Small-molecule inhibitor: MUTMAC

Summary Literature

Name

Common name: MUTMAC
Other names: 4-methylumbelliferyl p-(NNN-trimethylammonium)cinnamate

Inhibition

History: MUTMAC was described as a reagent for the active site titration of chymotrypsin by Jameson et al. (1973).
Peptidases inhibited: Chymotrypsin.
Mechanism: Inhibition is irreversible but temporary, because the acyl-enzyme is slowly hydrolysed.

Chemistry

CID at PubChem: 6443781
Structure
Formula weight: 400

General

Inhibitor class: This compound is of the class of acylating agents of serine peptidases. Such compounds acylate the active site serine to form an acyl enzyme that is much more stable than that formed in normal catalysis, as a result of geometric or electrostatic effects. This class of inhibitors has been reviewed by Powers & Harper (1986) (pp. 108-119) and Powers et al. (2002) (pp. 4695-4728).
Reviews: Jameson et al. (1973)