N-Boc-N-bis(PEG4-NHS ester)
N-Boc-N-bis(PEG4-NHS ester) is a bifunctional, PEG-based linker reagent featuring a Boc-protected central nitrogen and two terminal N-hydroxysuccinimide (NHS) ester groups separated by PEG4 chains. Structurally, it provides a flexible, water-soluble spacer that can be used to connect two biomolecule or PROTAC-building-block components through NHS-ester chemistry, enabling formation of stable amide bonds with primary amines (e.g., lysine residues on proteins or amine-functionalized ligands). In PROTAC design and targeted protein degradation workflows, this linker is valuable for tuning effective conjugate geometry and solvation, which can influence ternary complex formation and degradation potency. Its PEG architecture helps reduce nonspecific hydrophobic interactions while maintaining sufficient reach between the two binding moieties. Researchers commonly use such PEG–NHS linkers to generate well-defined conjugates for systematic structure–activity studies and optimization of targeted degradation constructs.
Structure of 2093153-08-1
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N-Boc-N-bis(PEG4-NHS ester), is designed to provide a protected, bifunctional PEG-based scaffold for assembling targeted protein degraders. Its dual NHS-ester termini enable efficient conjugation to primary amines on ligands, while the Boc-protection supports controlled handling during synthesis. The resulting flexible, hydrophilic architecture can improve solubility and facilitate productive linker geometry in PROTAC constructs. Detailed structural and synthetic guidance is provided below.
Structure: The molecule contains a Boc-protected amine core connected to two PEG4 chains terminating in N-hydroxysuccinimide (NHS) esters. It features ester linkages, ether-rich PEG segments, and carbamate protection, yielding a flexible, water-compatible, bifunctional electrophile suitable for amine coupling.
Reactivity: The NHS ester groups react with primary amines via nucleophilic acyl substitution, forming stable amide bonds. Linker conjugation is typically performed under mildly basic conditions in aqueous or mixed aqueous buffers compatible with NHS chemistry, using freshly prepared solutions to minimize hydrolysis. No special catalysts are required; careful stoichiometry control and protection of reactive amines help drive selective coupling to each terminus.
* 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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