Tetrakis-(3-maleimidopropyl)pentaerythritol
Tetrakis-(3-maleimidopropyl)pentaerythritol is a multivalent, star-shaped linker built on a pentaerythritol core bearing four 3-maleimidopropyl arms, each terminated with a maleimide group. The maleimide functionality enables chemoselective conjugation to thiols via the well-established maleimide–thioether (Michael-type) coupling, allowing researchers to connect PROTAC components or other targeting ligands to thiolated partners under mild conditions. In targeted protein degradation workflows, this linker is particularly useful for constructing defined, high-avidity conjugates where spatial separation and multivalency can enhance effective recruitment and proximity between the ligand-bearing moieties and the recruited degradation machinery. Its four reactive handles support modular assembly strategies, facilitating systematic optimization of linker geometry and valency for improved degradation potency and selectivity.
Structure of 637340-89-7
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* For research and manufacturing use only. Not for human or clinical use.
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Tetrakis-(3-maleimidopropyl)pentaerythritol is a multifunctional, maleimide-bearing linker designed for efficient conjugation workflows commonly used in PROTAC assembly. Its four maleimide termini enable controlled attachment to thiol-containing ligands, facilitating the construction of heterobifunctional degraders with defined connectivity. The resulting thioether-linked architectures are typically stable under standard bioconjugation conditions, supporting reliable downstream evaluation in targeted protein degradation studies. Detailed structural and reactivity considerations are provided below.
Structure: The molecule is built on a pentaerythritol core bearing four maleimide-functionalized propyl arms. It contains cyclic imide (maleimide) rings and flexible alkyl linkers, providing multiple electrophilic sites for thiol addition. The presence of thioether-forming functionality underpins stable conjugate formation.
Reactivity: Maleimide groups undergo Michael-type addition with thiols to form stable thioether linkages. For PROTAC synthesis, thiol-bearing targeting ligands are typically reacted with this linker under mildly basic aqueous conditions, often using buffered systems that maintain thiol nucleophilicity while minimizing maleimide hydrolysis. Reactions proceed without metal catalysts; careful control of pH, thiol stoichiometry, and exclusion of competing nucleophiles (e.g., primary amines) improves coupling efficiency.
* 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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