N-(Boc-PEG4)-NH-PEG4-NH-Boc
CAS No.: 2112737-17-2
Cat No.: BP-501643
4.5 
N-(Boc-PEG4)-NH-PEG4-NH-Boc is a polyethylene glycol (PEG)-based, Boc-protected, bifunctional linker comprising two PEG4 segments connected through terminal carbamate functionalities. Structurally, it provides a flexible, hydrophilic spacer that can be incorporated into PROTAC architectures to tune the effective distance and relative orientation between a target-binding ligand and an E3 ligase recruiter. The Boc groups serve as protected amine precursors that can be deprotected under standard conditions to generate reactive primary amines for subsequent coupling reactions, enabling controlled conjugation to electrophilic handles on the partner ligands. In targeted protein degradation research, such PEG linkers are widely used to improve solubility, reduce nonspecific hydrophobic interactions, and modulate linker length to optimize formation of productive ternary complexes. This compound is therefore useful for constructing degraders where linker flexibility and spacing are critical parameters for activity and physicochemical performance.
Structure of 2112737-17-2
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This PEG-based PROTAC linker, N-(Boc-PEG4)-NH-PEG4-NH-Boc, is designed to provide a flexible, hydrophilic spacer that can improve solubility and enable productive geometry between a target-binding ligand and an E3-ligase ligand. Its combination of a tert-butyl ester-protected carboxyl group, a Boc-protected amine, and a central secondary amine supports stepwise functional-group handling during PROTAC assembly. The detailed structural and synthetic considerations are provided below.
Structure: The molecule contains repeating ethylene glycol units that confer pronounced hydrophilicity and conformational flexibility, connected through ether linkages and a central amine. One end contains a tert-butyl ester-protected carboxyl group, while the other contains a Boc-protected amine; the internal secondary amine remains distinct. Overall, it behaves as a PEG-rich, polar linker suitable for bioconjugation workflows.
Reactivity: The Boc-protected amine can be deprotected under mild acid to reveal one primary amine, while acid-mediated cleavage of the tert-butyl ester reveals a carboxylic acid; these distinct handles can then be used in subsequent coupling steps. Coupling can then be performed under standard peptide-coupling or related conditions appropriate to the selected functional handle. Polar aprotic solvents are generally selected to maintain solubility and promote efficient coupling, while avoiding conditions that destabilize sensitive ligands.
* 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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