Z-IETD-FMK

Alias: Z-IE(OMe)TD(OMe)-FMK; Z-IETD-FMK; Granzyme B Inhibitor III; MDK-4982; MDK4982; MDK 4982; Z-Ile-Glu(OMe)-Thr-Asp(OMe)-CH₂F
Cat No.:V0030 Purity: ≥98%
Z-IETD-FMK (also known as Z-IE(OMe)TD(OMe)-FMK) is a novel, specific, selective,irreversible and cell permeableCaspase-8/9 inhibitor.
Z-IETD-FMK Chemical Structure CAS No.: 210344-98-2
Product category: Caspase
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Z-IETD-FMK, also known as Z-IE(OMe)TD(OMe)-FMK, is a novel Caspase-8/9 inhibitor that is specific, selective, irreversible, and cell permeable. Z-IETD-FMK works by preventing PHA- or anti-CD3 plus anti-CD28-induced T cell proliferation without harming dormant T cells. Normal cell growth is unaffected by Z-IETD-FMK in the absence of an activation signal. When present in concentrations of 100μM, Z-IETD-FMK has also been discovered to significantly inhibit NF-κB activation. In addition to its capacity to suppress cell proliferation, Z-IETD-FMK is also said to suppress TRAIL-mediated cell apoptosis. In both HCT116 and SW480 cells, it equally protects procaspases 9, 2, and 3 as well as PARP.

Biological Activity I Assay Protocols (From Reference)
Targets
Caspase-8
ln Vitro
In retinal cells exposed to various apoptotic stimuli, Z-IETD-FMK, which blocks caspase-8 cleavage and only partially blocks caspase-3 and PARP cleavage, inhibits the execution of apoptosis.[1]
Z-IETD-FMK (50 μM) significantly inhibits the activation of caspase 3 and lessens the death of cardiomyocytes brought on by ceramide.[2]
The production of activated/memory T cells, T cell cytokines, and NF-kappaB responses to TCR:CD3 engagement in T cell cultures are all impacted by Z-IETD-FMK'scaspase-8inhibition.[3]
ln Vivo
Z-IETD-FMK inhibits caspase-8 in living organisms, which decreases memory/activated CD4 and CD8 T cells and raises susceptibility to T. cruzi infection.[3]
Injured retinal ganglion cells are encouraged to regenerate and survive after CNS injuries by Z-IETD-FMK. [4]
Cell Assay
Drugs and ceramide were simultaneously added to the cell culture medium, and after 24 hours, the number of living cells was counted.
Animal Protocol
T. cruzi-infected mice
0.4 mg/3 days
References

[1]. Invest Ophthalmol Vis Sci . 1999 Oct;40(11):2660-7.

[2]. J Card Fail . 2000 Sep;6(3):243-9.

[3]. J Immunol . 2005 May 15;174(10):6314-21.

[4]. J Neurosci . 2011 Jul 20;31(29):10494-505.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C30H43FN4O11
Molecular Weight
654.68
Exact Mass
626.2599
Elemental Analysis
C, 53.67; H, 6.27; F, 3.03; N, 8.94; O, 28.08
CAS #
210344-98-2
Appearance
Solid powder
SMILES
CC[C@H](C)[C@@H](C(=O)N[C@@H](CCC(=O)OC)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(=O)OC)C(=O)CF)NC(=O)OCC1=CC=CC=C1
InChi Key
PHLCQASLWHYEMX-DEKIMQJDSA-N
InChi Code
InChI=1S/C30H43FN4O11/c1-6-17(2)25(35-30(43)46-16-19-10-8-7-9-11-19)28(41)32-20(12-13-23(38)44-4)27(40)34-26(18(3)36)29(42)33-21(22(37)15-31)14-24(39)45-5/h7-11,17-18,20-21,25-26,36H,6,12-16H2,1-5H3,(H,32,41)(H,33,42)(H,34,40)
Chemical Name
methyl (4S)-5-[[(2S,3R)-1-[[(3S)-5-fluoro-1-methoxy-1,4-dioxopentan-3-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-4-[[(2S,3S)-3-methyl-2-(phenylmethoxycarbonylamino)pentanoyl]amino]-5-oxopentanoate
Synonyms
Z-IE(OMe)TD(OMe)-FMK; Z-IETD-FMK; Granzyme B Inhibitor III; MDK-4982; MDK4982; MDK 4982; Z-Ile-Glu(OMe)-Thr-Asp(OMe)-CH₂F
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~91 mg/mL (~139 mM)
Water: <1 mg/mL (slightly soluble or insoluble)
Ethanol: <1 mg/mL
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.5275 mL 7.6373 mL 15.2746 mL
5 mM 0.3055 mL 1.5275 mL 3.0549 mL
10 mM 0.1527 mL 0.7637 mL 1.5275 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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Biological Data
  • Z-IETD-FMK

  • Z-IETD-FMK

  • Z-IETD-FMK

    Caspase-8 and caspase-3 processing in newly activated T cells without apoptotic phenotype.Toxicol Appl Pharmacol.2012 Nov 15;265(1):103-12.
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