Dde biotin picolyl azide is a unique alkyne-reactive, cleavable biotin probe that allows for release of the captured biomolecules from streptavidin under mild conditions. This reagent contains a biotin moiety linked to a picolyl azide moiety through a spacer arm containing a hydrazine-cleavable Dde moiety. Captured biomolecules can be efficiently released, typically >90% with 2% hydrazine in aqueous media.
Dde biotin picolyl azide incorporates a copper-chelating motif that dramatically accelerates the Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction under conditions relevant to biomolecular labeling. Discovery of azides with an internal Cu(I)-chelating motif greatly enhances the utility of the CuAAC reaction for various applications. Some examples are monitoring the dynamic glycan biosynthesis in living organisms; sensitive detection of metabolically-labeled proteins, DNAs, and RNAs; and many other applications where rate acceleration and reduced cell toxicity are highly desirable.