(1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl N-{2-[(2-aminoethyl)disulfanyl]ethyl}carbamate

Amine functionalized cyclooctyne derivative for incorporation of the cyclooctyne moiety into carboxylic acid containing compounds or biomolecules. Cyclooctynes are useful in strain-promoted copper-free azide-alkyne click chemistry reactions. This strained cyclooctyne will react with azide functionalized compounds or biomolecules without the need for a copper catalyst to result in a stable triazole linkage. The disulfide present can be readily cleaved using mild reducing conditions (10-50 mM DTT at 37°C for 30 min or 5% β-mercaptoethanol in SDS-PAGE sample buffer at 100°C for 5 minutes).

Please avoid reducing agents and amine or azide containing buffers during coupling/labeling reactions. Only use reducing agents when cleavage of the disulfide is desired.