Z-VEID-FMK
Z-VEID-FMK (CAS No. 210344-96-0 ) is a cell-permeable, irreversible inhibitor primarily targeting caspase-6, a cysteine protease involved in apoptosis regulation. This peptide-based fluoromethyl ketone derivative specifically binds to the active site of caspase-6, blocking the proteolytic cleavage events mediated by this enzyme. In apoptosis signaling, caspase-6 activation contributes to downstream cleavage of multiple cellular substrates, including lamins and nuclear proteins. In various experimental models, Z-VEID-FMK has been employed to dissect caspase-6-dependent apoptotic pathways and to analyze caspase-specific roles in neuronal and immune cell apoptosis induced by stimuli such as TNFα or Fas ligand.
References:
1. Nyormoi et al (2003) Sequence-based discovery of a synthetic peptide inhibitor of caspase 6. Apoptosis 8 371.
2. Y. Zhang C. Goodyer, Selective and Protracted Apoptosis in Human Primary Neurons Microinjected with Active Caspase-3, -6, -7, and -8. The Journal of Neuroscience, 2000, 20(22):8384–8389
3. Microinjected with Active Caspase-3, -6, -7, and -8 Taimen and Kallajoki (2003) NuMA and nuclear lamins behave differently in Fas-mediated apoptosis. J.Cell Sci.116 571.
- 1. Ravi Padia, Lei Sun, et al. "HOXC8 impacts lung tumorigenesis by preventing pyroptotic cell death through the suppression of caspase-1 expression." Cell Death Dis. 2025 Jul 23;16(1):552 PMID: 40701951
- 2. Hanchao Gao, Yikun Yao, et al. "Caspase-6/Gasdermin C-Mediated Tumor Cell Pyroptosis Promotes Colorectal Cancer Progression Through CXCL2-Dependent Recruitment of Myeloid-Derived Suppressor Cells." ADVANCED SCIENCE Volume12, Issue20 May 29, 2025 2411375
- 3. Maria Gonzalez-Orozco, Hsiang-Chi Tseng, et al. "TRIM7 ubiquitinates SARS-CoV-2 membrane protein to limit apoptosis and viral replication." bioRxiv. 2024 Jun 17:2024.06.17.599107. PMID: 38948778
- 4. Hin Chu, Yuxin Hou, et al. "Coronaviruses exploit a host cysteine-aspartic protease for replication." Nature. 2022 Aug 3. PMID: 35922005
- 5. Hodges AL, Kempen CG, et al. "TNF Family Cytokines Induce Distinct Cell Death Modalities in the A549 Human Lung Epithelial Cell Line when Administered in Combination with Ricin Toxin." Toxins (Basel). 2019 Aug 1;11(8). pii: E450. PMID: 31374990
- 6. Xie J, Guo H, et al. "Identification of cleavage of NS5A of C-strain classical swine fever virus." Arch Virol. 2016 Oct 20. PMID: 27766426
- 7. Chen Y, Sun M, et al, "SM-1, a novel PAC-1 derivative, activates procaspase-3 and causes cancer cell apoptosis." Cancer Chemother Pharmacol. 2016 Aug 3. PMID: 27488460
| Storage | Store at -20°C |
| M.Wt | 652.71 |
| Cas No. | 210344-96-0 |
| Formula | C31H45FN4O10 |
| Synonyms | Caspase-6 inhibitor (fluoromethylketone),Benzyloxycarbonyl-Val-Glu(OMe)-Ile-Asp(OMe)-fluoromethylketone |
| Solubility | insoluble in H2O; ≥113.4 mg/mL in DMSO; ≥3.01 mg/mL in EtOH with gentle warming and ultrasonic |
| Chemical Name | methyl (4S)-5-[[(2S)-1-[[(3S)-5-fluoro-1-methoxy-1,4-dioxopentan-3-yl]amino]-3-methyl-1-oxopentan-2-yl]amino]-4-[[(2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]-5-oxopentanoate |
| SDF | Download SDF |
| Canonical SMILES | CCC(C)C(C(=O)NC(CC(=O)OC)C(=O)CF)NC(=O)C(CCC(=O)OC)NC(=O)C(C(C)C)NC(=O)OCC1=CC=CC=C1 |
| Shipping Condition | Small Molecules with Blue Ice, Modified Nucleotides with Dry Ice. |
| General tips | We do not recommend long-term storage for the solution, please use it up soon. |
| Cell experiment [1]: | |
|
Cell lines |
Luteal cells |
|
Preparation method |
Soluble in DMSO. General tips for obtaining a higher concentration: Please warm the tube at 37 ℃ for 10 minutes and/or shake it in the ultrasonic bath for a while. Stock solution can be stored below -20℃ for several months. |
|
Reaction Conditions |
50 μM; 6 h |
|
Applications |
Incubation of luteal cells in the presence of inhibitors of caspase-3 (Z-DEVD-FMK), caspase-6 (Z-VEID-FMK), caspase-8 (Z-IETD-FMK) and a general caspase inhibitor (Boc-DFMK) resulted in a reduction in the level of TNFα-induced DNA fragmentation. |
|
References: [1]. Abdo M1, Hisheh S, Dharmarajan A. Role of tumor necrosis factor-alpha and the modulating effect of the caspases in rat corpus luteum apoptosis. Biol Reprod. 2003 Apr;68(4):1241-8. |
|
| Z-VEID-FMK is the specific recognition sequence for caspase-6/Mch2. | ||||||
| Targets | caspase-6 | |||||
| IC50 | ||||||
Quality Control & MSDS
- View current batch:
Chemical structure
Related Biological Data
Related Biological Data
Related Biological Data
Related Biological Data
