t-Boc-N-amido-PEG5-amine
t-Boc-N-amido-PEG5-amine is a polyethylene glycol (PEG)-based linker building block featuring a terminal primary amine protected as a Boc carbamate and an amide-containing PEG segment that provides a defined, hydrophilic chain length for PROTAC assembly. The amide linkage and PEG ether backbone confer conformational flexibility and aqueous solubility, helping to reduce steric interference between the ligand-binding domains of a PROTAC and to promote productive formation of the ternary complex with the recruited target protein. In targeted protein degradation workflows, this linker is used to connect complementary warheads (e.g., an E3 ligase ligand and a target-binding ligand) through amide or carbamate-forming coupling strategies after deprotection, enabling systematic tuning of linker length, polarity, and geometry. As a modular PEG amide linker, it is valuable for optimizing degradation potency and selectivity in structure–activity relationship studies, particularly when solubility or linker flexibility limits performance.
Structure of 189209-27-6
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* For research and manufacturing use only. Not for human or clinical use.
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t-Boc-N-amido-PEG5-amine is a PEG-based PROTAC linker building block designed to provide a flexible, hydrophilic spacer for connecting ligands while supporting efficient conjugation chemistry. Its amide-containing motif and terminal amine enable robust coupling strategies commonly used in targeted protein degradation workflows. The protected amine improves handling stability during multistep synthesis, and the linker architecture can help modulate linker length, solubility, and conformational freedom. Detailed structural and reactivity considerations are provided below.
Structure: The linker incorporates a polyethylene glycol segment for hydrophilicity and conformational flexibility, an amide linkage that can participate in hydrogen bonding, and a terminal primary amine masked as a t-Boc carbamate. The structure contains carbonyl and ether functionalities, with stable C–N and C–O bonds supporting controlled deprotection and subsequent derivatization.
Reactivity: Suitable PROTAC construction typically relies on t-Boc deprotection under acidic conditions to reveal the primary amine, followed by amide or urea-forming coupling to activated carboxylic acids or isocyanates derived from targeting ligands. Common approaches use carbodiimide-mediated coupling or related amide-bond formation chemistries, often in polar aprotic solvents with base to promote nucleophilic activation. The amide-forming mechanism proceeds via formation of an activated carboxyl intermediate, enabling selective attachment while preserving the PEG spacer.
* 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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