An irreversible pan-caspase inhibitor
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Z-VAD(OH)-FMK

Item No. 14467

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(phenylmethoxy)carbonyl]-L-valyl-N-[(1S)-1-(carboxymethyl)-3-fluoro-2-oxopropyl]-L-alaninamide
CAS Number
161401-82-7
Synonyms
  • Z-Val-Ala-Asp-(OH)-Fluoromethyl Ketone
Molecular Formula
C21H28FN3O7
Formula Weight
453.5
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 5 mg/ml
SMILES
O=C(O)C[C@@H](C(CF)=O)NC([C@H](C)NC([C@H](C(C)C)NC(OCC1=CC=CC=C1)=O)=O)=O
InChi Code
InChI=1S/C21H28FN3O7/c1-12(2)18(25-21(31)32-11-14-7-5-4-6-8-14)20(30)23-13(3)19(29)24-15(9-17(27)28)16(26)10-22/h4-8,12-13,15,18H,9-11H2,1-3H3,(H,23,30)(H,24,29)(H,25,31)(H,27,28)/t13-,15-,18-/m0/s1
InChi Key
SUUHZYLYARUNIA-YEWWUXTCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $81

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    1 mg

    $145

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    5 mg

    $418

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    Product Description

    Z-VAD(OH)-FMK is an irreversible tripeptide inhibitor of all caspases.1,2,3 This non-methylated form is useful in studies involving recombinant, isolated, or purified enzymes. Unlike the methylated form, Z-VAD(OMe)-FMK (Item No. 14463), this compound does not require pretreatment with esterases prior to in vitro use.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cain, K., Inayat-Hussain, S.H., Couet, C., et al. A cleavage-site-directed inhibitor of interleukin-1β-converting enzyme-like proteases inhibits apoptosis in primary cultures of rat hepatocytes. Biochem. J. 314(Pt 1), 27-32 (1996).

    2. Jacobson, M.D., Weil, M., and Raff, M.C. Role of Ced-3/ICE-family proteases in staurosporine-induced programmed cell death. J. Cell Biol. 133(5), 1041-1051 (1996).

    3. Garcia-Calvo, M., Peterson, E.P., Leiting, B., et al. Inhibition of human caspases by peptide-based and macromolecular inhibitors. The Journal of Biological Chemisty 273(49), 32608-32613 (1998).

    Product Citations

    Du, W., Gu, M., Hu, M., et al. Lysosomal Zn2+ release triggers rapid, mitochondria-mediated, non-apoptotic cell death in metastatic melanoma. Cell Rep. 37(3), 109848 (2021).

    Bersuker, K., Hendricks, J., Li, Z., et al. The CoQ oxidoreductase FSP1 acts parallel to GPX4 to inhibit ferroptosis. Nature 575(7784), 688-692 (2019).