Small-molecule inhibitor: SB-3CT

Name

History: SB-3CT was invented by Brown et al. (2000), and the crystal structure of matrix metallopeptidase-2 in complex with the inhibitor was described by Kleifeld et al. (2001).
Peptidases inhibited: Inhibits matrix metallopeptidase-2 and matrix metallopeptidase-9 very selectively. Brown et al. (2000) state 'The Ki values are 13.9 ± 0.4 and 600 ± 200 nM for MMP-2 and MMP-9, respectively. In contrast, the corresponding Ki values for the other MMPs tested ... are in the micromolar range.'
Mechanism: As desctribed by Forbes et al. (2009), the mechanism of inhibition is a rate-limiting, gelatinase-catalyzed thiolate generation via deprotonation adjacent to the thiirane, with concomitant thiirane opening. SB-3CT is therefore of the mechanism-based inhibitor type (also known as "kcat inhibitors" or "suicide substrates").