DBCO-PEG1-NHS ester
DBCO-PEG1-NHS ester is a heterobifunctional PEG-based linker that combines a dibenzocyclooctyne (DBCO) cyclooctyne handle with an N-hydroxysuccinimide (NHS) ester for amide coupling. Structurally, it contains a short polyethylene glycol segment (PEG1) that provides aqueous solubility and spatial separation while retaining the high reactivity of both functional groups. In PROTAC and targeted degradation workflows, the NHS ester enables efficient conjugation to primary amines on proteins, peptides, or amine-bearing small-molecule ligands, forming a stable amide linkage. The DBCO moiety then serves as a bioorthogonal cycloaddition partner for azide-functionalized components, allowing modular assembly of PROTACs or degraders through copper-free “click” chemistry. This product is valuable for researchers seeking controlled, site-specific conjugation and reliable coupling between targeting ligands and other PROTAC modules under conditions compatible with sensitive biomolecules.
Structure of 2228857-34-7
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* For research and manufacturing use only. Not for human or clinical use.
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DBCO-PEG1-NHS ester is a bifunctional PEG-based linker designed for efficient conjugation in PROTAC workflows that employ strain-promoted azide–alkyne cycloaddition (SPAAC) chemistry. It combines a cyclooctyne (DBCO) handle for rapid, bioorthogonal coupling with an NHS ester for controlled amide-bond formation to install the linker onto targeting ligands. Its high chemoselectivity and compatibility with aqueous conditions make it advantageous for assembling well-defined PROTAC constructs. Detailed structural and reactivity considerations are provided below.
Structure: The molecule contains a DBCO cyclooctyne moiety linked to a short polyethylene glycol spacer and an N-hydroxysuccinimide ester. It features an activated carboxylate for acyl transfer and an alkyne-bearing strained ring that supports SPAAC. The PEG segment provides hydrophilicity and improves solubility and conjugation handling.
Reactivity: The NHS ester reacts with primary amines to form stable amide linkages under mild base conditions, typically using aqueous or mixed aqueous buffers while minimizing hydrolysis. The DBCO group then undergoes SPAAC with azide-functional partners without copper catalysis, reducing side reactions. For PROTAC assembly, sequential or orthogonal conjugation strategies are commonly used, with appropriate purification between steps to remove hydrolyzed NHS species.
* 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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