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„DON“ compounds
Z-DON-Val-Pro-Leu-OMe, "Z-DON"
Art. No.
Z006
Synonym
Benzyloxycarbonyl-(6-Diazo-5-oxonorleucinyl)-L-Valinyl-L-Prolinyl-L-Leucinmethylester
Molecular Formula
C31H44N6O8
Molecular Weight
628.72
Purity by HPLC
>95 % (214 nm)
Appearance
pale yellow solid
Solubility
100 μM in 2% (v/v) DMSO or 2% (v/v) Ethanol / aqueous buffers.
Pre-dissolve the complete 10 mg (adjust to the weight given on the vial) in 318 μl DMSO or EtOH (50 mM).
DMSO stock solutions are sterile and can be stored at -20°C for at least 6 months. To avoid too many freeze-thaw cycles, we strongly recommend storage of aliquots.
Take e.g. 10 μl of the 50 mM stock solution and add 90 μl DMSO (or EtOH) to obtain a 5 mM stock solution - dilute by adding 4.9 ml buffer or assay components to obtain your final assay solution (100 μM).
In case your assay or experimental setting does not tolerate these DMSO levels, we recommend the following procedure:
Pre-dissolve the complete 10 mg (adjust to the weight given on the vial) in 159 μl DMSO (100 mM). Make sure that the compound is dissolved properly.
Take e.g. 10 μl of the 100 mM stock solution and add 9.99 ml buffer/ assay components (1:1,000) to obtain your final assay solution (100 μM).
In our experience, the compound dissolves in Tris-buffered saline even if locally a milky precipitate may form initially.
Pre-dissolve the complete 10 mg (adjust to the weight given on the vial) in 318 μl DMSO or EtOH (50 mM).
DMSO stock solutions are sterile and can be stored at -20°C for at least 6 months. To avoid too many freeze-thaw cycles, we strongly recommend storage of aliquots.
Take e.g. 10 μl of the 50 mM stock solution and add 90 μl DMSO (or EtOH) to obtain a 5 mM stock solution - dilute by adding 4.9 ml buffer or assay components to obtain your final assay solution (100 μM).
In case your assay or experimental setting does not tolerate these DMSO levels, we recommend the following procedure:
Pre-dissolve the complete 10 mg (adjust to the weight given on the vial) in 159 μl DMSO (100 mM). Make sure that the compound is dissolved properly.
Take e.g. 10 μl of the 100 mM stock solution and add 9.99 ml buffer/ assay components (1:1,000) to obtain your final assay solution (100 μM).
In our experience, the compound dissolves in Tris-buffered saline even if locally a milky precipitate may form initially.
Application
Irreversible inhibitor of tissue transglutaminase
IC50 ~ 0.02 μM; Cell permeable at 40 μM
Z-DON-Val-Pro-Leu-OMe is able to trap tissue transglutaminase in the open conformation. The structure is deposit at PDB (3S3J).
IC50 ~ 0.02 μM; Cell permeable at 40 μM
Z-DON-Val-Pro-Leu-OMe is able to trap tissue transglutaminase in the open conformation. The structure is deposit at PDB (3S3J).
Storage
Store at -20°C, desiccate
Z-DON is stable (>70%) in phosphate-buffered saline (PBS, pH 7.4, 37°C) for at least 3 days.
Z-DON is stable (>70%) in phosphate-buffered saline (PBS, pH 7.4, 37°C) for at least 3 days.
Reference(s)
Schaertl, S. et al. J. Biomol. Screen. 2010, 15, 478.
Verhaar, R. et al. Neurochem. Int. 2011, 58, 785.
McConoughey, S.J. et al. EMBO Mol. Med. 2010, 2, 349.
Lauzier, A. et al. Arthritis Res. Ther. 2012, 14, R159.
Verhaar, R. et al. Neurochem Int. 2013, 62, 486.
Fischer J. et al. J. Invest. Dermatol. 2013, 133, 1170.
Lauzier, A. et al. Arthritis Research & Therapy 2012, 14, R159.
Wang Z. et al. Cell Death & Dis. 2013, 4, e808.
de Jager, M. et al. J. Neurochem. 2015, 134, 1116.
de Jager, M. et al. Neuropathol. Appl. Neurobiol. 2016, 42, 255.
Wilhelmus, M. et al. Sci Rep. 2016, 6, 20569.
van der Wildt, B. et al. Nucl. Med. Biol. 2016, 43, 232.
Recktenwald, C. et al. J. Biol. Chem. 2016, 291, 13580.
Singh, G. et al. J. Biol. Chem. 2016, 291, 9119.
Espitia Pinzon, N. et al. Sci Rep. 2017, 7, 40995.
Katt, P.W. et al. Mol. Pharmaceutics 2015, 12, 46-55.
Algarni A.S. et al. Biochem. Pharmacol. 2017, 128, 55-73.
Chrobok, N.L. et al. PLoS ONE 2018, 13, e0209522.
Verhaar, R. et al. Neurochem. Int. 2011, 58, 785.
McConoughey, S.J. et al. EMBO Mol. Med. 2010, 2, 349.
Lauzier, A. et al. Arthritis Res. Ther. 2012, 14, R159.
Verhaar, R. et al. Neurochem Int. 2013, 62, 486.
Fischer J. et al. J. Invest. Dermatol. 2013, 133, 1170.
Lauzier, A. et al. Arthritis Research & Therapy 2012, 14, R159.
Wang Z. et al. Cell Death & Dis. 2013, 4, e808.
de Jager, M. et al. J. Neurochem. 2015, 134, 1116.
de Jager, M. et al. Neuropathol. Appl. Neurobiol. 2016, 42, 255.
Wilhelmus, M. et al. Sci Rep. 2016, 6, 20569.
van der Wildt, B. et al. Nucl. Med. Biol. 2016, 43, 232.
Recktenwald, C. et al. J. Biol. Chem. 2016, 291, 13580.
Singh, G. et al. J. Biol. Chem. 2016, 291, 9119.
Espitia Pinzon, N. et al. Sci Rep. 2017, 7, 40995.
Katt, P.W. et al. Mol. Pharmaceutics 2015, 12, 46-55.
Algarni A.S. et al. Biochem. Pharmacol. 2017, 128, 55-73.
Chrobok, N.L. et al. PLoS ONE 2018, 13, e0209522.
Note
Intended for research use only, not for use in human, therapeutic or diagnostic applications.
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