Skip to Content
Merck
All Photos(1)

Documents

V116

Sigma-Aldrich

Z-VAD-FMK

≥98% (TLC), solid, Caspase inhibitor

Synonym(s):

N-Benzyloxycarbonyl-Val-Ala-Asp(O-Me) fluoromethyl ketone

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C22H30FN3O7
CAS Number:
187389-52-2
Molecular Weight:
467.49
MDL number:
MFCD01074990
UNSPSC Code:
12352209
NACRES:
NA.77

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

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)

General description

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

Application

Z-VAD-FMK has been used:
  • to induce mixed-lineage kinase domain-like (MLKL) phosphorylation (p-MLKL) in L929 cells
  • to induce autophagy in Jurkat and K562 cells
  • to revert killing effects of oxaliplatin or oxaliplatin combination with chloroquine (CQ) on HCT116 and SW620 cell lines
  • 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

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Apoptosis inhibition can be threatening in Abeta-induced neuroinflammation, through promoting cell proliferation
Abdi A, et al.
Neurochemical Research, 36(1), 39-48 (2011)
Peng Chen et al.
Theranostics, 10(11), 5107-5119 (2020-04-21)
Background and Purpose: RAS mutations limit the effectiveness of anti-epidermal growth factor receptor (EGFR) monoclonal antibodies in combination with chemotherapy for metastatic colorectal cancer (mCRC) patients. Therefore, new cell death forms have focused on identifying indirect targets to inhibit Ras-induced
z-VAD-fmk inhibits peptide: N-glycanase and may result in ER stress
Misaghi S, et al.
Cell Death and Differentiation, 13(1), 163-163 (2006)
Deletion of Ripk3 prevents Motor Neuron death in vitro but not in vivo
Dermentzaki G, et al.
eNeuro, ENEURO-EN0308 (2019)
Integrated Pharmacy Case Studies, 163-163 (2018)
View All Related Papers

Articles

Discover Bioactive Small Molecules for Cell Cycle

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Discover Bioactive Small Molecules for Cell Cycle

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Discover Bioactive Small Molecules for Cell Cycle

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Discover Bioactive Small Molecules for Cell Cycle

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

See All

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service