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Products with DBCO
In contrast to linear alkynes, cyclooctynes such as Dibenzoazacyclooctyne (DBCO), strongly react with azides via a 1,3-dipolar cycloaddition forming a triazole product. For this 2nd generation Click reaction, the so-called strain-promoted azide-alkyne cycloaddition (SPAAC), no copper catalysis is required. Thus, cyclooctynes allow to perform biorthogonal couplings to azide-bearing biomolecules in live cells or organisms such as C. elegans, zebrafish or mice. By substituting the cyclooctyne core structure, key properties such as cycloaddition kinetics, stability, solubility, and pharmacokinetics can be further tuned.
