
BCN-amine (endo)
| Catalog Number | R16-0054 |
| Category | BCN Reagents |
| Molecular Formula | C13H20N2O2 |
| Molecular Weight | 236.31 |
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Product Introduction
BCN-amine (endo) is an aliphatic amine-functionalized bicyclo[6.1.0]nonyne, known for its role in strain-promoted azide-alkyne cycloaddition reactions. It bears a cyclic alkyne moiety that enables copper-free click chemistry, facilitating bioconjugation and labeling applications in complex biological systems. The amine group provides a convenient handle for further functionalization, making BCN-amine (endo) suitable for surface modification and polymer functionalization in diverse experimental contexts.
Chemical Information
Product Specification
Application
Chemical Information
| Purity | >95% |
| Solubility | DCM, THF, acetonitrile, DMF and DMSO |
| Appearance | Yellow oil to solid |
Product Specification
| Storage | -20 °C/avoid light |
Application
BCN-amine (endo) is a bicyclononyne (BCN) functionalized amine designed for strain-promoted azide–alkyne cycloaddition (SPAAC) in copper-free click chemistry workflows. As an endo-oriented BCN scaffold, it provides a reactive cyclooctyne-like handle that is commonly used to install azide-bearing partners onto biomolecules, polymers, and surfaces under mild conditions. BCN-amine (endo) is frequently selected when researchers need rapid, bioorthogonal labeling with minimal perturbation of sensitive systems, including live-cell compatible conjugation and materials functionalization.
1. Bioorthogonal Protein Labeling
BCN-amine (endo) is widely used to introduce a BCN click handle onto proteins and peptides for subsequent copper-free conjugation with azide-functional probes. Researchers apply it in labeling strategies that support downstream imaging, affinity enrichment, and analytical workflows where azide-containing reporters (e.g., fluorophores, affinity tags, or detection reagents) are attached after the BCN-functionalization step. The amine functionality also supports practical coupling to activated carboxyl groups or other amine-reactive chemistries used in protein bioconjugation pipelines, enabling modular construction of multi-component labeling reagents.
2. Cell Surface and Biomolecule Tagging
BCN-amine (endo) is commonly adopted in chemical biology for tagging biomolecules at or near cell surfaces and within complex biological environments using SPAAC. Because the BCN handle reacts selectively with azides without the need for copper catalysts, it fits workflows aimed at minimizing cytotoxicity and simplifying labeling conditions for microscopy and flow-based readouts. Typical use cases include preparing azide-functional markers that can be joined to BCN-bearing targets such as cell-associated proteins, extracellular matrix components, or engineered biomolecular constructs used to map localization and trafficking in experimental systems.
3. Polymer and Hydrogel Functionalization
BCN-amine (endo) serves as a versatile building block for incorporating click-reactive BCN groups into polymers, hydrogels, and biomaterials that are later crosslinked or functionalized with azide-containing components. Materials scientists use BCN-functional amines to create reactive platforms for modular assembly, such as attaching bioactive ligands, integrating fluorescent reporters, or tuning material properties through post-fabrication conjugation. In these applications, the BCN moiety enables efficient SPAAC coupling under conditions compatible with many polymer matrices and temperature-sensitive formulation steps, supporting reproducible fabrication of functional materials for research and industrial R&D.
4. Molecular Imaging Probe Construction
BCN-amine (endo) is frequently used as a click handle for constructing molecular imaging probes and detection reagents via azide-reactive conjugation. Probe developers functionalize targeting scaffolds, carriers, or scaffold-linker systems with BCN-amine, then couple them to azide-bearing imaging moieties such as fluorogenic dyes, quenched reporters, or other signal-generating tags. This two-step modular approach helps teams rapidly generate probe variants for screening and optimization of labeling density, linker architecture, and multivalency in imaging reagent development workflows.
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