Z-VAD-FMK

Catalog # Availability Size / Price Qty
2163/1
Z-VAD-FMK
1 Image
Description: Cell-permeable, irreversible caspase inhibitor

Chemical Name: Benzyloxycarbonyl-Val-Ala-Asp(OMe)-fluoromethylketone

Purity: ≥95%

Product Details
Citations (32)
Reviews

Biological Activity

Z-VAD-FMK is a cell-permeable, irreversible pan-caspase inhibitor. Inhibits caspase processing and apoptosis induction in tumor cells in vitro (IC50 = 0.0015 - 5.8 mM). Active in vivo.

Technical Data

M.Wt:
467.49
Formula:
C22H30FN3O7
Sequence:
VAD

(Modifications: Val-1 = Z-Val, Asp-3 = DL-Asp-(OMe)-fluoromethylketone)

Solubility:
Soluble to 9.35 mg/ml in DMSO
Purity:
≥95%
Storage:
Store at -20°C
CAS No:
634911-81-9

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.

Background References

  1. FTY720 induces apoptosis of M2 subtype acute myeloid leukemia cells by targeting sphingolipid metabolism and increasing endogenous ceramide levels.
    Chen, Limin, Luo, Liu-Fei, Lu, Junyan, Li, Lianchun, Liu, Yuan-Fan, Wang, Jiang, Liu, Hong, Song, Heng, Jiang, Hualiang, Chen, Sai-Juan, Luo, Cheng, Li, Keqin Ka
    PLoS ONE, 2014;9(7):e103033.
  2. PKCdelta-iPLA2-PGE2-PPARgamma signaling cascade mediates TNF-alpha induced Claudin 1 expression in human lung carcinoma cells.
    Iitaka D, Moodley S, Shimizu H, Bai X, Liu M
    Cell Signal, 2015;27(3):568-77.
  3. A key role for the endothelium in NOD1 mediated vascular inflammation: comparison to TLR4 responses.
    Gatheral T, Reed D, Moreno L, Gough P, Votta B, Sehon C, Rickard D, Bertin J, Lim E, Nicholson A, Mitchell J
    PLoS ONE, 2012;7(8):e42386.
  4. Growth inhibition of cytosolic Salmonella by caspase-1 and caspase-11 precedes host cell death

    Nat Commun, 2016;7(0):13292.
  5. Potential application of temozolomide in mesenchymal stem cell-based TRAIL gene therapy against malignant glioma.
    Kim, Seong Mu, Woo, Ji Sun, Jeong, Chang Hy, Ryu, Chung He, Jang, Jae-Deog, Jeun, Sin-Soo
    Stem Cells Transl Med, 2014;3(2):172-82.
  6. Sec61 blockade by mycolactone inhibits antigen cross-presentation independently of endosome-to-cytosol export
    JE Grotzke, P Kozik, JD Morel, F Impens, N Pietrosemo, P Cresswell, S Amigorena, C Demangel
    Proc. Natl. Acad. Sci. U.S.A., 2017;0(0):.
  7. Arf6-driven cell invasion is intrinsically linked to TRAK1-mediated mitochondrial anterograde trafficking to avoid oxidative catastrophe
    Y Onodera, JM Nam, M Horikawa, H Shirato, H Sabe
    Nat Commun, 2018;9(1):2682.
  8. Oncogenic mutations in intestinal adenomas regulate Bim-mediated apoptosis induced by TGF-beta.
    Wiener Z, Band A, Kallio P, Hogstrom J, Hyvonen V, Kaijalainen S, Ritvos O, Haglund C, Kruuna O, Robine S, Louvard D, Ben-Neriah Y, Alitalo K
    Proc Natl Acad Sci U S A, 2014;111(21):E2229-36.
  9. Synergistic anticancer effects of curcumin and resveratrol in Hepa1-6 hepatocellular carcinoma cells.
    Du Q, Hu B, An H, Shen K, Xu L, Deng S, Wei M
    Oncol Rep, 2013;29(5):1851-8.
  10. The novel SMAC mimetic birinapant exhibits potent activity against human melanoma cells.
    Krepler C, Chunduru S, Halloran M, He X, Xiao M, Vultur A, Villanueva J, Mitsuuchi Y, Neiman E, Benetatos C, Nathanson K, Amaravadi R, Pehamberger H, McKinlay M, Herlyn M
    Clin Cancer Res, 2013;19(7):1784-94.
  11. The role and effects of glucocorticoid-induced leucine zipper in the context of inflammation resolution.
    Vago J, Tavares L, Garcia C, Lima K, Perucci L, Vieira E, Nogueira C, Soriani F, Martins J, Silva P, Gomes K, Pinho V, Bruscoli S, Riccardi C, Beaulieu E, Morand E, Teixeira M, Sousa L
    J Immunol, 2015;194(10):4940-50.
  12. Casticin potentiates TRAIL-induced apoptosis of gastric cancer cells through endoplasmic reticulum stress.
    Zhou Y, Tian L, Long L, Quan M, Liu F, Cao J
    PLoS ONE, 2013;8(3):e58855.
  13. Luteolin induces intrinsic apoptosis via inhibition of E6/E7 oncogenes and activation of extrinsic and intrinsic signaling pathways in HPV-18-associated cells.
    Ham S, Kim K, Kwon T, Bak Y, Lee D, Song Y, Park S, Park Y, Kim M, Kang J, Hong J, Yoon D
    Oncol Rep, 2014;31(6):2683-91.
  14. Hyperactivation of MAPK Signaling is Deleterious to RAS/RAF Mutant Melanoma
    GP Leung, T Feng, FD Sigoillot, FC Geyer, MD Shirley, DA Ruddy, D Rakiec, AK Freeman, JA Engelman, M Jaskelioff, DD Stuart
    Mol. Cancer Res., 2018;0(0):.
  15. Apoptosis and Compensatory Proliferation Signaling Are Coupled by CrkI-Containing Microvesicles
    KH Gupta, JW Goldufsky, SJ Wood, NJ Tardi, GS Moorthy, DZ Gilbert, JP Zayas, E Hahm, MM Altintas, J Reiser, SH Shafikhani
    Dev. Cell, 2017;41(6):674-684.e5.
  16. Leishmania braziliensis Subverts Necroptosis by Modulating RIPK3 Expression
    NF Luz, R Khouri, J Van Weyenb, DL Zanette, PP Fiuza, A Noronha, A Barral, VS Boaventura, DB Prates, FK Chan, BB Andrade, VM Borges
    Front Microbiol, 2018;9(0):2283.
  17. Zika virus infection induces mitosis abnormalities and apoptotic cell death of human neural progenitor cells

