A cell-permeable caspase inhibitor
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Z-VAD(OMe)-FMK

Item No. 14463

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(phenylmethoxy)carbonyl]-L-valyl-N-[(1S)-3-fluoro-1-(2-methoxy-2-oxoethyl)-2-oxopropyl]-L-alaninamide
CAS Number
187389-52-2
Synonyms
  • Z-Val-Ala-Asp-(OMe)-Fluoromethyl Ketone
Molecular Formula
C22H30FN3O7
Formula Weight
467.5
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 5 mg/ml
SMILES
O=C(N[C@@H](C(C)C)C(N[C@@H](C)C(N[C@H](C(CF)=O)CC(OC)=O)=O)=O)OCC1=CC=CC=C1
InChi Code
InChI=1S/C22H30FN3O7/c1-13(2)19(26-22(31)33-12-15-8-6-5-7-9-15)21(30)24-14(3)20(29)25-16(17(27)11-23)10-18(28)32-4/h5-9,13-14,16,19H,10-12H2,1-4H3,(H,24,30)(H,25,29)(H,26,31)/t14-,16-,19-/m0/s1
InChi Key
MIFGOLAMNLSLGH-QOKNQOGYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $120

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    5 mg

    $510

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    Product Description

    Z-VAD(OMe)-FMK is a cell-permeable, competitive, and irreversible inhibitor of all caspases.1,2 Through this action, it inhibits cleavage of poly(ADP-ribose) polymerase, preventing apoptosis when used at 10-50 µM.1,3 It also blocks caspase-mediated apoptosis in vivo.4 Z-VAD(OMe)-FMK effectively prevents caspase action in inflammasomes.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Xiang, J., Chao, D.T., and Korsmeyer, S.J. BAX-induced cell death may not require interleukin 1β-converting enzyme-like proteases. Proc. Natl. Acad. Sci. USA 93(25), 14559-14563 (1996).

    2. 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).

    3. Slee, E.A., Zhu, H., Chow, S.C., et al. Benzyloxycarbonyl-Val-Ala-Asp (OMe) fluoromethylketone (Z-VAD.FMK) inhibits apoptosis by blocking the processing of CPP32. Biochem. J. 315, 21-24 (1996).

    4. Künstle, G., Leist, M., Uhlig, S., et al. ICE-protease inhibitors block murine liver injury and apoptosis caused by CD95 or by TNF-α. Immunol. Lett. 55(1), 5-10 (1997).

    5. Meraz, I.M., Melendez, B., Gu, J., et al. Activation of the inflammasome and enhanced migration of microparticle-stimulated dendritic cells to the draining lymph node. Mol. Pharmacol. 9, 2049-2062 (2012).

    Product Citations

    Kremer, D.M., Nelson, B.S., Lin, L., et al. GOT1 inhibition primes pancreatic cancer for ferroptosis through the autophagic release of labile iron. bioRxiv (2020).