endo-BCN-PEG3-NH2 | CAS 1883512-27-3

endo-BCN-PEG3-NH2 is a BCN-based strained-alkyne click chemistry reagent bearing a short PEG3 linker and a terminal primary amine handle. As an endo-oriented bicyclononyne (BCN), it is designed for fast, catalyst-free strain-promoted azide–alkyne cycloaddition (SPAAC) with azide-functional partners, enabling robust bioconjugation under aqueous conditions. The PEG3 spacer improves solubility and presentation of the reactive handle, making endo-BCN-PEG3-NH2 well suited for constructing azide-reactive labeling reagents, functional biomaterials, and imaging/assay platforms where precise surface or polymer attachment is required.

1. Protein And Peptide Labeling

endo-BCN-PEG3-NH2 is commonly used by chemical biology and proteomics groups to install BCN functionality on biomolecules that already carry or will carry azide groups for subsequent SPAAC coupling. The PEG3 chain helps reduce steric hindrance during conjugation, supporting efficient modification of proteins, peptides, and peptide-tagged constructs used in mechanistic studies, binding assays, and workflow-compatible labeling schemes. The terminal amine also supports downstream coupling to activated esters or other amine-reactive surfaces when a two-step assembly strategy is preferred for controlled probe density.

2. Cell Surface And Biomaterial Functionalization

endo-BCN-PEG3-NH2 is widely applied in biomaterials science to create azide-reactive interfaces on hydrogels, polymer coatings, and scaffold surfaces that are later decorated with azide-bearing ligands, reporters, or capture elements. The PEG3 linker contributes to better accessibility of the strained-alkyne moiety at material interfaces, which is important for reproducible labeling of 2D and 3D culture environments and for maintaining functional presentation of attached biomolecules. Researchers also leverage the amine handle to integrate the reagent into material fabrication workflows, enabling consistent incorporation into complex composite systems.

3. Molecular Imaging Probe Construction

endo-BCN-PEG3-NH2 is used in molecular imaging and diagnostic reagent development to assemble modular probe architectures that rely on SPAAC “click” coupling between BCN and azide-functional reporter components. The reagent’s PEG3 spacer supports conjugate solubility and helps maintain effective probe distribution in aqueous labeling buffers, which is valuable when building fluorescent, luminescent, or other signal-generating constructs that require controlled attachment chemistry. The primary amine can be used to connect the BCN-bearing component to additional targeting or solubilizing modules, supporting scalable synthesis of imaging reagents for research instrumentation.

4. Diagnostic Assay Reagent Engineering

endo-BCN-PEG3-NH2 is frequently incorporated into assay reagent pipelines where azide–BCN SPAAC provides a convenient, catalyst-free way to attach detection elements to capture surfaces or to pre-formed reagent components. In diagnostic reagent engineering, the PEG3 linker supports consistent conjugate behavior during washing and buffer exchanges, while the terminal amine enables integration into plate-based or bead-based workflows through standard amine-reactive coupling strategies. This design supports the creation of modular test reagents such as labeled binding partners, affinity reagents, and assay formats that benefit from orthogonal assembly steps.