Z-FA-FMKInhibits effector, but not initator caspases in vitro, and suppress some forms of apoptosis

Z-FA-FMK (CAS 197855-65-5)

Z-FA-FMK | CAS 197855-65-5 is rated 5.0 out of 5 by 1.
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Synonym: Z-Phe-Ala fluoromethyl ketone
Application: 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
* Refer to Certificate of Analysis for lot specific data (including water content).
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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 inhibitited papain and cruzain. Z-FA-FMK has been shown 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.


References

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2. Smith, R.E., et al. 1988. Anticancer Res. 8: 525-529. PMID: 3178145
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12. Lopez-Hernandez, F.J., et al. 2003. Mol. Cancer Ther. 2: 255-263. PMID: 12657720

Physical State :
Solid
Solubility :
Soluble in DMSO (10 mM).
Storage :
Store at -20° C
Melting Point :
~226.14° C (Predicted)
Boiling Point :
630.54° C at 760 mmHg
Density :
1.21 g/cm3
Refractive Index :
n20D 1.55
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
122019
MDL Number :
MFCD00883668
SMILES :
CC(C(=O)CF)NC(=O)C(CC1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2

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Certificate of Analysis

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Z-FA-FMK  Product Citations

See how others have used Z-FA-FMK. Click on the entry to view the PubMed entry .

Citations 1 to 10 of 10 total

PMID: # 28105029  Welsby, I. et al. 2016. Front Immunol. 7: 663.

PMID: # 26639105  Staines, KA. et al. 2016. J. Cell. Physiol. 231: 1392-404.

PMID: # 27084336  Zhou, Y. et al. 2016. Mol Neurodegener. 11: 28.

PMID: # 25092290  Singh, D. et al. 2014. The Journal of biological chemistry. 289: 27614-24.

PMID: # 24085292  Lee, KH. et al. 2013. J. Biol. Chem. 288: 32777-86.

PMID: # 22865861  Qi, R. et al. 2012. J. Biol. Chem. 287: 32617-29.

PMID: # 18255115  Gorria, M. et al. 2008. Toxicol. Appl. Pharmacol. 228: 212-224.

PMID: # 16409994  Wang, Y. et al. 2006. Brain Res. 1071: 245-249.

PMID: # 15028722  Kelly, JM. et al. 2004. J. Biol. Chem. 279: 22236-22242.

PMID: # 10212235  Malhotra, R. et al. 1999. J. Biol. Chem. 274: 12567-12575.

Citations 1 to 10 of 10 total

Can this cross the blood-brain barrier?

Asked by: ChemSynth123
Thank you for your question. This chemical, Z-FA-FMK (CAS 197855-65-5): sc-201303, has not been proven to cross the blood-brain barrier. All journal articles that reference Z-FA-FMK describe in vitro use.
Answered by: Technical Support
Date published: 2016-12-14
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Rated 5 out of 5 by from Rajah Rajah, T. et al. (PubMed 25915766) demonstrated that the inhibition of T cell activation and proliferation mediated by z-FA-FMK, an irreversible inhibitor of cathepsins B, L, and S, cruzain and papain, is due to oxidative stress via the depletion of GSH. -SCBT Publication Review
Date published: 2015-04-18
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