Ezatiostat

  • CAT Number: I002203
  • CAS Number: 168682-53-9
  • Molecular Formula: C₂₇H₃₅N₃O₆S
  • Molecular Weight: 529.65
  • Purity: ≥95%
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Ezatiostat (Cat No.:I002203) is a peptidomimetic inhibitor of Glutathione S-transferase P1-1 (GSTP1-1), which is an enzyme involved in the detoxification processes. It is a tripeptide analog of glutathione, a naturally occurring antioxidant. Ezatiostat activates c-Jun NH2 terminal kinase (JNK1) and ERK1/ERK2 signaling pathways, leading to the induction of apoptosis, or programmed cell death. This mechanism of action suggests its potential as an anticancer agent, particularly in malignancies where GSTP1-1 is overexpressed.

Catalog Number I002203
CAS Number 168682-53-9
Molecular Formula

C₂₇H₃₅N₃O₆S

Purity 95%
Target GSTP1-1
Solubility 10 mM in DMSO
Storage Store at -20°C
IUPAC 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
InChI InChI=1S/C27H35N3O6S/c1-3-35-26(33)21(28)15-16-23(31)29-22(18-37-17-19-11-7-5-8-12-19)25(32)30-24(27(34)36-4-2)20-13-9-6-10-14-20/h5-14,21-22,24H,3-4,15-18,28H2,1-2H3,(H,29,31)(H,30,32)/t21-,22-,24+/m0/s1
InChIKey GWEJFLVSOGNLSS-WPFOTENUSA-N
SMILES CCOC(=O)C(CCC(=O)NC(CSCC1=CC=CC=C1)C(=O)NC(C2=CC=CC=C2)C(=O)OCC)N
Reference

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<br>[1]. Danying Cai, etal. 246: Synthesis and biochemical characterization of novel analogues of ezatiostat hydrochloride (TLK199, Telintra?). Cancer Research: April 15, 2011; Volume 71, Issue 8, Supplement 1
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