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Z-Phe-Ala fluoromethyl ketone

SIGMA/C1480 - ≥90% (TLC), powder

Synonym: Z-FA-FMK

Empirical Formula (Hill Notation): C21H23FN2O4
Molecular Weight: 386.42
MDL Number: MFCD00883668
Linear Formula: C21H23N2O4F
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-C1480-3MG 3 mg
$318.00
1/EA
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assay ≥90% (TLC)
color white to off-white
form powder
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
Quality Level 200 
shipped in dry ice
SMILES string C[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2)C(=O)CF
solubility DMSO or DMF: 20 mM
storage temp. −20°C
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.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥90% (TLC)
Storage Temp. −20°C
UNSPSC 12352209

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