Boc-NH-PEG23-NH2
Boc-NH-PEG23-NH2 is a heterobifunctional polyethylene glycol linker featuring a Boc-protected primary amine at one terminus and a free primary amine at the other, separated by a long, flexible PEG chain of approximately twenty-three ethylene oxide units. The PEG backbone provides high conformational mobility, aqueous solubility, and reduced nonspecific hydrophobic interactions, while the terminal amines enable straightforward coupling to complementary PROTAC components. In targeted protein degradation constructs, such linkers are commonly used to spatially tune the relative positioning of a ligand-recruiting warhead and an E3 ligase-binding moiety, thereby optimizing ternary complex formation and degradation efficiency. The Boc group offers a protected handle during synthesis, allowing sequential functionalization before deprotection and final conjugation. This linker is valuable for constructing modular PROTACs and for systematically evaluating how linker length and flexibility influence cellular activity and degradation kinetics.
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* For research and manufacturing use only. Not for human or clinical use.
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Boc-NH-PEG23-NH2 is a PEG-based bifunctional linker designed for assembling PROTACs through robust amide-forming and carbamate-protecting chemistries. Its flexible poly(ethylene glycol) segment supports favorable linker solvation and conformational adaptability, which can improve the effective reach between the target-binding ligand and the E3 ligase recruiter. The Boc-protected amine enables controlled stepwise synthesis, and the terminal primary amine provides a reactive handle for conjugation. Detailed structural and synthetic guidance is provided below.
Structure: The linker contains a Boc-protected primary amine and a terminal primary amine separated by a poly(ethylene glycol) chain. It features ether linkages characteristic of PEG, along with carbamate functionality from the Boc group and amine groups suitable for derivatization. Overall, it is highly polar and water-compatible, with flexible conformational behavior.
Reactivity: Boc-NH-PEG-NH2 is commonly used in PROTAC linker construction via Boc deprotection followed by amide coupling to activated carboxylic acids (e.g., using standard peptide-coupling reagents) or via formation of carbamate/urea derivatives depending on the electrophile. Deprotection is typically performed under acid-promoting conditions compatible with PEG stability. Reaction planning should consider PEG solubility, minimize side reactions from free amines, and use inert, anhydrous conditions when employing moisture-sensitive coupling chemistries.
* 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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