TLK117 - Moligand™,≥98% , CAS No.152684-53-2

CAS: 152684-53-2 Cat. No.: T648792 Molecular Weight: 473.54 PubChem CID: 444051

GRADE & PURITY Moligand™, ≥98%

Synonyms

VWW | Glycine, N-[N-L-gamma-glutamyl-S-(phenylmethyl)-L-cysteinyl]-D-2-phenyl- | L-Gamma-Glutamyl-S-Benzyl-N-[(S)-Carboxy(Phenyl)methyl]-L-Cysteinamide | TER117 | 10gs | MS-28779 | Glycine, L-gamma-glutamyl-S-(phenylmethyl)-L-cysteinyl-2-phenyl-, (2R)- |

Storage

Protected from light,Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

TLK117, the active metabolite of TLK199, selective inhibits Glutathione S-transferase P1–1 (GSTP1-1) with a K i of 0.4 μM for GSTP. TLK117 also competitively inhibits glyoxalase I with a K i of 0.56 μM.

Specifications

Synonyms

VWW | Glycine, N-[N-L-gamma-glutamyl-S-(phenylmethyl)-L-cysteinyl]-D-2-phenyl- | L-Gamma-Glutamyl-S-Benzyl-N-[(S)-Carboxy(Phenyl)methyl]-L-Cysteinamide | TER117 | 10gs | MS-28779 | Glycine, L-gamma-glutamyl-S-(phenylmethyl)-L-cysteinyl-2-phenyl-, (2R)- |

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

TLK117, the active metabolite of TLK199, selective inhibits Glutathione S-transferase P1–1 (GSTP1-1) with a K i of 0.4 μM for GSTP. TLK117 also competitively inhibits glyoxalase I with a K i of 0.56 μM.

Storage

Protected from light, Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)CSCC(C(=O)NC(C2=CC=CC=C2)C(=O)O)NC(=O)CCC(C(=O)O)N
• IUPAC Name: (2S)-2-amino-5-[[(2R)-3-benzylsulfanyl-1-[[(R)-carboxy(phenyl)methyl]amino]-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
• InChIKey: ZPSKWMFLCHMEOY-CMKODMSKSA-N
• INCHI: 1S/C23H27N3O6S/c24-17(22(29)30)11-12-19(27)25-18(14-33-13-15-7-3-1-4-8-15)21(28)26-20(23(31)32)16-9-5-2-6-10-16/h1-10,17-18,20H,11-14,24H2,(H,25,27)(H,26,28)(H,29,30)(H,31,32)/t17-,18-,20+/m0/s1
• Isomeric SMILES: C1=CC=C(C=C1)CSC[C@@H](C(=O)N[C@H](C2=CC=CC=C2)C(=O)O)NC(=O)CC[C@@H](C(=O)O)N
• Alternate CAS: 152684-53-2
• PubChem CID: 444051
• MeSH Entry Terms: ezatiotsat;gamma-Glu-S-BzCys-PhGly diethyl ester;gamma-glutamyl-S-(benzyl)cysteinyl-phenylglycine diethyl ester;T.199;Telintra;TER 199;TER-199;TLK 117;TLK 199;TLK-117;TLK-199;TLK117;TLK199
• Molecular Weight: 473.54

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Oligopeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Oligopeptides
• Alternative Parents: Gamma-glutamyl peptides Glutamine and derivatives N-acyl-alpha amino acids Alpha amino acid amides Cysteine and derivatives L-alpha-amino acids Benzene and substituted derivatives Dicarboxylic acids and derivatives N-acyl amines Amino acids Secondary carboxylic acid amides Dialkylthioethers Carboxylic acids Sulfenyl compounds Organic oxides Organopnictogen compounds Carbonyl compounds Hydrocarbon derivatives Monoalkylamines
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alpha-oligopeptide - Gamma-glutamyl alpha peptide - Glutamine or derivatives - N-acyl-alpha amino acid or derivatives - N-acyl-alpha-amino acid - Alpha-amino acid amide - Cysteine or derivatives - Alpha-amino acid - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - L-alpha-amino acid - Fatty amide - Benzenoid - Fatty acyl - N-acyl-amine - Dicarboxylic acid or derivatives - Monocyclic benzene moiety - Amino acid or derivatives - Amino acid - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid - Thioether - Dialkylthioether - Sulfenyl compound - Organosulfur compound - Primary aliphatic amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Organic nitrogen compound - Amine - Primary amine - Organonitrogen compound - Organooxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: DMSO : 150 mg/mL (316.76 mM; Need ultrasonic)
• Sensitivity: Moisture Sensitive
• Molecular Weight: 473.500 g/mol
• XLogP3: -0.900
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 13
• Exact Mass: 473.162 Da
• Monoisotopic Mass: 473.162 Da
• Topological Polar Surface Area: 184.000 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 665.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1