Solid-phase synthesis of double-headed epoxysuccinyl activity-based probes for selective targeting of papain family cysteine proteases

A solid-phase protocol was devised in order to synthesize activity-based probes (1) that contain peptides on both ends of an epoxysuccinyl moiety. The feasibility of this strategy was illustrated by the synthesis of selective probes for cathepsin B, one of the major lysosomal Papain family cysteine proteases.