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Chemical Structure| 187389-52-2 Chemical Structure| 187389-52-2

Structure of Z-VAD(OMe)-FMK
CAS No.: 187389-52-2

Chemical Structure| 187389-52-2

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Z-VAD(OMe)-FMK is a cell-permeable, irreversible broad-spectrum caspase inhibitor, blocks all features of apoptosis.

Synonyms: Z-Val-Ala-Asp(OMe)-FMK; Z-Val-Ala-Asp-(OMe)-Fluoromethyl Ketone; Z-VAD-FMK

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Product Citations

Product Citations

Rathje, Oliver H. ; Perryman, Lara ; Payne, Richard J. ; Hamprecht, Dieter W. ;

Abstract: Mixed Lineage Kinase domain-Like pseudokinase (MLKL) is implicated in a broad range of diseases due to its role as the ultimate effector of necroptosis and has therefore emerged as an attractive drug target. Here, we describe the development of PROteolysis TArgeting Chimeras (PROTACs) as a novel approach to knock down MLKL through chem. means. A series of candidate degraders were synthesized from a high-affinity pyrazole carboxamide-based MLKL ligand leading to the identification of a PROTAC mol. that effectively degraded MLKL and completely abrogated cell death in a TSZ model of necroptosis. By leveraging the innate ability of these PROTACs to degrade MLKL in a dose-dependent manner, the quant. relationship between MLKL levels and necroptosis was interrogated. This work demonstrates the feasibility of targeting MLKL using a PROTAC approach and provides a powerful tool to further our understanding of the role of MLKL within the necroptotic pathway.

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Product Details of Z-VAD(OMe)-FMK

CAS No. :187389-52-2
Formula : C22H30FN3O7
M.W : 467.49
SMILES Code : COC(C[C@@H](C(CF)=O)NC([C@@H](NC([C@@H](NC(OCC1=CC=CC=C1)=O)C(C)C)=O)C)=O)=O
Synonyms :
Z-Val-Ala-Asp(OMe)-FMK; Z-Val-Ala-Asp-(OMe)-Fluoromethyl Ketone; Z-VAD-FMK
MDL No. :MFCD02684037
InChI Key :MIFGOLAMNLSLGH-QOKNQOGYSA-N
Pubchem ID :5497174

Safety of Z-VAD(OMe)-FMK

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Related Pathways of Z-VAD(OMe)-FMK

pyroptosis

Isoform Comparison

Biological Activity

Target
  • Caspase

In Vitro:

Cell Line
Concentration Treated Time Description References
KG-1a cells 50 µM 48 h partially prevented the apoptotic cell death induced by emetine PMC11059384
KG-1a cells 50 µM 2 h Pretreatment with Z-VAD(OMe)-FMK significantly reduced PL-induced apoptosis in KG-1a cells, indicating that PL induces apoptosis through a caspase-dependent pathway. PMC10951277

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.14mL

0.43mL

0.21mL

10.70mL

2.14mL

1.07mL

21.39mL

4.28mL

2.14mL

References

 

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