
endo-BCN-PNP-carbonate | CAS 1263166-91-1
| Catalog Number | R16-0026 |
| Category | BCN Reagents |
| Molecular Formula | C17H17NO5 |
| Molecular Weight | 315.32 |
| Catalog Number | Size | Price | Quantity |
|---|---|---|---|
| R16-0026 | 250 mg | $799 |
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Product Introduction
endo-BCN-O-PNB is a PROTAC linker, which is composed of alkyl chains. endo-BCN-O-PNB can be used to synthesize a range of PROTACs.
Chemical Information
Product Specification
Application
Chemical Information
| Synonyms | BCN-PNP (endo);endo-BCN-O-PNB; endo-BCN-PNP-carbonate; rel-((1R,8S,9r)-Bicyclo[6.1.0]non-4-yn-9-yl)methyl (4-nitrophenyl) carbonate; BCN-OPNP |
| Purity | 95% |
| IUPAC Name | [(1R,8S)-9-bicyclo[6.1.0]non-4-ynyl]methyl (4-nitrophenyl) carbonate |
| SMILES | C1CC2C(C2COC(=O)OC3=CC=C(C=C3)[N+](=O)[O-])CCC#C1 |
| InChI | InChI=1S/C17H17NO5/c19-17(23-13-9-7-12(8-10-13)18(20)21)22-11-16-14-5-3-1-2-4-6-15(14)16/h7-10,14-16H,3-6,11H2/t14-,15+,16? |
| InChIKey | QXNXOXMDBLHIDB-XYPWUTKMSA-N |
| Solubility | DCM, THF, acetonitrile, DMF and DMSO |
| Density | 1.32±0.1 g/cm3 |
| Appearance | White solid |
| Boiling Point | 475.7±37.0 °C at 760 mmHg |
Product Specification
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
Application
endo-BCN-PNP-carbonate is a BCN (bicyclononyne) based click chemistry reagent designed for strain-promoted cycloaddition with tetrazines, enabling bioorthogonal labeling workflows. The molecule incorporates a carbonate leaving-group motif that supports practical conjugation handling in chemical biology and materials contexts, while the BCN handle provides a robust, orthogonal reactive site for downstream imaging and probe assembly. This reagent is commonly selected when researchers need a stable BCN-bearing intermediate that can be incorporated into labeling reagents, surface coatings, or macromolecular constructs prior to tetrazine-mediated click readout.
1. Tetrazine Imaging Probes
endo-BCN-PNP-carbonate is widely used to prepare BCN-functional imaging probes that are later coupled to tetrazine-bearing reporters for rapid, bioorthogonal signal generation. Researchers in chemical biology and molecular imaging often incorporate the BCN handle into small-molecule or polymeric probe scaffolds so that the final imaging reagent can be assembled modularly with tetrazine dyes, affinity tags, or reporter payloads. The carbonate functionality is particularly convenient for generating a conjugation-ready BCN intermediate, supporting consistent probe design across labeling campaigns and enabling reproducible workflows for microscopy, flow-based assays, and imaging reagent development.
2. Antibody And Ligand Conjugation
endo-BCN-PNP-carbonate supports BCN installation onto antibodies, antibody fragments, and other targeting ligands used in research-grade labeling and reagent construction. In bioconjugation workflows, the reagent is valued as a handle-bearing intermediate that can be introduced onto biomolecule surfaces to produce tetrazine-clickable targeting constructs, allowing subsequent coupling to tetrazine-functional reporters without interfering with the targeting moiety. This approach is commonly adopted in diagnostic reagent development and molecular recognition toolkits, where modular assembly of BCN-labeled binders simplifies panel generation and enables rapid swapping of detection chemistries.
3. Cell Surface Labeling Tools
endo-BCN-PNP-carbonate is used to generate BCN-functional reagents for studying cell-surface dynamics and receptor-associated biomolecular interactions with tetrazine-compatible readouts. Cell biology groups often rely on BCN installation onto membrane-interacting polymers, affinity reagents, or targeting scaffolds so that labeling can be performed with minimal cross-reactivity relative to many conventional electrophile-based chemistries. The resulting BCN-bearing materials can then be paired with tetrazine reagents for controlled, orthogonal labeling steps, supporting assay development for mechanistic studies and high-throughput screening of labeling conditions.
4. BCN Functional Biomaterials
endo-BCN-PNP-carbonate is applied in biomaterials science to functionalize surfaces and matrices with BCN reactive sites for subsequent tetrazine-mediated patterning and probe immobilization. Materials teams use BCN-bearing carbonate intermediates to incorporate clickable handles into hydrogels, coatings, and polymer films, enabling modular attachment of tetrazine-functional components such as fluorescent reporters, affinity ligands, or detection tags. This strategy is especially useful for building spatially defined labeling platforms and for producing standardized material libraries where the tetrazine partner can be selected based on the desired readout chemistry.
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