Small-molecule inhibitor: piperastatin A

Name

History: Piperastatin A was discovered by Murakami et al. (1996) in the culture broth of Streptomyces lavendofoliae MJ908-WF13.
Peptidases inhibited: Peptidases known to be inhibited are the serine carboxypeptidases carboxypeptidase Y and serine carboxypeptidase A; the homologous serine carboxypeptidase C is not inhibited (Satoh et al., 2004).
Mechanism: Piperastatin A is a competitive inhibitor of carboxypeptidase Y with K_i 52 nM (Murakami et al., 1996).

Structure
Chemical/biochemical name: 2-[2-(formyl-allo-isoleucyl-threonyl-leucyl-valyl)-(hexahydropyradazine-3-carbonyl)-leucyl]-hexahydropyridazine-3-carboxylic acid; N-formyl-allo-Ile-Thr-Leu-Val-Pip-Leu-Pip (Pip = hexahydropyridadine-3-carboxylic acid)
Formula weight: 810
Related inhibitors: Piperastatin B is N-formyl-Val-Thr-Leu-Val-Pip-Leu-Pip (Pip: piperazic acid, or hexahydropyridadine-3-carboxylic acid)