Lipoamide-PEG3-Mal
CAS No.: 1314378-19-2
Cat No.: BP-500461
4.5 
Lipoamide-PEG3-Mal is a heterobifunctional PROTAC linker combining a lipoamide-derived thiol-reactive handle with a short, three-unit polyethylene glycol spacer terminated by a maleimide group. Structurally, the PEG3 segment provides aqueous solubility and conformational flexibility, while the maleimide enables efficient, chemoselective conjugation to thiols (commonly cysteine-containing ligands or reduced thiol groups on protein-binding modules) via a stable thioether linkage. In PROTAC design, this linker serves as a modular “bridge” that positions the two binding elements to promote productive ternary complex formation and subsequent ubiquitin–proteasome pathway engagement, while the PEG spacer can reduce steric clashes and improve effective intramolecular reach. Its lipoamide component also supports robust attachment strategies for assembling degraders from separately prepared targeting and E3-binding fragments. Overall, it is a practical reagent for constructing well-defined, thiol-reactive PROTAC conjugates for targeted protein degradation research.
Structure of 1314378-19-2
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Lipoamide-PEG3-Mal is a polyethylene glycol–based bifunctional linker designed for PROTAC assembly, combining a lipoamide-derived handle with a maleimide electrophile to enable efficient conjugation to thiol-bearing ligands. Its flexible PEG spacer helps modulate effective distance and local mobility between the target-binding and E3-recruiting elements, supporting productive ternary complex formation. Detailed structural and reactivity considerations for constructing PROTACs are provided below.
Structure: The linker contains a PEG chain that provides hydrophilic, conformationally flexible spacing, connected to a lipoamide-derived moiety and a maleimide group. It features an electrophilic cyclic imide suitable for nucleophilic addition, along with stable amide and ether linkages typical of PEG-based conjugation reagents.
Reactivity: The maleimide reacts selectively with thiols via a Michael-type addition, forming a stable thioether linkage under mildly basic aqueous conditions. For PROTAC synthesis, thiol-containing warheads can be introduced through controlled stoichiometry and pH to favor the thiolate form while minimizing side reactions such as maleimide hydrolysis. Common solvents include buffered aqueous systems, and reactions are typically performed without strong nucleophiles or oxidants that could impair thiol availability.
* 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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