DNP-PEG12-NHS ester
DNP-PEG12-NHS ester is a heterobifunctional PEG-based linker that combines a dinitrophenyl (DNP) recognition handle with an N-hydroxysuccinimide (NHS) ester for covalent coupling. Structurally, it features a flexible polyethylene glycol chain of approximately twelve ethylene glycol units, which provides aqueous solubility, reduced nonspecific interactions, and a defined spacer between the DNP moiety and the reactive NHS group. In PROTAC and targeted degradation research, such linkers are used to functionalize one component (e.g., a targeting ligand, binder, or proteasome-recruiting element) through NHS-mediated amide formation with primary amines, while retaining the DNP handle for subsequent conjugation or recognition-based assembly strategies. This modularity can facilitate the construction of multicomponent degradation systems, improve conjugate stability in biological buffers, and help tune effective distances and local presentation of binding interfaces, thereby supporting systematic optimization of degrader architectures in vitro.
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DNP-PEG12-NHS ester is a bifunctional polyethylene glycol (PEG) linker designed for efficient conjugation in PROTAC workflows, enabling attachment of a targeting ligand to an NHS-activated handle while maintaining favorable solubility and flexibility. Its PEG architecture helps reduce steric constraints and can improve conjugate handling in aqueous media. The subsequent points describe its structural features and the practical considerations for linker-based PROTAC assembly and downstream coupling.
Structure: The linker comprises a PEG chain terminating in an N-hydroxysuccinimide (NHS) ester, coupled to a DNP-derived aromatic moiety. It contains ether linkages along the PEG backbone and an activated carboxylate functional group prone to nucleophilic acyl substitution. Overall, it is designed for aqueous compatibility and conformational flexibility.
Reactivity: The NHS ester reacts with primary amines to form stable amide bonds via nucleophilic acyl substitution, typically under mildly basic conditions where amines are sufficiently deprotonated. Common coupling approaches use aqueous or mixed aqueous buffers with controlled pH, followed by rapid consumption of the activated ester to limit hydrolysis. No special catalysts are required; the key is selecting compatible amine-containing partners and using fresh linker solutions in suitable solvents.
* 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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