    Sci Rep, 2016;6(0):39775.
  18. Benzyloxycarbonyl-Val-Ala-Asp (OMe) fluoromethylketone (Z-VAD.FMK) inhibits apoptosis by blocking the processing of CPP32.
    Slee et al.
    Biochem.J., 1996;315:21
  19. ICE-protease inhibitors block murine liver injury and apoptosis caused by CD95 or by TNF-α.
    Kunstle et al.
    Immunol.Lett., 1997;55:5
  20. Inhibition of human caspases by peptide-based and macromolecular inhibitors.
    Garcia-Calvo et al.
    J.Biol.Chem., 1998;273:32608
  21. Processing/activation of caspases, -3 and -7 and -8 but not caspase-2, in the induction of apoptosis in B-chronic lyphocytic leukemia cells.
    King et al.
    Leukemia, 1998;12:1553
  22. Herpesviruses induce aggregation and selective autophagy of host signalling proteins NEMO and RIPK1 as an immune-evasion mechanism
    E Muscolino, R Schmitz, S Loroch, E Caragliano, C Schneider, M Rizzato, YH Kim, E Krause, V Jurani? Li, A Sickmann, R Reimer, E Ostermann, W Brune
    Nat Microbiol, 2019;0(0):.
  23. Gardenia jasminoides Enhances CDDP-Induced Apoptosis of Glioblastoma Cells via AKT/mTOR Pathway While Protecting Death of Astrocytes
    HI Kim, SH Hong, JM Ku, MJ Kim, SW Ju, SW Chang, C Cheon, SG Ko
    Nutrients, 2020;12(1):.
  24. PSMD14 Targeting Triggers Paraptosis in Breast Cancer Cells by Inducing Proteasome Inhibition and Ca2+ Imbalance
    HJ Lee, DM Lee, MJ Seo, HC Kang, SK Kwon, KS Choi
    International Journal of Molecular Sciences, 2022;23(5):.

Product Datasheets

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Citations for Z-VAD-FMK

The citations listed below are publications that use Tocris products. Selected citations for Z-VAD-FMK include:

