Small-molecule inhibitor: MLN519

Summary Literature

Name

Common name
MLN519
Other names
PS-519

Inhibition

History
MLN519 was described as a highly active analogue of clasto-lactacystin beta-lactone by Soucy et al. (1999).
Peptidases inhibited
Inhibits particularly the chymotrypsin-like activity of the proteasome, but inhibition of some other peptidases is possible, as by clasto-lactacystin beta-lactone.
Mechanism
Inhibition is irreversible, by covalent reaction with the threonine N-terminal nucleophile.
Pharmaceutical relevance
PS-159 has been submitted to clinical trials for cerebral ischaemia (Shah et al., 2002) and reperfusion injury (Elliott et al., 2003).

Chemistry

Structure
[MLN519 (T01.012 inhibitor) structure ]
Chemical/biochemical name
1R-[1S,4R,5S]-1-(1->hydroxy-2-methylpropyl)-4-propyl-6-oxa-2-azabicyclo[3.2.1.]heptane-3,7-dione; 1R-[1S,4R,5S]-1-(1-hydroxy-2-methylpropyl)-4-propyl-6-oxa-2-azabicyclo[3.2.1.]heptane-3,7-dione
Related inhibitors
clasto-lactacystin beta-lactone

Properties

Synthesis
Soucy et al. (1999)

General

Reviews
Elliott et al. (2003)