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Literature summary for 1.8.1.7 extracted from

  • Gallwitz, H.; Bonse, S.; Martinez-Cruz, A.; Schlichting, I.; Schumacher, K.; Krauth-Siegel, R.L.
    Ajoene is an inhibitor and subversive substrate of human glutathione reductase and Trypanosoma cruzi trypanothione reductase: crystallographic, kinetic, and spectroscopic studies (1999), J. Med. Chem., 42, 364-372.
    View publication on PubMed
Search for more literature for 1.8.1.7

Crystallization (Commentary)

Crystallization (Comment) Organism
structure analysis overview, ligand binding, active center Homo sapiens

Inhibitors

Inhibitors Comment Organism Structure
ajoene i.e. (E,Z)-4,5,9-trithiadodeca-1,6,11-triene-9-oxide, natural compound from garlic, Allium sativum, covalent inhibition, but also substrate; time- and temperature-dependent inhibition, mixed disulfide between cative site Cys58 and the inhibitor, modified enzyme shows a markedly increased oxidative activity Homo sapiens

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.16
-
 diallyl trisulfide
-
 Homo sapiens
0.38
-
 (Z)-ajoene
-
 Homo sapiens
0.8
-
 (E)-ajoene
-
 Homo sapiens

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-

Reaction

Reaction Comment Organism Reaction ID
2 glutathione + NADP+ = glutathione disulfide + NADPH + H+ mechanism Homo sapiens
a

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(Z)-ajoene + NADPH + H+
-
 Homo sapiens 4,5,9-trithiadodeca-1,6,11-triene + 4,8,9,13-tetrathiahexadeca-1,6,10,15-tetraene + NADP+
-
 r
2 ajoene + 4 NADPH + 4 H+ i.e. (E,Z)-4,5,9-trithiadodeca-1,6,11-triene-9-oxide, substrate and inhibitor Homo sapiens 4,8,9,13-tetrathiahexadeca-1,6,1,15-tetraene + 4 NADP+ + 2 allylmercaptan
-
 ?
2 ajoene + 4 NADPH + 4 H+ also formation of single-electron reduced product and concomitantly superoxide anion radicals Homo sapiens 4,8,9,13-tetrathiahexadeca-1,6,1,15-tetraene + 4 NADP+ + 2 allylmercaptan
-
 ?
ajoene + NADPH + H+ i.e. (E,Z)-4,5,9-trithiadodeca-1,6,11-triene-9-oxide, substrate and inhibitor Homo sapiens 4,5,9-trithiadodeca-1,6,11-triene + NADP+ + H2O
-
 ?
ajoene + NADPH + H+ also formation of single-electron reduced product and concomitantly superoxide anion radicals Homo sapiens 4,5,9-trithiadodeca-1,6,11-triene + NADP+ + H2O
-
 ?
diallyl trisulfide + NADPH
-
 Homo sapiens ?
-
 ?
GSSG + NADPH
-
 Homo sapiens glutathione + NADP+
-
 ir

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.16
-
 diallyl trisulfide
-
 Homo sapiens
0.34
-
 (E)-ajoene
-
 Homo sapiens
1.47
-
 (E)-ajoene + GSH Homo sapiens
2.6
-
 (Z)-ajoene
-
 Homo sapiens

Cofactor

Cofactor Comment Organism Structure
FAD FAD enzyme Homo sapiens
NADPH
-
 Homo sapiens