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Merck
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Key Documents

V116

Sigma-Aldrich

Z-VAD-FMK

≥98% (TLC), solid, Caspase inhibitor

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C22H30FN3O7
Número de CAS:
187389-52-2
Peso molecular:
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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Z-Ile-Glu(O-ME)-Thr-Asp(O-Me) fluoromethyl ketone ≥90% (TLC), powder

Sigma-Aldrich

C1230

Z-Ile-Glu(O-ME)-Thr-Asp(O-Me) fluoromethyl ketone

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)
Increasing colorectal cancer cell sensitivity to oxaliplatin through hyperthermia and chloroquine treatment
Zheng C, et al.
International Journal of Clinical and Experimental Pathology, 9(2), 496-508 (2016)
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
Deletion of Ripk3 prevents Motor Neuron death in vitro but not in vivo
Dermentzaki G, et al.
eNeuro, ENEURO-EN0308 (2019)
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Contenido relacionado

Discover Bioactive Small Molecules for Apoptosis

Apoptosis, or programmed cell death (PCD), is a selective process for the removal of unnecessary, infected or transformed cells in various biological systems. As it plays a role in the homeostasis of multicellular organisms, apoptosis is tightly regulated through two principal pathways by a number of regulatory and effector molecules.

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