Z-VAD-FMK

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Cat.No. 2163 - Z-VAD-FMK | Z-Val-Ala-Asp(OMe)-fluoromethylketone | CAS No. 187389-52-2
Description: Cell-permeable, irreversible caspase inhibitor
Chemical Name: Benzyloxycarbonyl-Val-Ala-Asp(OMe)-fluoromethylketone
Datasheet
Citations (18)
Literature

Biological Activity

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 = (OMe)-fluoromethylketone)

Storage Store at -20°C
CAS Number 187389-52-2
PubChem ID 5497174
InChI Key MIFGOLAMNLSLGH-QOKNQOGYSA-N
Smiles [H]N([C@@H](C(C)C)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(=O)OC)C(=O)CF)C(=O)OCC1=CC=CC=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

SolubilitySoluble to 9.35 mg/ml in DMSO

Preparing Stock Solutions

The following data is based on the product molecular weight 467.49. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.14 mL 10.7 mL 21.39 mL
5 mM 0.43 mL 2.14 mL 4.28 mL
10 mM 0.21 mL 1.07 mL 2.14 mL
50 mM 0.04 mL 0.21 mL 0.43 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Slee et al (1996) Benzyloxycarbonyl-Val-Ala-Asp (OMe) fluoromethylketone (Z-VAD.FMK) inhibits apoptosis by blocking the processing of CPP32. Biochem.J. 315 21 PMID: 8670109

Kunstle et al (1997) ICE-protease inhibitors block murine liver injury and apoptosis caused by CD95 or by TNF-α. Immunol.Lett. 55 5 PMID: 9093874

Garcia-Calvo et al (1998) Inhibition of human caspases by peptide-based and macromolecular inhibitors. J.Biol.Chem. 273 32608 PMID: 9829999

King et al (1998) Processing/activation of caspases, -3 and -7 and -8 but not caspase-2, in the induction of apoptosis in B-chronic lyphocytic leukemia cells. Leukemia 12 1553 PMID: 9766499


If you know of a relevant reference for Z-VAD-FMK, please let us know.

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Keywords: Z-VAD-FMK, supplier, Cell-permeable, irreversible, caspases, inhibitors, inhibits, Proteinases, Proteases, Caspases, Tocris Bioscience

18 Citations for Z-VAD-FMK

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

Sullivan et al (2012) ATM and MET kinases are synthetic lethal with nongenotoxic activation of p53. Cell Cycle 8 646 PMID: 22660439

Cook et al (2012) Glucose-regulated protein 78 controls cross-talk between apoptosis and autophagy to determine antiestrogen responsiveness. Oncotarget 72 3337 PMID: 22752300

García-Escudero et al (2008) Glioma regression in vitro and in vivo by a suicide combined treatment. Cancer Res 6 407 PMID: 18337448

Karabay et al (2016) Methylsulfonylmethane Induces p53 Independent Apoptosis in HCT-116 Colon Cancer Cells International Journal of Molecular Sciences 17 1123 PMID: 27428957

Silva et al (2015) A delay prior to mitotic entry triggers caspase 8-dependent cell death in p53-deficient Hela and HCT-116 cells. Apoptosis 14 1070 PMID: 25602147

Bonnefond et al (2015) Calcium signals inhibition sensitizes ovarian carcinoma cells to anti-Bcl-xL strategies through Mcl-1 down-regulation. Oncoscience 20 535 PMID: 25627260

Amantini et al (2015) 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. Cell Death Dis 2 395 PMID: 26097873

Baron et al (2015) The NLRP3 inflammasome is activated by nanoparticles through ATP, ADP and adenosine. Mol Cell Biol 6 e1629 PMID: 25654762

Hu et al (2015) NF-κB signaling is required for XBP1 (unspliced and spliced)-mediated effects on antiestrogen responsiveness and cell fate decisions in breast cancer. Clin Cancer Res 35 379 PMID: 25368386

Sagher et al (2014) The small molecule NSC676914A is cytotoxic and differentially affects NFκB signaling in ovarian cancer cells and HEK293 cells. Cancer Cell Int 14 75 PMID: 25324692

Nedvetsky et al (2014) Parasympathetic innervation regulates tubulogenesis in the developing salivary gland. Dev Cell 30 449 PMID: 25158854

Hight et al (2014) A peptide-based positron emission tomography probe for in vivo detection of caspase activity in apoptotic cells. Evid Based Complement Alternat Med 20 2126 PMID: 24573549

Im-aram et al (2013) The mTORC2 component rictor contributes to cisplatin resistance in human ovarian cancer cells. PLoS One 8 e75455 PMID: 24086535

Jahchan et al (2013) A drug repositioning approach identifies tricyclic antidepressants as inhibitors of small cell lung cancer and other neuroendocrine tumors. Cancer Discov 3 1364 PMID: 24078773

Kim et al (2013) A ginseng metabolite, compound K, induces autophagy and apoptosis via generation of reactive oxygen species and activation of JNK in human colon cancer cells. Cell Death Dis 4 e750 PMID: 23907464

Wang et al (2013) Active Constituents from Liriope platyphylla Root against Cancer Growth In Vitro. Mar Drugs 2013 857929 PMID: 23762164

Kim et al (2013) Cytotoxic effect of clerosterol isolated from Codium fragile on A2058 human melanoma cells. Mol Cancer Res 11 418 PMID: 23389088

Woo et al (2012) Calpain-mediated processing of p53-associated parkin-like cytoplasmic protein (PARC) affects chemosensitivity of human ovarian cancer cells by promoting p53 subcellular trafficking. J Biol Chem 287 3963 PMID: 22117079


Do you know of a great paper that uses Z-VAD-FMK from Tocris? If so please let us know.

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Pathways for Z-VAD-FMK

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