Z-9900 Z-VAD-FMK, Methyl Ester, >99%

Synonyms : [Benzyloxycarbonyl-Val-Ala-Asp(OMe)-fluoromethylketone] [Z-VAD(OMe)-FMK] [Z-Val-Ala-Asp(OMe)-FMK] [Z-Val-Ala-Asp-FMK, Methyl Ester]

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  • M.W. 467.49
  • C22H30FN3O7
  • [187389-52-2]

Storage: Store at or below -20 ºC. Solubility: Soluble in DMSO. Disposal: A.

  • Z-VAD-FMK is a caspase inhibitor and antiapoptotic agent.
  • The apoptotic responses of human melanocytes to UV radiation, 4-tert-butylphenol, and cisplatin were associated with BH3 interacting domain cleavage, caspase activation, mitochondrial depolarization and release of cytochrome c, Smac/DIABLO, and apoptosis-inducing factor (AIF), but not endonuclease G. Z-VAD-FMK was not able to block these apoptotic responses and AIF release, indicating that the apoptotic responses were caspase-independent. Liu, T., et al. "Activation of dual apoptotic pathways in human melanocytes and protection by survivin." J. Invest. Dermatol. 126: 2247-2256 (2006).
  • Z-VAD-FMK decreased TNF-induced enterocyte detachment and apoptosis as well as villus atrophy in mice. Piguet, P.F., et al. "TNF-induced enterocyte apoptosis and detachment in mice: induction of caspases and prevention by a caspase inhibitor, ZVAD-fmk." Lab. Invest. 79: 495-500 (1999).
  • Z-VAD-FMK up-regulated caspase-9 activity, which was involved in an amplification loop of etoposide-induced cell death at the mitochondrial level in mouse embryonic fibroblasts. Rodríguez-Enfedaque, A., et al. "zVAD-fmk upregulates caspase-9 cleavage and activity in etoposide-induced cell death of mouse embryonic fibroblasts." Biochim. Biophys. Acta. 1823: 1343-1352 (2012).
  • Z-VAD-FMK increased cisplatin-induced renal damage. Herzog, C., et al. "zVAD-fmk prevents cisplatin-induced cleavage of autophagy proteins but impairs autophagic flux and worsens renal function." Am. J. Physiol. Renal. Physiol. 303: F1239-F1250 (2012).
  • This Z-VAD-FMK product is the methyl ester. We also offer the free acid form -- please see Cat. No. Z-9999, Z-VAD-FMK, Free Acid.
  • Related CAS numbers: 161401-82-7 for the aspartyl free acid form, and 634911-81-2, where the stereochemistry at the aspartyl alpha position is not specified.
  • Another CAS number previously assigned to Z-VAD-FMK methyl ester, namely 211292-24-9, has been deleted by CAS and is no longer in use.
  • STRUCTURE ERROR: As of December 21, 2012, the PDF structure reached from a link on Calbiochem's web page for this product erroneously shows the free acid compound rather than the methyl ester compound. Calbiochem's product page itself correctly shows the ester compound -- only the PDF structure reached via the link is incorrect. (We have not checked most other vendors' Z-VAD-FMK acid or ester structures.)
  • Sold for laboratory or manufacturing purposes only; not for human, veterinary, food, or household use.
  • This product is offered for R&D use in accordance with (i) 35 USC 271(e)+A13(1) in the U.S.; (ii) Section 69.1 of Japanese Patent Law in Japan; (iii) Section 11, No. 2 of the German Patent Act of 1981 in Germany; (iv) Section 60, Paragraph 5b of the U.K. Patents Act of 1977 in the U.K.; (v) Sections 55.2(1) and 55.2(6) and other common law exemptions of Canadian patent law; (vi) Section 68B of the Patents Act of 1953 in New Zealand together with the amendment of same by the Statutes Amendment Bill of 2002; (vii) such related legislation and/or case law as may be or become applicable in the aforementioned countries; and (viii) such similar laws and rules as may apply in various other countries.
  • Not available in some countries; not available to some institutions; not available for some uses.
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