V116

Z-VAD-FMK

≥98% (TLC), solid, Caspase inhibitor

• Synonym(s): N-Benzyloxycarbonyl-Val-Ala-Asp(O-Me) fluoromethyl ketone
• Empirical Formula (Hill Notation): C₂₂H₃₀FN₃O₇
• CAS Number: 187389-52-2
• Molecular Weight: 467.49
• MDL number: MFCD01074990
• UNSPSC Code: 12352209
• NACRES: NA.77

Properties

• Product Name: Z-VAD-FMK, solid
• biological source: synthetic
• Quality Level: 200
• assay: ≥98% (TLC)
• form: solid
• color: white
• solubility: DMSO: 20 mg/mL; H₂O: insoluble
• storage temp.: −20°C
• SMILES string: FCC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)OCc1ccccc1)C(C)C)C)CC(=O)OC
• 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
• InChI key: MIFGOLAMNLSLGH-QOKNQOGYSA-N
• Gene Information: human ... CASP3(836) ; mouse ... CASP3(12367) ; rat ... CASP3(25402)

Description

General description

Z-VAD-FMK inhibits yeast and mammalian peptide N-glycanase (PNGase).[1] It induces apoptosis. Z-VAD-FMK might be associated with endoplasmic reticulum (ER) stress.[2]

Application

Z-VAD-FMK has been used:

• to induce mixed-lineage kinase domain-like (MLKL) phosphorylation (p-MLKL) in L929 cells[3]
• to induce autophagy in Jurkat and K562 cells[4]
• to revert killing effects of oxaliplatin or oxaliplatin combination with chloroquine (CQ) on HCT116 and SW620 cell lines[5]
• as a caspase inhibitor to inhibit apoptosis and assess nuclear factor-kB, heat shock protein 70 (Hsp 70), proto-oncogene (cmyc) and tumor suppressor protein p53[6]

Biochem/physiol Actions

Non-selective, cell permeable inhibitor of caspase-1- and caspase-3-related proteases.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Caspases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Caution

Hygroscopic

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)