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Literature summary for 1.6.5.2 extracted from

  • Nemeikaite-Ceniene, A.; Sarlauskas, J.; Anusevicius, Z.; Nivinskas, H.; Cenas, N.
    Cytotoxicity of RH1 and related aziridinylbenzoquinones: involvement of activation by NAD(P)H:quinone oxidoreductase (NQO1) and oxidative stress (2003), Arch. Biochem. Biophys., 416, 110-118.
    View publication on PubMed
Search for more literature for 1.6.5.2

Inhibitors

Inhibitors Comment Organism Structure
dicoumarol
-
 Rattus norvegicus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Rattus norvegicus the main cytotoxicity mechanism of antitumour aziridinyl-benzoquinones is their two-electron reduction to alkylating products by NAD(P)H:quinone oxidoreductase. In addition to the activation of NQO1 the oxidative stress, presumably initiated by single-electron enzymatic reduction, plays an important role in the cytotoxicity of aziridinyl-substituted quinones ?
-
 ?

Organism

Organism UniProt Comment Textmining
Rattus norvegicus
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
liver
-
 Rattus norvegicus
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1,4-naphthoquinone + NADPH + H+
-
 Rattus norvegicus 1,4-naphthosemiquinone + NADP+
-
 ?
1,4-naphthoquinone + NADPH + H+
-
 Rattus norvegicus 1,4-naphthoquinol + NADP+
-
 ?
1,8-dihydroxy-9,10-anthraquinone + NADPH
-
 Rattus norvegicus 1,8-dihydroxy-9,10-anthraquinol + NADP+
-
 ?
2,5-bis(ethylamine)-3,6-diaziridinyl-1,4-benzoquinone + NADPH
-
 Rattus norvegicus 2,5-bis(ethylamine)-3,6-diaziridinyl-1,4-benzoquinol + NADP+
-
 ?
2,5-diaziridinyl-1,4-benzoquinone + NADPH
-
 Rattus norvegicus 2,5-diaziridinyl-1,4-benzoquinol + NADP+
-
 ?
2,5-diaziridinyl-3-(hydroxymethyl)-6-methyl-1,4-benzoquinone + NADPH
-
 Rattus norvegicus 2,5-diaziridinyl-3-(hydroxymethyl)-6-methyl-1,4-benzoquinol + NADP+
-
 ?
2,5-dimethyl-1,4-naphthoquinone + NADPH
-
 Rattus norvegicus 2,5-dimethyl-1,4-naphthoquinol + NADP+
-
 ?
2,5-dimethyl-3,6-diaziridinyl-1,4-benzoquinone + NADPH
-
 Rattus norvegicus 2,5-dimethyl-3,6-diaziridinyl-1,4-benzoquinol + NADP+
-
 ?
2-hydroxy-1,4-naphthoquinone + NADPH
-
 Rattus norvegicus 2-hydroxy-1,4-naphthoquinol + NADP+
-
 ?
2-methyl-1,4-benzoquinone + NADPH
-
 Rattus norvegicus 2-methyl-1,4-benzoquinol + NADP+
-
 ?
2-methyl-1,4-naphthoquinone + NADPH
-
 Rattus norvegicus 2-methyl-1,4-naphthoquinol + NADp+
-
 ?
2-methyl-5-aziridinyl-1,4-benzoquinone + NADPH
-
 Rattus norvegicus 2-methyl-5-aziridinyl-1,4-benzoquinol + NADP+
-
 ?
2-methyl-5-hydroxy-1,4-naphthoquinone + NADPH
-
 Rattus norvegicus 2-methyl-5-hydroxy-1,4-naphthoquinol + NADP+
-
 ?
5,8-dihydroxy-1,4-naphthoquinone + NADPH
-
 Rattus norvegicus 5,8-dihydroxy-1,4-naphthoquinol + NADP+
-
 ?
5-hydroxy-1,4-naphthoquinone + NADPH
-
 Rattus norvegicus 5-hydroxy-1,4-naphthosemiquinone + NADP+
-
 ?
9,10-phenanthrene quinone + NADPH
-
 Rattus norvegicus 9,10-phenanthrene quinol + NADP+
-
 ?
additional information the main cytotoxicity mechanism of antitumour aziridinyl-benzoquinones is their two-electron reduction to alkylating products by NAD(P)H:quinone oxidoreductase. In addition to the activation of NQO1 the oxidative stress, presumably initiated by single-electron enzymatic reduction, plays an important role in the cytotoxicity of aziridinyl-substituted quinones Rattus norvegicus ?
-
 ?
tetramethyl-1,4-benzoquinone + NADPH
-
 Rattus norvegicus tetramethyl-1,4-benzoquinol + NADP+
-
 ?

Synonyms

Synonyms Comment Organism
NADPH:quinone oxidoreductase
-
 Rattus norvegicus
NQO1
-
 Rattus norvegicus

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.5
-
 1,8-dihydroxy-9,10-anthraquinone pH 7.0, 25°C Rattus norvegicus
40
-
 2,5-bis(ethylamine)-3,6-diaziridinyl-1,4-benzoquinone pH 7.0, 25°C Rattus norvegicus
52
-
 9,10-phenanthrene quinone pH 7.0, 25°C Rattus norvegicus
71
-
 5,8-Dihydroxy-1,4-naphthoquinone pH 7.0, 25°C Rattus norvegicus
111
-
 2,5-dimethyl-3,6-diaziridinyl-1,4-benzoquinone pH 7.0, 25°C Rattus norvegicus
232
-
 2-Hydroxy-1,4-naphthoquinone pH 7.0, 25°C Rattus norvegicus
242
-
 5-hydroxy-1,4-naphthoquinone pH 7.0, 25°C Rattus norvegicus
287
-
 2-methyl-1,4-benzoquinone pH 7.0, 25°C Rattus norvegicus
380
-
 2-methyl-1,4-naphthoquinone pH 7.0, 25°C Rattus norvegicus
431
-
 1,4-Naphthoquinone pH 7.0, 25°C Rattus norvegicus
500
-
 2-methyl-5-hydroxy-1,4-naphthoquinone pH 7.0, 25°C Rattus norvegicus
500
-
 2,5-dimethyl-1,4-naphthoquinone pH 7.0, 25°C Rattus norvegicus
1000
-
 tetramethyl-1,4-benzoquinone pH 7.0, 25°C Rattus norvegicus
1540
-
 2-methyl-5-aziridinyl-1,4-benzoquinone pH 7.0, 25°C Rattus norvegicus
1550
-
 2,5-diaziridinyl-1,4-benzoquinone pH 7.0, 25°C Rattus norvegicus
2000
-
 2,5-diaziridinyl-3-(hydroxymethyl)-6-methyl-1,4-benzoquinone pH 7.0, 25°C Rattus norvegicus

Cofactor

Cofactor Comment Organism Structure
NADPH
-
 Rattus norvegicus