Thiol-PEG5-propionic acid
CAS No.: 1449390-67-3
Cat No.: BP-501668
Purity: >95%
4.5 
Thiol-PEG5-propionic acid is a heterobifunctional polyethylene glycol linker featuring a terminal thiol for conjugation and a terminal propionic acid for subsequent coupling or salt formation. Structurally, it comprises a short PEG chain (five ethylene glycol units) that provides water solubility, flexibility, and reduced nonspecific interactions, while the thiol enables attachment to maleimide- or disulfide-reactive PROTAC components and the carboxylic acid offers a handle for amide bond formation to ligands or scaffolds. In PROTAC design, such PEG linkers function as spacing elements that tune the relative geometry and effective molarity between the target-binding moiety and the E3-ligase recruiting ligand, thereby improving productive ternary complex formation and degradation efficiency. Its thiol reactivity also supports modular synthesis of degraders and related conjugates under standard bioconjugation conditions, making it a practical building block for systematic linker optimization and structure–activity relationship studies in targeted protein degradation research.
Structure of 1449390-67-3
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Thiols and carboxylic acids are widely used handles in PROTAC linker design to enable robust conjugation to ligands while maintaining a hydrated, flexible spacer environment. Thiol-PEG5-propionic acid provides a chemically versatile PEG-based linker that can be functionalized for controlled attachment and for tuning linker length and solvation effects. The following points describe its structure and practical reactivity considerations for PROTAC synthesis in detail.
Structure: Thiol-PEG5-propionic acid is a polyethylene glycol chain terminated by a thiol group and a propionic acid functionality. It contains ether linkages along the PEG backbone, a terminal mercapto group, and a carboxylic acid suitable for amide or ester formation. The PEG segment confers hydrophilicity and conformational flexibility.
Reactivity: The thiol can participate in thiol–maleimide or thiol–activated ester coupling, enabling stable thioether or amide linkages under mild conditions. The carboxylic acid is suitable for activation (for example, via carbodiimide-mediated coupling) to form amides with amine-bearing ligands. Typical workflows use aqueous/organic compatible solvents, buffered pH control, and inert or reducing conditions to preserve thiol integrity and minimize oxidation.
* 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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