Ezatiostat hydrochloride
Ezatiostat hydrochloride(TLK199) is an effective inhibitor of glutathione S-transferase (GST)[1].
Ezatiostat hydrochloride (TLK199) is a novel glutathione analog and the potential treatment of cytopenias. In addition, Ezatiostat hydrochloride has been revealed to selectively bind to and thus inhibit GST P1-1. Because GST P1-1 can bind to and inhibit JNK, Ezatiostat hydrochloride has also been exhibited to inhibit GST P1-1, activate JNK, and promote the growth and maturation of hematopoietic progenitors in preclinical models. Moreover, Ezatiostat hydrochloride has been reported to stimulate the proliferation of myeloid precursors. Ezatiostat hydrochloride has been elucidated to induce growth inhibition and cellular apoptosis in human leukemia cells (HL-60) with a CC50 value of 6-17μM. Apart from these, Ezatiostat hydrochloride has shown the stimulation of multilineage differentiation in mature monocytes, granulocytes and erythrocytes [1,2].
References:
[1] Tew KD1, Dutta S, Schultz M.Inhibitors of glutathione S-transferases as therapeutic agents. Adv Drug Deliv Rev. 1997 Jul 7;26(2-3):91-104.
[2] Raza A1, Galili N, Callander N, Ochoa L, Piro L, Emanuel P, Williams S, Burris H 3rd, Faderl S, Estrov Z, Curtin P, Larson RA, Keck JG, Jones M, Meng L, Brown GL. Phase 1-2a multicenter dose-escalation study of ezatiostat hydrochloride liposomes for injection (Telintra, TLK199), a novel glutathione analog prodrug in patients with myelodysplastic syndrome. J Hematol Oncol. 2009 May 13;2:20.
- 1. Zhao S, Wang B, et al. "Contributions of enzymes and gut microbes to biotransformation of perfluorooctane sulfonamide in earthworms (Eisenia fetida)." Chemosphere. 2019 Aug 19;238:124619. PMID:31450114
- 1. Liberti, Eileen. "An In-vitro Investigation of Glutathione Transferases in Idiopathic Pulmonary Fibrosis." George Mason University.2018.
- 2. Faccidomo S, Swaim KS, et al. "Mining the nucleus accumbens proteome for novel targets of alcohol self-administration in male C57BL/6J mice."Psychopharmacology (Berl).2018 Mar 3. PMID:29502276
- 3. Liu X, et al. "Human glutathione S-transferase P1-1 functions as an estrogen receptor α signaling modulator." Biochem Biophys Res Commun. 2014 Sep 16. pii: S0006-291X(14)01625-8. PMID:25218501
Storage | Store at -20°C |
M.Wt | 566.11 |
Cas No. | 286942-97-0 |
Formula | C27H36ClN3O6S |
Solubility | ≥28.3 mg/mL in DMSO; ≥3.32 mg/mL in H2O with ultrasonic; ≥3.4 mg/mL in EtOH with ultrasonic |
Chemical Name | ethyl (2S)-2-amino-5-[[(2R)-3-benzylsulfanyl-1-[[(1R)-2-ethoxy-2-oxo-1-phenylethyl]amino]-1-oxopropan-2-yl]amino]-5-oxopentanoate;hydrochloride |
SDF | Download SDF |
Canonical SMILES | CCOC(=O)C(CCC(=O)NC(CSCC1=CC=CC=C1)C(=O)NC(C2=CC=CC=C2)C(=O)OCC)N.Cl |
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 |
TF-1 erythroleukemia and HL-60 promyelocytic cells |
Preparation method |
The solubility of this compound in DMSO is >28.3mg/mL. 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. |
Reacting condition |
40 μM, 5.5 hours |
Applications |
Treatment with TLK199 in leukemia cell lines resulted in apoptosis and increase in ROS levels. Treatment with TLK199 resulted in cleavage of PARP protein in a dose- and time-dependent manner. In HL-60 cells, TLK199 (40 μM for 5.5 hours) induced activation of caspase 3 and caspase 9. TLK199 led to loss of cell viability. In TF-1 and HL-60 cell lines, TLK199 treatment resulted in the upregulation of several genes involved in the cellular response to ER stress. TLK199 treatment upregulated genes for AP-1 transcription factors such as c-jun. |
Other notes |
Please test the solubility of all compounds indoor, and the actual solubility may slightly differ with the theoretical value. This is caused by an experimental system error and it is normal. |
References: [1]. Stofega M, Hsu S C, Chew J, et al. Induction of apoptosis by TLK199 in human leukemia cells[J]. 2008. |
Quality Control & MSDS
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Chemical structure

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