Maleimido-tri(ethylene glycol)-propionic acid
CAS No.: 518044-40-1
Cat No.: BP-500139
Purity: ≥95%
4.5 
Maleimido-tri(ethylene glycol)-propionic acid is a heterobifunctional PEG-based linker featuring a maleimide electrophile for rapid thiol–maleimide conjugation and a tri(ethylene glycol) spacer that provides aqueous solubility and conformational flexibility. The propionic acid terminus supplies a carboxylate handle that can be used for coupling to amine-bearing ligands or for further derivatization, enabling modular assembly of multifunctional targeted degradation constructs. In PROTAC design, this linker is particularly useful for connecting a cysteine- or thiol-functionalized binding element (e.g., a ligand or protein-binding tag) to a second module while minimizing steric hindrance through the PEG chain, which helps preserve binding and ternary complex formation. Its PEG architecture and chemoselective maleimide chemistry make it valuable for constructing degraders, conjugating targeting ligands, and optimizing linker length and hydrophilicity in structure–activity relationship studies.
Structure of 518044-40-1
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| ConcentrationVolumeMass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 3.3191 mL | 16.5953 mL | 33.1906 mL |
| 5 mM | 0.6638 mL | 3.3191 mL | 6.6381 mL |
| 10 mM | 0.3319 mL | 1.6595 mL | 3.3191 mL |
Maleimido-tri(ethylene glycol)-propionic acid, provides a bioconjugation-ready maleimide handle combined with a hydrophilic tri(ethylene glycol) spacer and a carboxylic acid for controlled attachment to targeting and E3 ligase warheads. Its balanced polarity and defined functional groups support efficient synthesis of modular PROTACs and can improve aqueous solubility and coupling efficiency. The following points describe its structure and the practical reactivity considerations for PROTAC assembly in laboratory workflows.
Structure: The linker contains a maleimide electrophile, a tri(ethylene glycol) ether-based spacer, and a terminal propionic acid functionality. It features conjugated carbonyls within the maleimide ring, ether linkages that confer hydrophilicity, and a carboxylic acid capable of forming amide or ester derivatives. Overall, it is designed for stable, functional-group-directed conjugation.
Reactivity: The maleimide group typically reacts with thiols via a Michael-type addition, forming a stable thioether linkage under mildly basic aqueous or mixed solvent conditions. The carboxylic acid is commonly activated for amide bond formation using standard coupling chemistries, enabling attachment to amine-bearing ligands. For PROTAC construction, orthogonal sequencing is often used: thiol–maleimide coupling for one junction, followed by carboxyl activation for the second junction, using compatible solvents and temperature control to preserve sensitive warheads.
* 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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