ChemicalBook Product Catalog Biochemical Engineering Inhibitors Proteases Cysteine ??Protease Inhibitors Z-Phe-DL-Ala-fluoromethylketone

Z-Phe-DL-Ala-fluoromethylketone

Product NameZ-Phe-DL-Ala-fluoromethylketone
CAS197855-65-5
MFC21H23FN2O4
MW386.42
EINECS
MOL File197855-65-5.mol

Chemical Properties

Boiling point	630.5±55.0 °C(Predicted)
Density	1+-.0.06 g/cm3(Predicted)
storage temp.	Inert atmosphere,2-8°C
solubility	DMF: 5 mg/ml; DMSO: 5 mg/ml
pka	11.07±0.46(Predicted)
form	White solid
color	White to off-white
InChIKey	ASXVEBPEZMSPHB-PKHIMPSTSA-N
SMILES	C(OCC1=CC=CC=C1)(=O)N[C@@H](CC1=CC=CC=C1)C(NC(C)C(=O)CF)=O

Safety Information

HS Code

29145090

Usage And Synthesis

Description

Z-FA-FMK is an irreversible inhibitor of cysteine proteases, including cathepsins B, L, and S, cruzain, and papain. It also inhibits effector caspases-2, -3, -6, and -7 (IC₅₀ = 6-32 μM) without affecting the initiator caspases-8 and -10. Z-FA-FMK also modulates infection by certain bacteria, parasites, and viruses. It can be used both in cells and in vivo.

Uses

Z-FA-FMK is an irreversible cysteine protease inhibitor. It also inhibits papain and cruzain.

in vivo

Z-FA-FMK (1 mg/kg; intratumor injection; every 2 d, for 27 d; SCID mice with HT1080 xenograft) blocks reovirus infection in vivo^[2].
Z-FA-FMK (8 mg/kg; i.v.; every 2 d, once; male BALB/c mice) markedly lessens the degree of impairment seen in D-GalN/TNF-α-induced kidney injury^[3].

Animal Model:	SCID mice with HT1080 xenograft (6-8 weeks)^[2]
Dosage:	1 mg/kg
Administration:	Intratumor injection; every 2 days, for 27 days
Result:	Blocked reovirus replication activity in both tumor and heart tissues.

Animal Model:	Male BALB/c mice^[3]
Dosage:	8 mg/kg
Administration:	Intravenous injection; once, 1 hour later, intraperitoneal injection D-GalN (700 mg/kg) and TNF-α (15 μg/kg).
Result:	Decreased in the D-GalN/TNF-α-induced degenerative changes. Decreased in the number of activated caspase-3-positive tubular epithelial cell. Increased in kidney GSH levels, CAT, SOD and GPx activities and decreased in kidney LPO levels, LDH activity, serum AST and ALT activities, uric acid, and urea levels were determined.

IC 50

Cathepsin B; cathepsin L; Caspase-2; Caspase-3; Caspase-6; Caspase-7

References

[1] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.
[2] FRANCISCO J LOPEZ-HERNANDEZ. 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.[J]. Molecular Cancer Therapeutics, 2003, 2 3: 255-263.
[3] GUENTER HARTH . Peptide-fluoromethyl ketones arrest intracellular replication and intercellular transmission of Trypanosoma cruzi[J]. Molecular and biochemical parasitology, 1993, 58 1: Pages 17-24. DOI: 10.1016/0166-6851(93)90086-d
[4] CLARE P LAWRENCE. The cathepsin B inhibitor, z-FA-FMK, inhibits human T cell proliferation in vitro and modulates host response to pneumococcal infection in vivo.[J]. Journal of immunology, 2006, 177 6: 3827-3836. DOI: 10.4049/jimmunol.177.6.3827
[5] MANBOK KIM. Z-FA-FMK as a novel potent inhibitor of reovirus pathogenesis and oncolysis in vivo.[J]. Antiviral Therapy, 2010, 15 6: 897-905. DOI: 10.3851/imp1646

Z-Phe-DL-Ala-fluoromethylketone Supplier

Z-Phe-DL-Ala-fluoromethylketone manufacturers

Related Product Information

Send Inquriy