endo-BCN-PNP-carbonate
CAS No.: 1263166-91-1
Cat No.: BP-501259
Purity: 95%
4.5 
Endo-BCN-PNP-carbonate is a BCN-based (bicyclononyne) PROTAC linker featuring a carbonate linkage that connects a BCN reactive handle to a p-nitrophenyl (PNP) leaving-group motif. Structurally, the BCN unit is designed for strain-promoted cycloaddition with azide-bearing partners, enabling bioorthogonal conjugation without added catalysts, while the p-nitrophenyl carbonate is an activated carbonate that reacts with amines to form carbamates, while preserving the BCN group for a subsequent SPAAC step. In PROTAC design, this linker serves as a modular bridge that allows researchers to couple an azide-functional targeting or effector module to a BCN-functional degradation scaffold, thereby facilitating formation of the ternary-degradation complex through precise spatial and chemical tethering. Its value lies in improving experimental flexibility for constructing targeted protein degraders, supporting efficient, orthogonal assembly workflows, and enabling systematic structure–activity studies of linker length and linkage chemistry.
Structure of 1263166-91-1
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* For research and manufacturing use only. Not for human or clinical use.
| Size | Price | Stock | Quantity |
|---|---|---|---|
| 250 mg | $799 | In stock |
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endo-BCN-PNP-carbonate is a BCN-based PROTAC linker designed to support efficient, bioorthogonal conjugation workflows and subsequent assembly of targeted protein degraders. Its functional carbonate motif enables modular coupling to amine-bearing targeting ligands, while the endo-BCN handle supports strain-promoted reactions under mild conditions. These features facilitate rapid PROTAC construction, tunable linker integration, and reproducible synthesis routes; detailed structural and reactivity considerations are provided below.
Structure: The linker incorporates an endo-bicyclononyne (BCN) scaffold and a carbonate functional group, providing a stable, reactive linkage site for derivatization. It contains heteroatoms that support hydrogen-bonding and polarity, and it presents a rigid, strain-enabled moiety suitable for bioorthogonal conjugation.
Reactivity: The carbonate functionality is suitable for coupling reactions with nucleophilic amines to form stable carbamate linkages, typically using standard organic synthesis conditions. The endo-BCN component participates in strain-promoted cycloaddition with compatible azide partners without requiring metal catalysts. Common approaches employ polar aprotic solvents and controlled temperatures to balance solubility and minimize side reactions during PROTAC assembly.
* 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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