive ternary complex formation in targeted protein degradation workflows. The maleimide handle supports robust, chemoselective coupling under mild conditions, while the TCO motif enables subsequent bioorthogonal ligation strategies. Detailed structural and reactivity considerations are provided below.
Structure: The linker comprises a trans-cyclooctene moiety connected through a polyethylene glycol spacer to a maleimide electrophile. It contains an alkene within the TCO unit, an activated cyclic imide ring for thiol capture, and ether linkages in the PEG segment. Overall, it is an amphiphilic, water-compatible conjugation reagent.
Reactivity: Maleimide groups react selectively with thiols via Michael-type addition, typically requiring mildly basic aqueous buffers to promote nucleophilic attack while minimizing competing hydrolysis. The resulting thioether linkage is stable under standard coupling conditions used for PROTAC assembly. The TCO functionality is suited for subsequent bioorthogonal reactions with complementary partners under conditions compatible with biomolecules, often without the need for metal catalysts.
* 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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