32 Citations: Showing 1 - 10

  1. Circulating Cell-Free mtDNA Contributes to AIM2 Inflammasome-Mediated Chronic Inflammation in Patients with Type 2 Diabetes.
    Authors: Bae Et al.
    Cells  2019;8
  2. Necroptosis in primate luteolysis: a role for ceramide.
    Authors: Bagnjuk Et al.
    Cell Death Discov  2019;5:67
  3. Resident Macrophages Cloak Tissue Microlesions to Prevent Neutrophil-Driven Inflammatory Damage.
    Authors: Uderhardt Et al.
    Cell  2019;177:541
  4. ONC201 kills breast cancer cells in vitro by targeting mitochondria.
    Authors: Greer Et al.
    Oncotarget  2018;9:18454
  5. Phosphatidylserine is a marker for axonal debris engulfment but its exposure can be decoupled from degeneration.
    Authors: Shacham-Silverberg Et al.
    Cell Death Dis  2018;9:1116
  6. US6 Gene Deletion in Herpes Simplex Virus Type 2 Enhances Dendritic Cell Function and T Cell Activation.
    Authors: Retamal-Díaz Et al.
    Front Immunol  2017;8:1523
  7. Methylsulfonylmethane Induces p53 Independent Apoptosis in HCT-116 Colon Cancer Cells
    Authors: Karabay Et al.
    International Journal of Molecular Sciences  2016;17:1123
  8. Guadecitabine (SGI-110) priming sensitizes hepatocellular carcinoma cells to oxalip.
    Authors: Kuang Et al.
    Mol Oncol  2015;9:1799
  9. The NLRP3 inflammasome is activated by nanoparticles through ATP, ADP and adenosine.
    Authors: Baron Et al.
    Mol Cell Biol  2015;6:e1629
  10. NF-κB signaling is required for XBP1 (unspliced and spliced)-mediated effects on antiestrogen responsiveness and cell fate decisions in breast cancer.
    Authors: Hu Et al.
    Clin Cancer Res  2015;35:379
  11. Sorafenib induces cathepsin B-mediated apoptosis of bladder cancer cells by regulating the Akt/PTEN pathway. The Akt inhibitor, perifosine, enhances the sorafenib-induced cytotoxicity against bladder cancer cells.
    Authors: Amantini Et al.
    Cell Death Dis  2015;2:395
  12. Calcium signals inhibition sensitizes ovarian carcinoma cells to anti-Bcl-xL strategies through Mcl-1 down-regulation.
    Authors: Bonnefond Et al.
    Oncoscience  2015;20:535
  13. Human ACAP2 is a homolog of C. elegans CNT-1 that promotes apoptosis in cancer cells.
    Authors: Sullivan Et al.
    Cell Cycle  2015;14:1771
  14. A delay prior to mitotic entry triggers caspase 8-dependent cell death in p53-deficient Hela and HCT-116 cells.
    Authors: Silva Et al.
    Apoptosis  2015;14:1070
  15. mTORC1-Induced HK1-Dependent Glycolysis Regulates NLRP3 Inflammasome Activation.
    Authors: Moon Et al.
    Cell Rep  2015;12:102
  16. Recombinant adeno-associated virus utilizes host cell nuclear import machinery to enter the nucleus.
    Authors: Nicolson
    J Virol  2014;88:4132
  17. The ethyl acetate fraction of Sargassum muticum attenuates ultraviolet B radiation-induced apoptotic cell death via regulation of MAPK- and caspase-dependent signaling pathways in human HaCaT keratinocytes.
    Authors: Piao Et al.
    Pharm Biol  2014;52:1110
  18. Parasympathetic innervation regulates tubulogenesis in the developing salivary gland.
    Authors: Nedvetsky Et al.
    Dev Cell  2014;30:449
  19. A peptide-based positron emission tomography probe for in vivo detection of caspase activity in apoptotic cells.
    Authors: Hight Et al.
    Evid Based Complement Alternat Med  2014;20:2126
  20. The small molecule NSC676914A is cytotoxic and differentially affects NFκB signaling in ovarian cancer cells and HEK293 cells.
    Authors: Sagher Et al.
    Cancer Cell Int  2014;14:75
  21. Role of ROS and HMGB1 in contact allergen-induced IL-18 production in human keratinocytes.
    Authors: Galbiati Et al.
    J Invest Dermatol  2014;134:2719
  22. The mTORC2 component rictor contributes to cisp. resistance in human ovarian cancer cells.
    Authors: Im-aram Et al.
    PLoS One  2013;8:e75455
  23. A ginseng metabolite, compound K, induces autophagy and apoptosis via generation of reactive oxygen species and activation of JNK in human colon cancer cells.
    Authors: Kim Et al.
    Cell Death Dis  2013;4:e750
  24. A drug repositioning approach identifies tricyclic antidepressants as inhibitors of small cell lung cancer and other neuroendocrine tumors.
    Authors: Jahchan Et al.
    Cancer Discov  2013;3:1364
  25. Active Constituents from Liriope platyphylla Root against Cancer Growth In Vitro.
    Authors: Wang Et al.
    Mar Drugs  2013;2013:857929
  26. Cytotoxic effect of clerosterol isolated from Codium fragile on A2058 human melanoma cells.
    Authors: Kim Et al.
    Mol Cancer Res  2013;11:418
  27. Annexin A1 modulates natural and glucocorticoid-induced resolution of inflammation by enhancing neutrophil apoptosis.
    Authors: Vago Et al.
    J Leukoc Biol  2012;92:249
  28. ATM and MET kinases are synthetic lethal with nongenotoxic activation of p53.
    Authors: Sullivan Et al.
    Cell Cycle  2012;8:646
  29. Glucose-regulated protein 78 controls cross-talk between apoptosis and autophagy to determine antiestrogen responsiveness.
    Authors: Cook Et al.
    Oncotarget  2012;72:3337
  30. Calpain-mediated processing of p53-associated parkin-like cytoplasmic protein (PARC) affects chemosensitivity of human ovarian cancer cells by promoting p53 subcellular trafficking.
    Authors: Woo Et al.
    J Biol Chem  2012;287:3963
  31. GS28 Protects Neuronal Cell Death Induced by Hydrogen Peroxide under Glutathione-Depleted Condition.
    Authors: Lee Et al.
    Korean J Physiol Pharmacol  2011;15:149
  32. Glioma regression in vitro and in vivo by a suicide combined treatment.
    Authors: García-Escudero Et al.
    Cancer Res  2008;6:407

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