t-Boc-N-amido-PEG10-amine
CAS No.: 1347704-59-9
Cat No.: BP-501710
Purity: ≥95%
4.5 
t-Boc-N-amido-PEG10-amine is a bifunctional polyethylene glycol (PEG) linker bearing a terminal primary amine and an N-amide functionality, with a Boc-protecting group that enables controlled coupling chemistry. Structurally, it provides a flexible, hydrophilic spacer of approximately ten ethylene glycol units, which can reduce steric clashes and improve solubility of PROTAC intermediates while maintaining sufficient distance and mobility between the ligand-binding modules. In PROTAC design, this linker is commonly used to connect an E3-ligase ligand or target-binding moiety to the complementary warhead through amide or amine-based conjugation strategies, thereby positioning the two ligands to favor ternary complex formation and efficient ubiquitination-dependent degradation. Its use simplifies synthetic workflows by offering orthogonal reactivity (Boc protection for selective deprotection and subsequent coupling), making it valuable for systematic linker optimization, including studies of linker length, flexibility, and physicochemical properties that influence cellular activity and degradation potency.
Structure of 1347704-59-9
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t-Boc-N-amido-PEG10-amine is a PEG-based linker building block designed to support modular PROTAC assembly through a PEG spacer with a Boc-protected amine and a terminal free amine. Its flexible, hydrophilic PEG segment helps tune linker length, solubility, and conformational freedom, which can be tuned for modular conjugation workflows. The protected amine enables controlled coupling to targeting and E3 ligase ligands, while the terminal free amine provides a practical attachment point. Detailed structural and synthetic considerations are provided below.
Structure: The molecule contains a polyethylene glycol chain bearing an amine protected as a tert-butoxycarbonyl (t-Boc) carbamate, with no additional amide linkage in the PEG backbone. It features ether-rich PEG segments and a Boc carbamate carbonyl, providing hydrogen-bonding capacity and enhanced aqueous compatibility.
Reactivity: PROTAC synthesis typically uses the t-Boc-protected amine for selective functionalization after deprotection under standard acidolysis conditions, followed by coupling to activated carboxylic acids or electrophilic derivatives via amide-forming reactions. Suitable strategies include carbodiimide-mediated coupling or activated ester chemistry, using polar aprotic solvents and appropriate bases. The amide-forming step proceeds through nucleophilic acyl substitution, enabling modular attachment while maintaining linker integrity.
* 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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