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Chemical Structure| 197855-65-5 Chemical Structure| 197855-65-5

Structure of Z-FA-FMK
CAS No.: 197855-65-5

Chemical Structure| 197855-65-5

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Z-FA-FMK is an irreversible cysteine protease inhibitor,which also inhibits effector caspases.

Synonyms: (1S)-Z-FA-FMK; Z-Phe-Ala-Fluoromethyl Ketone; Z-FA-fluoromethyl ketone

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Product Details of Z-FA-FMK

CAS No. :197855-65-5
Formula : C21H23FN2O4
M.W : 386.42
SMILES Code : O=C(OCC1=CC=CC=C1)N[C@@H](CC2=CC=CC=C2)C(NC(C(CF)=O)C)=O
Synonyms :
(1S)-Z-FA-FMK; Z-Phe-Ala-Fluoromethyl Ketone; Z-FA-fluoromethyl ketone
MDL No. :MFCD02684535
InChI Key :ASXVEBPEZMSPHB-PKHIMPSTSA-N
Pubchem ID :6915837

Safety of Z-FA-FMK

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

Isoform Comparison

Biological Activity

Target
  • Cysteine Protease

In Vitro:

Cell Line
Concentration Treated Time Description References
NCI-H157 cells 10–100 µM 1 hour Inhibited PI-induced IκBα degradation J Biol Chem. 2013 Nov 8;288(45):32777-32786
SMA patient fibroblasts 1, 5, 10, 50, 100 µM 2 days Z-FA-FMK significantly increased SMN protein levels in SMA patient fibroblasts Life Sci Alliance. 2019 Mar 25;2(2):e201800268
HEK293 cells 1, 5, 10, 50, 100 µM 2 days Z-FA-FMK significantly increased SMN protein expression in a dose-dependent manner Life Sci Alliance. 2019 Mar 25;2(2):e201800268
293T cells 0.1 to 100 µM 30 hours To evaluate the inhibitory effect of Z-FA-FMK on SARS-CoV-2 3CLpro, results showed that Z-FA-FMK significantly inhibited 3CLpro activity with an EC50 of 26.3 µM and no significant cytotoxicity. Viruses. 2021 Jan 24;13(2):173
Human CD8+ T cells 50 µM 4 hours Under anti-CD3 stimulation, Z-FA-FMK induced death in human CD8+ T cells. J Exp Med. 2002 Aug 19;196(4):493-503
Mouse CD8+ T cells 50 µM 4 hours Under anti-CD3 stimulation, Z-FA-FMK induced 35-55% cell death, while control compounds GF-DMK and ZFβA-FMK did not show this effect. J Exp Med. 2002 Aug 19;196(4):493-503
SKBR-3 cells 20 µM 4 hours Used as a negative control for caspase inhibitor to verify the specificity of Z-DEVD-FMK. Results showed Z-FA-FMK did not affect 13-MTD-induced apoptosis. Lipids Health Dis. 2005 Nov 23;4:29
SMA patient iPSCs 1, 10, 100 µM 48 hours Z-FA-FMK significantly increased SMN protein expression in SMA iPSCs Life Sci Alliance. 2019 Mar 25;2(2):e201800268
Vero E6 cells 11.39 µM 72 hours Evaluate anti-SARS-CoV-2 viral infection activity; results showed Z-FA-FMK could inhibit virus-induced cytopathic effect with EC50 of 0.13 μM ACS Pharmacol Transl Sci. 2020 Sep 4;3(5):1008-1016
SMA patient iPSC-derived motor neurons 10 µM starting from day 7 Z-FA-FMK significantly increased functional SMN protein expression and reduced motor neuron apoptosis Life Sci Alliance. 2019 Mar 25;2(2):e201800268

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Mice NOX2-deficient mice (Ncf1-/-) Intravenous injection 160 μg/mouse 3 hours before serum injection on day 0 and on day 4 To investigate the effect of Z-FA-FMK on the severity of serum-induced arthritis in NOX2-deficient mice. Results showed that Z-FA-FMK effectively suppressed the severity of arthritis, particularly under conditions lacking ROS regulation. Antioxid Redox Signal. 2015 Oct 20;23(12):973-84
Mice SMNΔ7 mouse model Intracerebroventricular injection 60 ng Once daily from PND1 to PND3 Z-FA-FMK significantly elevated SMN protein levels in spinal cord and increased the number of motor neurons in the lumbar spinal cord Life Sci Alliance. 2019 Mar 25;2(2):e201800268

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.59mL

0.52mL

0.26mL

12.94mL

2.59mL

1.29mL

25.88mL

5.18mL

2.59mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

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