Z-VAD-FMK

Alias: Z-VAD-FMK; Z-VAD(OMe)-FMK; Z-Val-Ala-Asp(OMe)-FMK; Z VADFMK; ZVADFMK
Cat No.:V0028 Purity: ≥98%
Z-VAD-FMK (Z-VAD(OMe)-FMK; Z-Val-Ala-Asp(OMe)-FMK), a peptide compound,is a novel, potent cell-permeable and irreversible (covalent) inhibitor ofpan-caspase.
Z-VAD-FMK Chemical Structure CAS No.: 187389-52-2
Product category: Caspase
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of Z-VAD-FMK:

  • Z-VAD(OH)-FMK (Caspase Inhibitor VI)
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Purity: ≥98%

Purity: ≥98%

Product Description

Z-VAD-FMK (Z-VAD(OMe)-FMK; Z-Val-Ala-Asp(OMe)-FMK), a peptide compound, is a novel, potent cell-permeable and irreversible (covalent) inhibitor of pan-caspase. It also inhibits ubiquitin carboxy-terminal hydrolase L1 (UCHL1). UCHL1's active site is the target of an irreversible modification by Z-VAD(OMe)-FMK. Instead of stopping CPP32's proteolytic activity directly, Z-VAD-FMK inhibits apoptosis by preventing the activation of proCPP32 into its active state. Large DNA fragments of kilobase pairs that are produced as a result of various stimuli are prevented from forming by Z-VAD-FMK. Z-VAD-FMK had little to no impact on STS-induced necrotic cell death, indicating that the ICE-like protease activity was not involved in necrosis.

Biological Activity I Assay Protocols (From Reference)
Targets
Caspase
ln Vitro
Z-VAD-FMK (10 μM) prevents THP.1 cells from going into apoptosis. The PARP protease activity is inhibited by Z-VAD-FMK (10 μM) in control THP. Lysates of 1 cell. In intact THP.1 and Jurkat cells, Z-VAD-FMK (10 μM) prevents CPP32 from being processed. [1] The apoptotic morphology of camptothecin-treated HL60 cells is eliminated by Z-VAD-FMK (50 μM) cotreatment. Camptothecin-induced DNA fragmentation in HL60 cells is blocked by Z-VAD-FMK (50 μM).[2] Z-VAD-FMK (50 μM) prevents cell death in S2 cells after dSMN dsRNA-induced apoptosis. Z-VAD-FMK (50 μM) raises the survival rate of transfected cells in S2 cells from 26% to 63%. [3] Lower concentrations of Z-VAD-FMK (1–30 μM) completely inhibit TNF-stimulated apoptosis in human neutrophils while higher concentrations (>100 μM) enhance TNF-induced neutrophil apoptosis.[4] Inhibiting apoptosis in anterior stromal keratocytes with Z-VAD-FMK (10 mM). When TUNEL assay is used to identify anterior stromal keratocytes, Z-VAD-FMK (10 mM) inhibits apoptosis.[5]
ln Vivo
Z-VAD-FMK administration in vivo has been demonstrated to be nontoxic and to stop apoptosis in animal models in the past. Preterm delivery in mice is delayed by pretreatment with Z-VAD-FMK after intraperitoneal injection of HK-GBS. Treatment with z-VAD-fmk prevents allergen-induced leukocyte infiltration in mice with OVA sensitization. The pan-caspase inhibitor z-VAD-fmk was intravenously injected into mice prior to OVA challenge to reduce inflammatory cell accumulation, mucus hypersecretion, and Th2 cytokine release. Treatment with z-VAD-fmk prevented the terminal differentiation of erythroid progenitors, monocytes into macrophages, and lens epithelial cells as well as keratinocytes. Z-VAD-fmk reduced the inflammation and hyperreactivity of the airways brought on by allergens. Later T cell activation ex vivo was also prevented by z-VAD-fmk treatment in vivo[7].
Cell Assay
To validate the efficacy of Z-VAD-FMK, three human granulosa cell lines (GC1a, HGL5, COV434) were treated for 48 h with etoposide (50 μg/ml) and/or Z-VAD-FMK (50 μM) under normoxic conditions. Cells were cultured without serum under hypoxia (1% O2) and treated with Z-VAD-FMK in an effort to replicate the ischemic phase that develops after the transplantation of an ovarian fragment. By using the WST-1 assay, the cells' metabolic activity was assessed. Using FACS analyses, cell viability was evaluated. By using RT-qPCR and Western blot analyses, the expression of molecules connected to apoptosis was evaluated.
Animal Protocol
CD1 mice
10 mg/kg
i.p.
References

[1]. Biochem J . 1996 Apr 1;315 ( Pt 1)(Pt 1):21-4.

[2]. Leukemia . 1997 Aug;11(8):1238-44.

[3]. J Biol Chem . 2003 Aug 15;278(33):30993-9.

[4]. Blood . 2005 Apr 1;105(7):2970-2.

[5]. Exp Eye Res . 2000 Sep;71(3):225-32.

[6]. J Assist Reprod Genet . 2015 Oct;32(10):1551-9.

[7]. Infect Dis Obstet Gynecol . 2009;2009:749432.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C22H30FN3O7
Molecular Weight
467.49
Exact Mass
467.2068
Elemental Analysis
C, 56.52; H, 6.47; F, 4.06; N, 8.99; O, 23.96
CAS #
187389-52-2
Appearance
Solid powder
SMILES
C[C@@H](C(=O)N[C@@H](CC(=O)OC)C(=O)CF)NC(=O)[C@H](C(C)C)NC(=O)OCC1=CC=CC=C1
InChi Key
MIFGOLAMNLSLGH-QOKNQOGYSA-N
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
Chemical Name
methyl (3S)-5-fluoro-3-[[(2S)-2-[[(2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]propanoyl]amino]-4-oxopentanoate
Synonyms
Z-VAD-FMK; Z-VAD(OMe)-FMK; Z-Val-Ala-Asp(OMe)-FMK; Z VADFMK; ZVADFMK
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~93 mg/mL (~198 mM)
Water: <1 mg/mL (slightly soluble or insoluble)
Ethanol: ~24 mg/mL warming (~51 mM)
Solubility (In Vivo)
2% DMSO+35 %PEG 300+2%Tween 80+ddH2O: 6mg/mL (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1391 mL 10.6954 mL 21.3908 mL
5 mM 0.4278 mL 2.1391 mL 4.2782 mL
10 mM 0.2139 mL 1.0695 mL 2.1391 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Biological Data
  • Z-VAD-FMK

  • Z-VAD-FMK

  • Z-VAD-FMK

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