
BCN-PEG4-NHS (endo)
| Catalog Number | R16-0039 |
| Category | BCN Reagents |
| Molecular Formula | C26H38N2O10 |
| Molecular Weight | 538.59 |
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Product Introduction
BCN-PEG4-NHS (endo) features a bicyclononyne (BCN) moiety, which is known for its ability to participate in strain-promoted azide-alkyne cycloaddition reactions, a key process in bioorthogonal chemistry. The reagent includes a polyethylene glycol (PEG) spacer with four ethylene glycol units, providing enhanced solubility and flexibility, which aids in the efficient conjugation of biomolecules. The NHS ester functional group on this compound is commonly used for surface modification and bioconjugation, allowing for the covalent attachment to primary amines on proteins, peptides, or other amine-containing molecules.
Chemical Information
Product Specification
Application
Chemical Information
| Purity | >90% |
| Solubility | DCM, THF, acetonitrile, DMF and DMSO |
| Appearance | Colorless oil |
Product Specification
| Storage | -20 °C |
Application
BCN-PEG4-NHS (endo) is a BCN-functionalized, PEGylated N-hydroxysuccinimide ester designed for strain-promoted click chemistry conjugation. As an NHS ester, it targets primary amines on biomolecules and surfaces, while the bicyclononyne (BCN) handle enables fast, catalyst-free labeling via SPAAC with azide partners. The PEG4 spacer supports conjugation accessibility and improved solubility, making the reagent broadly relevant for probe, material, and imaging workflows where modular click handles are required.
1. Amine-Targeted Probe Conjugation
BCN-PEG4-NHS (endo) is commonly used to derivatize lysine-containing proteins, peptides, and antibody fragments through NHS-ester coupling to primary amines, generating BCN-bearing conjugates for downstream strain-promoted azide–BCN click labeling. This workflow is widely adopted in chemical biology laboratories that need orthogonal, catalyst-free attachment of fluorophores, affinity tags, or reporter payloads to sensitive biomolecules. The PEG4 linker helps maintain labeling efficiency by reducing steric crowding around the BCN moiety, which is particularly valuable when the final probe must retain binding or recognition properties after functionalization.
2. Molecular Imaging Reagent Building
BCN-PEG4-NHS (endo) serves as a practical intermediate for constructing imaging reagents where a biomolecule or targeting scaffold is first equipped with a BCN handle and then coupled to azide-functional imaging reporters. Researchers in molecular imaging and diagnostic reagent development frequently use this two-step strategy to decouple amine-functionalization from the selection of the final imaging modality, enabling rapid paneling of different azide-tagged dyes or contrast-building blocks. The PEG spacer and BCN presentation are especially useful when conjugation needs to remain efficient under typical labeling buffer conditions used for probe assembly.
3. Surface Functionalization for Materials
BCN-PEG4-NHS (endo) is used to functionalize amine-bearing surfaces and coatings, including polymer films, bead surfaces, and biomaterial interfaces, by NHS-mediated coupling to accessible primary amines. After surface installation, the BCN handle provides a convenient click-ready interface for subsequent reaction with azide-modified ligands, polymers, or reporter molecules, allowing stepwise assembly of multifunctional materials. This approach is frequently selected in biomaterials science to create spatially defined, modular surfaces for biosensing, affinity capture platforms, and research-grade functional materials where catalyst-free labeling is advantageous.
4. Enzyme And Biomolecule Labeling
BCN-PEG4-NHS (endo) is well suited for labeling enzymes and other amine-rich biomolecules in research settings that require subsequent azide–BCN click attachment of activity reporters or tracking tags. By using the NHS ester to install BCN onto the biomolecule, the final conjugation step can be performed with azide-functional constructs chosen to match the experimental readout, such as fluorescent or affinity-bearing azides. The PEG4 spacer often improves conjugate handling and reduces nonspecific aggregation during probe preparation, which supports reproducible labeling across different biomolecule classes.
5. Diagnostic Assay Reagent Assembly
BCN-PEG4-NHS (endo) is frequently incorporated into diagnostic reagent development pipelines that rely on modular conjugation, where a capture reagent, scaffold, or reagent component is first BCN-functionalized and then clicked to azide-bearing assay elements. This design supports flexible swapping of assay partners (e.g., azide-labeled reporters or secondary binding components) without re-optimizing the initial amine-coupling step. The reagent’s PEGylated BCN architecture aligns with common assay-building workflows that prioritize robust, catalyst-free coupling and consistent presentation of reactive handles on complex reagent mixtures.
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