Glycine, L-g-glutaMyl-S-(phenylMethyl)-L-cysteinyl-2-phenyl-,1,3-diethyl ester, (2R)-
Glycine, L-g-glutaMyl-S-(phenylMethyl)-L-cysteinyl-2-phenyl-,1,3-diethyl ester, (2R)- Basic information
- Product Name:
- Glycine, L-g-glutaMyl-S-(phenylMethyl)-L-cysteinyl-2-phenyl-,1,3-diethyl ester, (2R)-
- Synonyms:
-
- Ezatiostat, >96%
- CS-1110
- TER 199; TLK-199; TELINTRA
- (S)-ETHYL 2-AMINO-5-((R)-3-(BENZYLTHIO)-1-((R)-2-ETHOXY-2-OXO-1-PHENYLETHYLAMINO)-1-OXOPROPAN-2-YLAMINO)-5-OXOPENTANOATE
- (2R)-L-gamma-Glutamyl-S-(phenylmethyl)-L-cysteinyl-2-phenylglycine 1,3-diethyl ester
- Glycine, L-g-glutaMyl-S-(phenylMethyl)-L-cysteinyl-2-phenyl-,1,3-diethyl ester, (2R)-
- Ezatiostat
- Terrapin 199
- CAS:
- 168682-53-9
- MF:
- C27H35N3O6S
- MW:
- 529.65
- Mol File:
- 168682-53-9.mol
Glycine, L-g-glutaMyl-S-(phenylMethyl)-L-cysteinyl-2-phenyl-,1,3-diethyl ester, (2R)- Chemical Properties
- Melting point:
- >94°C (dec.)
- Boiling point:
- 749.7±60.0 °C(Predicted)
- Density
- 1.216±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 12?+-.0.46(Predicted)
- form
- Solid
- color
- White to Off-White
- InChIKey
- FXTMNDVNPLUYKX-OKIYALLLNA-N
- SMILES
- C(OCC)(=O)[C@@H](C1=CC=CC(CC)=C1)N(C(=O)CC[C@@H](C(O)=O)N)C(=O)[C@H](CSCC1=CC=CC=C1)N |&1:5,19,26,r|
Glycine, L-g-glutaMyl-S-(phenylMethyl)-L-cysteinyl-2-phenyl-,1,3-diethyl ester, (2R)- Usage And Synthesis
Description
Ezatiostat is an inhibitor of glutathione S-transferase pi 1-1 (GSTP1-1; Ki = 0.4 μM). It is selective for GSTP1-1 over GSTα and GSTμ family GSTs (Kis = 20-75 μM). Ezatiostat also inhibits the protein-protein interaction between GSTP1-1 and JNK1. In vivo, ezatiostat (75 mg/kg) increases the number of circulating white blood cells in Gstp1 wild-type, but not Gstp1-/-, mice.
Uses
Ezatiostat is a tripeptide analog of glutathione that can selectively inhibit GSTP1-1, the most prevalent Glutathione S-transferases (GST) isozyme in nonhepatic tissues, catalytic activity with minimal effect on the related GSTα and -μ families.
in vivo
Administration of Ezatiostat (TLK199), stimulates both lymphocyte production and bone marrow progenitor (colony-forming unit-granulocyte macrophage) proliferation, but only in glutathione S-transferase P1-1 (GSTP1+/+) and not in GSTP1-/-animals[2].
target
Gutathione S-transferase
References
[1] JACOB S. YOUNT Howard C H Mingzi M Zhang. Visualization and Identification of Fatty Acylated Proteins Using Chemical Reporters[J]. Current protocols in chemical biology, 2011, 3 2. DOI: 10.1002/9780470559277.ch100225
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