Z-FA-FMK

Z-FA-FMK, abbreviating for benzyloxycarbonyl-phenylalanyl-alanyl-fluoromethyl ketone, is a very potent irreversible inhibitor of cysteine proteases, including cathepsins B, L, and S, cruzain, and papain. It also selectively inhibits effector caspases 2, 3, 6, and 7 but not caspases 8 and 10.^[1] This compound has been shown to block the production of IL1-α, IL1-β, and TNF-α induced by LPS in macrophages by inhibiting NF-κB pathways.

Z-FA-FMK

Names
IUPAC name N-[(1S)-2-[(3-Fluoro-1-methyl-2-oxopropyl)amino]-2-oxo-1-(phenylmethyl)ethyl]-,phenylmethyl ester
Other names Z-Phe-Ala-Fluoromethyl Ketone
Identifiers
CAS Number	197855-65-5 Y
3D model (JSmol)	Interactive image
PubChem CID	122019
UNII	34O3P3306Z Y
SMILES FCC(=O)C(NC(=O)C(NC(=O)OCc1ccccc1)Cc2ccccc2)C
Properties
Chemical formula	C21H23FN2O4
Molar mass	386.423 g·mol−1
Density	1.207 g/cm3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references