C1480

Z-Phe-Ala fluoromethyl ketone

≥90% (TLC), powder

• Synonym(s): Z-FA-FMK
• Linear Formula: C₂₁H₂₃N₂O₄F
• Molecular Weight: 386.42
• MDL number: MFCD00883668
• UNSPSC Code: 12352209
• PubChem Substance ID: 329774889
• NACRES: NA.77

Properties

• Quality Level: 200
• assay: ≥90% (TLC)
• form: powder
• color: white to off-white
• solubility: DMSO or DMF: 20 mM
• shipped in: dry ice
• storage temp.: −20°C
• SMILES string: C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2)C(=O)CF
• InChI: 1S/C21H23FN2O4/c1-15(19(25)13-22)23-20(26)18(12-16-8-4-2-5-9-16)24-21(27)28-14-17-10-6-3-7-11-17/h2-11,15,18H,12-14H2,1H3,(H,23,26)(H,24,27)/t15-,18-/m0/s1
• InChI key: ASXVEBPEZMSPHB-YJBOKZPZSA-N

Description

Application

Z-Phe-Ala fluoromethyl ketone (Z-FA-FMK) has been used as a:

• cathepsin inhibitor to study its effects on dendritic cells
• papain-like cysteine protease inhibitor to study its effects on cadmium-induced mitochondrial apoptosis
• cysteine protease inhibitor to study its effects on the interaction of toll-like receptor 9 (TLR9) with granulin in RAW macrophages

Biochem/physiol Actions

Z-Phe-Ala fluoromethyl ketone (Z-FA-FMK) is an inhibitor of cysteine proteases, such as cathepsin B and L. It can also inhibit recombinant effector caspases 2, -3, -6, and -7 and not initiator caspases 8 and -10. Z-FA-FMK plays a role in blocking nuclear factor κ-light-chain-enhancer of activated B cells (NF-κB) transactivation. It exhibits therapeutic effects against rheumatoid arthritis.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)