ChemicalBook--->CAS DataBase List--->168682-53-9

168682-53-9

168682-53-9 Structure

168682-53-9 Structure
IdentificationBack Directory
[Name]

Glycine, L-g-glutaMyl-S-(phenylMethyl)-L-cysteinyl-2-phenyl-,1,3-diethyl ester, (2R)-
[CAS]

168682-53-9
[Synonyms]

CS-1110
Ezatiostat
Terrapin 199
Ezatiostat, >96%
TER199(free base)
Ezatiostat, >=98%
Ezatiostat (TER199)
Ezatiostat TFA (free base)
TER 199; TLK-199; TELINTRA
(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)-
Glycine, L-γ-glutamyl-S-(phenylmethyl)-L-cysteinyl-2-phenyl-, 1,3-diethyl ester, (2R)-
(S)-ETHYL 2-AMINO-5-((R)-3-(BENZYLTHIO)-1-((R)-2-ETHOXY-2-OXO-1-PHENYLETHYLAMINO)-1-OXOPROPAN-2-YLAMINO)-5-OXOPENTANOATE
[Molecular Formula]

C27H35N3O6S
[MDL Number]

MFCD27982957
[MOL File]

168682-53-9.mol
[Molecular Weight]

529.65
Chemical PropertiesBack Directory
[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)
[form ]

Solid
[pka]

12?+-.0.46(Predicted)
[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|
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[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
Spectrum DetailBack Directory
[Spectrum Detail]

Glycine, L-g-glutaMyl-S-(phenylMethyl)-L-cysteinyl-2-phenyl-,1,3-diethyl ester, (2R)-(168682-53-9)MS
Glycine, L-g-glutaMyl-S-(phenylMethyl)-L-cysteinyl-2-phenyl-,1,3-diethyl ester, (2R)-(168682-53-9)1HNMR
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