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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
Número MDL:
MFCD01074990
Código UNSPSC:
12352209
NACRES:
NA.77

Nombre del producto

Z-VAD-FMK, solid

origen biológico

synthetic

Ensayo

≥98% (TLC)

Formulario

solid

color

white

solubilidad

DMSO: 20 mg/mL
H2O: insoluble

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

MIFGOLAMNLSLGH-QOKNQOGYSA-N

Información sobre el gen

human ... CASP3(836)
mouse ... CASP3(12367)
rat ... CASP3(25402)

Descripción general

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.

Aplicación

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

Acciones bioquímicas o fisiológicas

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

Características y beneficios

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.

Envase

Bottomless glass bottle. Contents are inside inserted fused cone.

Precaución

Hygroscopic

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
BCCG7963
BCCF8354
BCCD6888
BCCC8336
BCCB8348

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Visite la Librería de documentos

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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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.

Discover Bioactive Small Molecules for Cell Cycle Research

n proliferating cells, the cell cycle consists of four phases. Gap 1 (G1) is the interval between mitosis and DNA replication that is characterized by cell growth. Replication of DNA occurs during the synthesis (S) phase, which is followed by a second gap phase (G2) during which growth and preparation for cell division occurs. Together, these three stages comprise the interphase phase of the cell cycle. Interphase is followed by the mitotic (M) phase.

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