Abstract

A multipurpose flag: The inactivator 1 covalently labels the catalytic nucleophiles of retaining β-glycosidases to form species 2. The small azide group allows labeling of enzymes with sterically congested active sites. Staudinger ligation of 2 with phosphine–FLAG yields adduct 3, which can be used to detect and profile retaining β-glycosidase activities in complex mixtures.

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