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Literature summary for 2.5.1.18 extracted from

  • Lo, W.J.; Chiou, Y.C.; Hsu, Y.T.; Lam, W.S.; Chang, M.Y.; Jao, S.C.; Li, W.S.
    Enzymatic and nonenzymatic synthesis of glutathione conjugates: application to the understanding of a parasites defense system and alternative to the discovery of potent glutathione S-transferase inhibitors (2007), Bioconjug. Chem., 18, 109-120.
    View publication on PubMed

Inhibitors

Inhibitors Comment Organism Structure
L-gamma-glutamyl-S-(2-hydroxy-5-nitrophenyl)-L-cysteinylglycine nonenzymatically synthesized GSH conjugate Schistosoma japonicum
L-gamma-glutamyl-S-[(17beta)-17-hydroxy-17-methyl-3-oxoandrost-4-en-4-yl]-L-cysteinylglycine nonenzymatically synthesized GSH conjugate Schistosoma japonicum
L-gamma-glutamyl-S-[1-(3-chlorophenyl)-2-hydroxyethyl]-L-cysteinylglycine nonenzymatically synthesized GSH conjugate Schistosoma japonicum
L-gamma-glutamyl-S-[2-(4-nitrophenyl)-2-oxoethyl]-L-cysteinylglycine nonenzymatically synthesized GSH conjugate Schistosoma japonicum
L-gamma-glutamyl-S-[2-(6-oxocyclohex-1-en-1-yl)ethyl]-L-cysteinylglycine nonenzymatically synthesized GSH conjugate Schistosoma japonicum
L-gamma-glutamyl-S-[3-[4-(carboxymethoxy)-2,3-dichlorophenyl]-3-oxopropyl]-L-cysteinylglycine nonenzymatically synthesized GSH conjugate Schistosoma japonicum

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
additional information kinetics of formation of specific mono(glutathionyl) or bis(glutathionyl) conjugates Schistosoma japonicum

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Schistosoma japonicum a primary pathway for metabolism of electrophilic compounds in Schistosoma japonicum involves glutathione S-transferase-catalyzed formation of glutathione conjugates, overview, production of nonenzymatic GSH conjugates with electrophilic substrates often overwhelms the activity of the enzyme, overview ?
-
?

Organism

Organism UniProt Comment Textmining
Schistosoma japonicum
-
-
-

Reaction

Reaction Comment Organism Reaction ID
RX + glutathione = HX + R-S-glutathione mechanisms for formation of specific mono(glutathionyl) or bis(glutathionyl) conjugates Schistosoma japonicum

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1,3,5-triacryloyl-1,3,5-triazinane + glutathione
-
Schistosoma japonicum L-gamma-glutamyl-S-[3-(3,5-diacryloyl-1,3,5-triazinan-1-yl)-3-oxopropyl]-L-cysteinylglycine
-
?
1-chloro-2,4-dinitrobenzene + glutathione
-
Schistosoma japonicum chloride + L-gamma-glutamyl-S-(2,4-dinitrophenyl)-L-cysteinylglycine
-
?
2-chloro-5-nitropyridine + glutathione
-
Schistosoma japonicum chloride + L-gamma-glutamyl-S-(5-nitropyridin-2-yl)-L-cysteinylglycine
-
?
7-oxabicyclo[4.1.0]heptan-2-one + glutathione
-
Schistosoma japonicum chloride + L-gamma-glutamyl-S-(6-oxocyclohex-1-en-1-yl)-L-cysteinylglycine
-
?
methyl 3-(4-methoxyphenyl)oxirane-2-carboxylate + glutathione
-
Schistosoma japonicum chloride + L-gamma-glutamyl-S-[2-hydroxy-3-methoxy-1-(4-methoxyphenyl)-3-oxopropyl]-L-cysteinylglycine
-
?
additional information a primary pathway for metabolism of electrophilic compounds in Schistosoma japonicum involves glutathione S-transferase-catalyzed formation of glutathione conjugates, overview, production of nonenzymatic GSH conjugates with electrophilic substrates often overwhelms the activity of the enzyme, overview Schistosoma japonicum ?
-
?

Synonyms

Synonyms Comment Organism
glutathione S-transferase
-
Schistosoma japonicum
GST
-
Schistosoma japonicum

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
assay at Schistosoma japonicum

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.037
-
7-oxabicyclo[4.1.0]heptan-2-one 4°C, 20 mM sodium phosphate buffer, pH 6.5, 0.5 mM glutathione Schistosoma japonicum
0.044
-
2-chloro-5-nitropyridine 25°C, 20 mM sodium phosphate buffer, pH 7.0, 0.5 mM glutathione Schistosoma japonicum
0.63
-
methyl 3-(4-methoxyphenyl)oxirane-2-carboxylate 25°C, 20 mM sodium phosphate buffer, pH 7.0, 0.5 mM glutathione Schistosoma japonicum
39
-
L-gamma-glutamyl-S-[2-hydroxy-3-methoxy-1-(4-methoxyphenyl)-3-oxopropyl]-L-cysteinylglycine 25°C, 20 mM sodium phosphate buffer, pH 7.0, 0.5 mM glutathione Schistosoma japonicum
187
-
1-chloro-2,4-dinitrobenzene 4°C, 20 mM sodium phosphate buffer, pH 6.5, 0.5 mM glutathione Schistosoma japonicum

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
assay at Schistosoma japonicum

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000036
-
-
Schistosoma japonicum L-gamma-glutamyl-S-[3-[4-(carboxymethoxy)-2,3-dichlorophenyl]-3-oxopropyl]-L-cysteinylglycine
0.00096
-
-
Schistosoma japonicum L-gamma-glutamyl-S-[1-(3-chlorophenyl)-2-hydroxyethyl]-L-cysteinylglycine
0.00195
-
-
Schistosoma japonicum L-gamma-glutamyl-S-(2-hydroxy-5-nitrophenyl)-L-cysteinylglycine
0.019
-
-
Schistosoma japonicum L-gamma-glutamyl-S-[(17beta)-17-hydroxy-17-methyl-3-oxoandrost-4-en-4-yl]-L-cysteinylglycine
0.0755
-
-
Schistosoma japonicum L-gamma-glutamyl-S-[2-(4-nitrophenyl)-2-oxoethyl]-L-cysteinylglycine
0.152
-
-
Schistosoma japonicum L-gamma-glutamyl-S-[2-(6-oxocyclohex-1-en-1-yl)ethyl]-L-cysteinylglycine