96922-64-4
Chemical Structure
(Rac)-Z-FA-FMK
- CAS No.: 96922-64-4
- Formula:C21H23FN2O4
- Molecular Weight:386.42
IUPAC Name: benzyl (1-((4-fluoro-3-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate
InChIKey: ASXVEBPEZMSPHB-UHFFFAOYSA-N
SMILES: O=C(NC(CC1=CC=CC=C1)C(NC(C)C(CF)=O)=O)OCC2=CC=CC=C2
Biological Activity: (Rac)-Z-FA-FMK is the racemate of Z-FA-FMK. (Rac)-Z-FA-FMK is an inhibitor of cathepsin B with a Ki of 1.5 μM. (Rac)-Z-FA-FMK inhibits caspase-2, -3, -6, -7, and -9 with IC50s of 6.147, 15.41, 32.45, 9.077, and 110.7 μM. (Rac)-Z-FA-FMK inhibits the main protease of SARS-CoV-2 replication with an IC50 of 11.39 μM. (Rac)-Z-FA-FMK inhibits the increased IL-1β level induced by LPS and NF-κB transactivation in macrophages[1][2][3][4].
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(Rac)-Z-FA-FMK | (Rac)-Z-FA-FMK is the racemate of Z-FA-FMK. (Rac)-Z-FA-FMK is an inhibitor of cathepsin B with a Ki of 1.5 μM. (Rac)-Z-FA-FMK inhibits caspase-2, -3, -6, -7, and -9 with IC50s of 6.147, 15.41, 32.45, 9.077, and 110.7 μM. (Rac)-Z-FA-FMK inhibits the main protease of SARS-CoV-2 replication with an IC50 of 11.39 μM. (Rac)-Z-FA-FMK inhibits the increased IL-1β level induced by LPS and NF-κB transactivation in macrophages. | |||||||||||||||||||||
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References
- [1]. Smith, R. A., et al., (1988). Inhibition of cathepsin B by peptidyl aldehydes and ketones: slow-binding behavior of a trifluoromethyl ketone. Biochemistry, 27(17), 6568–6573. [Content Brief]
- [2]. Lopez-Hernandez, F. J., et al., (2003). Z-FA-fmk inhibits effector caspases but not initiator caspases 8 and 10, and demonstrates that novel anticancer retinoid-related molecules induce apoptosis via the intrinsic pathway. Molecular cancer therapeutics, 2(3), 255–263. [Content Brief]
- [3]. Zhu, W., et al., (2020). Identification of SARS-CoV-2 3CL Protease Inhibitors by a Quantitative High-Throughput Screening. ACS pharmacology & translational science, 3(5), 1008–1016. [Content Brief]
- [4]. Schotte, P., et al., (2001). The cathepsin B inhibitor z-FA.fmk inhibits cytokine production in macrophages stimulated by lipopolysaccharide. The Journal of biological chemistry, 276(24), 21153–21157. [Content Brief]
