Other grades of this product :
| Z-VAD-FMK Basic information |
| Product Name: | Z-VAD-FMK | | Synonyms: | Z-VADC(OME)-FMK;methyl (3S)-5-fluoro-3-[[(2S)-2-[[(2S)-3-methyl-2-phenylmethoxycarbonylamino-butanoyl]amino]propanoyl]amino]-4-oxo-pentanoate;N-BENZYLOXYCARBONYL-VAL-ALA-ASP FLUOROMETHYL KETONE;Z-VAD-FLUOROMETHYLKETONE;Z-VAD-FMK;Z-VAD-FMK, METHYL ESTER;Z-VAD(OME)-FLUOROMETHYLKETONE;L-Alaninamide, N-[(phenylmethoxy)carbonyl]-L-valyl-N-[(1S)-3-fluoro-1-(2-methoxy-2-oxoethyl)-2-oxopropyl]- | | CAS: | 187389-52-2 | | MF: | C22H30FN3O7 | | MW: | 467.49 | | EINECS: | | Product Categories: | Inhibitors;Caspases/Apoptosis;Caspase/Related Products;Apoptosis;peptides;API | | Mol File: | Mol File |
| Z-VAD-FMK Chemical Properties |
| Melting point | >190°C (dec.) | | Boiling point | 732.4±60.0 °C(Predicted) | | density | 1.214±0.06 g/cm3 (20 ºC 760 Torr) | | Fp | 396.7℃ | | storage temp. | -20°C | | solubility | DMSO: 20 mg/mL | | form | powder | | pka | 11.05±0.46(Predicted) | | color | white | | Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 week. | | InChIKey | MIFGOLAMNLSLGH-QOKNQOGYSA-N | | CAS DataBase Reference | 187389-52-2 |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | HS Code | 29145090 |
| Z-VAD-FMK Usage And Synthesis |
| Description | Z-VAD-FMK (187389-52-2), cell-permeable, methyl ester form. Potent, irreversible pan-caspase inhibitor. Inhibits caspase activity and apoptosis induction in a variety of cell types (IC50 = 1.5 μM). Active in vivo. | | Uses | Z-VAD(OMe)-FMK is a cell-permeable, competitive, and irreversible inhibitor of all caspases. Through this action, it inhibits cleavage of poly(ADP-ribose) polymerase, preventing apoptosis when used at 10-50 μM. It also blocks caspase-mediated apoptosis in vivo. Z-VAD(OMe)-FMK effectively prevents caspase action in inflammasomes.[Cayman Chemical] | | Uses | Z-VAD-FMK is a caspase inhibitor that inhibits apoptosis and caspase processing in Jurkat T cells treated with low concentrations of z-FA-CMK. | | General Description | A cell-permeable, irreversible, pan-caspase inhibitor. Shown to enhance the freeze-thaw survival of human embryonic stem cells. Inhibits Fas-mediated apoptosis in Jurkat T cells. Also reported to inhibit Peptide: N-glycanse (PNGase) in vitro amd in vivo. When using with a purified recombinant enzyme, pretreatment with an esterase is required. | | Biological Activity | Cell-permeable, irreversible pan-caspase inhibitor. Inhibits caspase processing and apoptosis induction in tumor cells in vitro (IC 50 = 0.0015-5.8 mM). Active in vivo . | | Biochem/physiol Actions | Cell permeable: yes | | Enzyme inhibitor | This tripeptide halomethyl ketone (FWfree-acid = 467.49 g/mol; Soluble to
9.35 mg/ml in DMSO; CAS RegistryNumber = 187389-52-2), also known
as Z-VAD-FMK and caspase inhibitor VI, is a broad-spectrum caspase
inhibitor that blocks caspase-mediated apoptosis. Z-VAD-FMK inhibits
caspase processing (IC50 = 0.0015–5.8 mM, depending on enzyme and cell
type). The aspartate methyl ester derivative (FW = 467.49 g/mol), also
known as caspase inhibitor I, is far more cell-permeable. Target (s) :
caspases; caspase-1; caspase-2; caspase-3; caspase-4
; caspase 5; caspase-6; caspase-7; caspase-8 ;
caspase-9; caspase-10. | | References | 1) 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
2) Kunstle et al. (1997), ICE-protease inhibitors block murine liver injury and apoptosis caused by CD95 or by TNF-alpha; Immunol. Lett., 55 5
3) Garcia-Calvo et al. (1998), Inhibition of human caspases by peptide based and macromolecular inhibitors; J. Biol. Chem., 273 32608 |
| Z-VAD-FMK Preparation Products And Raw materials |
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