Z-FA-FMK, Cysteine protease inhibitor

Key facts

CAS number

96922-64-4

Purity

>95%

Form

Solid

form

Molecular weight

386.4 Da

Molecular formula

C₂₁H₂₃FN₂O₄

PubChem

122019

Nature

Synthetic

Solubility

Soluble in DMSO to 10 mM

Biochemical name

Benzyloxycarbonylphenylalanyl-alanine fluoromethyl ketone

Biological description

Irreversible cysteine protease inhibitor. Cell-permeable caspase effector inhibitor. Selectively inhibits recombinant effector caspases 2, -3, -6, and -7. Inhibits cathepsin B, L, and S, papain and cruzain. Induces apoptosis and necrosis. Shows anti-inflammatory effects in vivo. Negative control for caspase inhibitors. Liquid form also available (ab141384)

Canonical smiles

CC(C(=O)CF)NC(=O)C(CC1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2

InChi

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)

InChiKey

ASXVEBPEZMSPHB-UHFFFAOYSA-N

IUPAC Name

benzyl N-[1-[(4-fluoro-3-oxobutan-2-yl)amino]-1-oxo-3-phenylpropan-2-yl]carbamate