DBCO-NH-Boc
CAS No.: 1539290-74-8
Cat No.: BP-501367
Purity: 98%
4.5 
DBCO-NH-Boc is a bifunctional PROTAC linker building block combining a strained cyclooctyne (DBCO) for rapid bioorthogonal ligation with an amide-bearing Boc-protected handle for controlled downstream conjugation. Structurally, it provides a stable DBCO moiety that reacts selectively with azide-functional partners via strain-promoted azide–alkyne cycloaddition, enabling efficient, catalyst-free coupling under mild conditions. The Boc-protected nitrogen supports synthetic flexibility: deprotection yields a free amine for further amide or urea formation, allowing researchers to connect DBCO to targeting ligands, E3-recruiting modules, or solubilizing groups with defined stoichiometry. In targeted protein degradation workflows, this linker is valuable for assembling modular PROTAC constructs, facilitating orthogonal attachment strategies and minimizing cross-reactivity during multi-step synthesis. It is therefore useful for generating azide/amine-compatible PROTAC variants for structure–activity studies and optimization of degradation potency and kinetics.
Structure of 1539290-74-8
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This DBCO-NH-Boc linker is designed for modular PROTAC assembly, combining a strained cyclooctyne handle with an orthogonally protected amine. The DBCO functionality enables efficient bioorthogonal conjugation, while the Boc-protected nitrogen supports controlled coupling strategies. These features facilitate reliable construction of targeted protein degradation probes, improving synthetic flexibility and compatibility with common PROTAC building-block workflows. Detailed structural and reactivity considerations are provided below.
Structure: The molecule contains a DBCO (dibenzocyclooctyne) strained-alkyne core for cycloaddition, connected through an amide linkage to a Boc-protected amine. Its aromatic framework and carbamate protection impart stability under standard synthesis conditions while enabling later deprotection and functional elaboration.
Reactivity: DBCO groups typically react via strain-promoted azide–alkyne cycloaddition, proceeding without external catalysts under mild conditions. For PROTAC construction, the DBCO handle is commonly preserved while orthogonal coupling steps are performed on the Boc-protected amine. Boc removal is generally achieved under acidic conditions, after which the liberated amine can be used for amide or urea-forming coupling with activated carboxylic acids or isocyanates, using standard peptide-coupling reagents and appropriate organic solvents.
* 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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