Figure 1.

Photoaffinity probes for labeling glycosidases. (a) An N-acetylglucosamine probe with a benzophenone photocrosslinker and an alkyne purification handle on a peptide linker via a non-hydrolyzable (triazole) linkage. This probe labels recombinant NagZ while similar glucose and galactose-containing probes do not. (b) A radiolabeled (¹²⁵I) 1-deoxynojirimycin probe with an aryl azide photocrosslinker. This probe preferentially labels glucosidase I over glucosidase II. (c) A 1-deoxynojirimycin probe with a benzophenone photocrosslinker and an alkyne handle. This probe fluorescently labels the lysosomal glucocerebrosidase in the presence of mammalian cell lysates. (d) Imino-sugar based probes with a bifunctional azidomethyl aryl azide for photocrosslinking and conjugation. These probes are designed for isolation of glycosidases from complex mixtures.