Small-molecule inhibitor: 1,3->di-(N-benzyloxycarbonyl-L-leucyl-L-leucyl)aminoacetone
Name
- Common name
- 1,3-di-(N-benzyloxycarbonyl-L-leucyl-L-leucyl)aminoacetone
- Other names
- (Z-LL)(2) ketone
Inhibition
- History
- This symmetric ketone was misleadingly described by Weihofen et al. (2000) as a 'novel cysteine protease inhibitor', but has subsequently proved to be a useful inhibitor of the aspartic-type signal peptide peptidase.
- Peptidases inhibited
- (Z-LL)2 ketone is an inhibitor of impas-1 peptidase: Weihofen et al. (2002)). The compound was shown not to interact with lysosomal cysteine peptidases or proteasome components in such a way as to prevent their subsequent labeling by a covalently-reacting reagent; on this basis it was concluded not to inhibit these enzymes (Weihofen et al., 2000).
- Mechanism
- Inhibition is believed to be reversible. The related compound TBL4K included a photo-reactive diaziridine group and biotin, to allow both covalent labelling near the reactive site of the target enzyme and visualisation of conjugated molecules (Weihofen et al., 2002).
Chemistry
- Structure
![[1,3->di-(N-benzyloxycarbonyl-L-leucyl-L-leucyl)aminoacetone (A22.003 inhibitor) structure ]](/merops/smi/structures/zll2ketone.gif)
- Related inhibitors
- biotin-containing derivative (Bio-LL) 2 ketone; diazirine-containing derivative TBL4K
