Molecular structure of Z-FA-FMK, CAS Number: 197855-65-5
Z-FA-FMK (CAS 197855-65-5)
See product citations (19)
Alternate Names:
Z-Phe-Ala fluoromethyl ketone
Application:
Z-FA-FMK is inhibits effector, but not initator caspases in vitro, and suppress some forms of apoptosis
CAS Number:
197855-65-5
Purity:
≥95%
Molecular Weight:
386.42
Molecular Formula:
C21H23FN2O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Z-FA-FMK is an irreversible inhibitor of cysteine proteases, such as cathepsin B, L, and S, that do not require a P1 Asp residue. The compound has also inhibited papain and cruzain. Z-FA-FMK may act to selectively inhibit effector caspase-2, caspase-3, caspase-6, and caspase-7 without affecting initiator caspase-8 and caspase-10 while showing minimal toxicity to normal mammalian cells in vitro. Due to Z-FA-FMK′s effector caspase specificity, the compound has been recorded to inhibit some forms of caspase mediated apoptosis. The compound has been observed to be an effective in time dependent inactivation of cathepsin B isozymes from a number of tissues. Studies show Cathepsin B-like activity plays a role in the cascade of proteolytic cartilage destruction. Z-FA-FMK is an inhibitor of cathepsin H.
Z-FA-FMK (CAS 197855-65-5) References
- The cathepsin B inhibitor z-FA.fmk inhibits cytokine production in macrophages stimulated by lipopolysaccharide. | Schotte, P., et al. 2001. J Biol Chem. 276: 21153-7. PMID: 11290751
- Phorbol ester activation of a proteolytic cascade capable of activating latent transforming growth factor-betaL a process initiated by the exocytosis of cathepsin B. | Guo, M., et al. 2002. J Biol Chem. 277: 14829-37. PMID: 11815600
- 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. | Lopez-Hernandez, FJ., et al. 2003. Mol Cancer Ther. 2: 255-63. PMID: 12657720
- Peptidyl fluoromethyl ketones as inhibitors of cathepsin B. Implication for treatment of rheumatoid arthritis. | Ahmed, NK., et al. 1992. Biochem Pharmacol. 44: 1201-7. PMID: 1417942
- Fluorescence resonance energy transfer analysis of bid activation in living cells during ultraviolet-induced apoptosis. | Wu, Y., et al. 2007. Acta Biochim Biophys Sin (Shanghai). 39: 37-45. PMID: 17213957
- The specificity of bovine spleen cathepsin S. A comparison with rat liver cathepsins L and B. | Brömme, D., et al. 1989. Biochem J. 264: 475-81. PMID: 2604727
- Visualization of time-dependent inactivation of human tumor cathepsin B isozymes by a peptidyl fluoromethyl ketone using a fluorescent print technique. | Smith, RE., et al. 1988. Anticancer Res. 8: 525-9. PMID: 3178145
- Cysteine proteinase activity in arthritic rat knee joints and the effects of a selective systemic inhibitor, Z-Phe-AlaCH2F. | Van Noorden, CJ., et al. 1988. J Rheumatol. 15: 1525-35. PMID: 3204599
- Inactivation of thiol proteases with peptidyl diazomethyl ketones. | Shaw, E. and Green, GD. 1981. Methods Enzymol. 80 Pt C: 820-6. PMID: 7043207
- The crystal structure of cruzain: a therapeutic target for Chagas' disease. | McGrath, ME., et al. 1995. J Mol Biol. 247: 251-9. PMID: 7707373
- Peptide-fluoromethyl ketones arrest intracellular replication and intercellular transmission of Trypanosoma cruzi. | Harth, G., et al. 1993. Mol Biochem Parasitol. 58: 17-24. PMID: 8459830
- Differential suppression by protease inhibitors and cytokines of apoptosis induced by wild-type p53 and cytotoxic agents. | Lotem, J. and Sachs, L. 1996. Proc Natl Acad Sci U S A. 93: 12507-12. PMID: 8901612
- Isolation and quantification of fluoroacetate in rat tissues, following dosing of Z-Phe-Ala-CH2-F, a peptidyl fluoromethyl ketone protease inhibitor. | Eichhold, TH., et al. 1997. J Pharm Biomed Anal. 16: 459-67. PMID: 9589405
Inhibitor of:
α2ML1, AGA, C9orf82, caspase-2, caspase-3, caspase-6, caspase-7, Cathepsin, cathepsin 8, cathepsin B, cathepsin H, cathepsin J, cathepsin L, cathepsin M, cathepsin Q, cathepsin S, Chemical and Peptide Caspase, Chymostatin, CST, cystatin 12, cystatin 13, cystatin B, cystatin C, Cystatin D, cystatin SN, Granzyme, granzyme D, granzyme F, Kex2, mCST E2, POP2, Protease, PRSS35, SPCS3, stefin A1L1, stefin A2l1, and stefin A3L1.Activator of:
bectenecin, EG433016, and Ocathepsin.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Z-FA-FMK, 1 mg | sc-201303 | 1 mg | $125.00 | |||
Z-FA-FMK, 5 mg | sc-201303A | 5 mg | $365.00 |