DBCO-PEG8-NHS ester
CAS No.: 2553412-88-5
Cat No.: BP-501959
Purity: 98%
4.5 
DBCO-PEG8-NHS ester is a PEG-based bifunctional conjugation reagent featuring a dibenzocyclooctyne (DBCO) group and an activated N-hydroxysuccinimide (NHS) ester at opposite ends of an extended PEG spacer. The DBCO moiety undergoes strain-promoted azide–alkyne cycloaddition (SPAAC) with azide-functionalized molecules without the need for a copper catalyst, while the NHS ester reacts with primary amines to form stable amide bonds. The PEG8 segment provides a hydrophilic and flexible spacer between the two reactive groups, helping separate conjugated components and supporting modular molecular assembly. This orthogonal reactivity makes DBCO-PEG8-NHS ester useful for introducing a DBCO handle onto amine-containing ligands, proteins, or other biomolecules, followed by copper-free conjugation with azide-bearing partners. It can also be applied in the preparation and optimization of multicomponent conjugates and targeted protein degradation research constructs where controlled linker installation and sequential conjugation are required.
Structure of 2553412-88-5
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DBC0-PEG8-NHS ester is a PEG-based bifunctional linker designed for efficient conjugation in targeted protein degradation workflows, including PROTAC assembly. It combines a strained cyclooctyne handle for rapid bioorthogonal coupling with an N-hydroxysuccinimide (NHS) ester for amide-bond formation to install the linker onto amine-bearing ligands. This dual-reactivity enables modular synthesis, improved solubility, and flexible spacer control, with the detailed structure and reactivity considerations provided below.
Structure: The molecule contains a cyclooctyne (DBCO) moiety connected through a polyethylene glycol spacer to an NHS ester. It features an activated carboxylate for nucleophilic acyl substitution and a strained alkyne for strain-promoted cycloaddition. The PEG segment imparts hydrophilicity and conformational flexibility.
Reactivity: The NHS ester reacts with primary amines under mild aqueous or mixed-solvent conditions to form stable amide linkages, typically using buffered solutions at neutral to slightly basic pH while avoiding primary amine-containing nucleophiles. The DBCO cyclooctyne undergoes strain-promoted azide–alkyne cycloaddition with azide-functional partners without added catalysts. Sequential coupling is commonly used to minimize cross-reactions, with purification by standard chromatographic or precipitation methods.
* 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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