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Literature summary extracted from

  • Hartmanova, T.; Tambor, V.; Len?o, J.; Staab-Weijnitz, C.A.; Maser, E.; Wsol, V.
    S-nitrosoglutathione covalently modifies cysteine residues of human carbonyl reductase 1 and affects its activity (2013), Chem. Biol. Interact., 202, 136-145.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.1.184 S-nitrosoglutathione treatment leads concentration-dependent S-glutathionylation of cysteines at positions 122, 150, 226, 227. Residues C226/C227 form a disulfide bond. Treatment results in a 2–5fold decrease in kcat with menadione, 4-benzoylpyridine, 2,3-hexanedione, daunorubicinand 1,4-naphthoquinone, with concomitant increase in kcat for substrates containing a 1,2-diketo group in a ring structure. Except for 9,10-phenanthrenequinone, all changes in kcat are at least in part compensated for by a similar change in Km, overall yielding no drastic changes in catalytic efficiency Homo sapiens

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.1.1.184 0.0008
-
 isatin wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.0073
-
 1,4-Naphthoquinone wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.0073
-
 1,4-Naphthoquinone wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.008
-
 isatin wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.014
-
 menadione after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.014
-
 menadione enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.016
-
 4-benzoylpyridine after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.016
-
 4-benzoylpyridine enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.017
-
 isatin after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.017
-
 isatin enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.018
-
 menadione wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.018
-
 menadione wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.018
-
 9,10-phenanthrenequinone after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.018
-
 9,10-phenanthrenequinone enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.032
-
 9,10-phenanthrenequinone wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.032
-
 9,10-phenanthrenequinone wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.032
-
 1,4-Naphthoquinone after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.032
-
 1,4-Naphthoquinone enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.034
-
 oracin enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.043
-
 daunorubicin enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.06
-
 2,3-Hexanedione after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.06
-
 2,3-Hexanedione enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.067
-
 daunorubicin wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.07
-
 1,2-naphthoquinone wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.07
-
 1,2-naphthoquinone wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.096
-
 oracin wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.117
-
 1,2-naphthoquinone after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.117
-
 1,2-naphthoquinone enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.159
-
 2,3-Hexanedione wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.159
-
 2,3-Hexanedione wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.25
-
 4-benzoylpyridine wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.25
-
 4-benzoylpyridine wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 5.85
-
 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 7.84
-
 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone wild-type, pH 7.4, 37°C Homo sapiens

Organism

EC Number Organism UniProt Comment Textmining
1.1.1.184 Homo sapiens P16152
-
-

Posttranslational Modification

EC Number Posttranslational Modification Comment Organism
1.1.1.184 additional information in presence of S-nitrosoglutathione, S-glutathionylation of cysteines at positions 122, 150, 226, 227 occurs. GSNO treatment of CBR1 results in a 2–5-fold decrease in kcat with menadione, 4-benzoylpyridine, 2,3-hexanedione, daunorubicin and 1,4-naphthoquinone and an increased kcat for substrates containing a 1,2-diketo group in a ring structure such as 1,2-naphthoquinone, 9,10-phenanthrenequinone, isatin Homo sapiens
1.1.1.184 additional information presence of a disulfide bond between neighboring residues Cys226 and Cys227 Homo sapiens

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.1.184 1,2-naphthoquinone + NADPH + H+
-
 Homo sapiens ? + NADP+
-
 ?
1.1.1.184 1,4-naphthoquinone + NADPH + H+
-
 Homo sapiens ? + NADP+
-
 ?
1.1.1.184 2,3-hexanedione + NADPH + H+
-
 Homo sapiens ? + NADP+
-
 ?
1.1.1.184 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone + NADPH + H+
-
 Homo sapiens 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol + NADP+
-
 ?
1.1.1.184 4-benzoylpyridine + NADPH + H+
-
 Homo sapiens (S)-phenyl(pyridin-4-yl)methanol + NADP+
-
 ?
1.1.1.184 4-benzoylpyridine + NADPH + H+
-
 Homo sapiens ? + NADP+
-
 ?
1.1.1.184 9,10-phenanthrenequinone + NADPH + H+
-
 Homo sapiens ? + NADP+
-
 ?
1.1.1.184 daunorubicin + NADPH + H+
-
 Homo sapiens daunorubicinol + NADP+
-
 ?
1.1.1.184 isatin + NADPH + H+
-
 Homo sapiens 3-hydroxy-2-oxoindole + NADP+
-
 ?
1.1.1.184 isatin + NADPH + H+
-
 Homo sapiens ? + NADP+
-
 ?
1.1.1.184 menadione + NADPH + H+
-
 Homo sapiens ? + NADP+
-
 ?
1.1.1.184 oracin + NADPH + H+
-
 Homo sapiens 11-dihydrooracin + NADP+
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.1.1.184 CBR1
-
 Homo sapiens
1.1.1.184 SDR21C1
-
 Homo sapiens

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.1.1.184 0.17
-
 isatin wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.17
-
 isatin wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.25
-
 1,4-Naphthoquinone after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.25
-
 4-benzoylpyridine enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.28
-
 menadione after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.28
-
 1,4-Naphthoquinone enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.3
-
 4-benzoylpyridine after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.3
-
 isatin enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.32
-
 2,3-Hexanedione after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.32
-
 menadione enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.38
-
 oracin enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.48
-
 daunorubicin enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.55
-
 1,4-Naphthoquinone wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.55
-
 1,4-Naphthoquinone wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.68
-
 menadione wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 0.68
-
 menadione wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 1
-
 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 1.2
-
 4-benzoylpyridine wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 1.2
-
 4-benzoylpyridine wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 1.27
-
 daunorubicin wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 1.52
-
 2,3-Hexanedione enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 1.67
-
 oracin wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 2.02
-
 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 3.47
-
 1,2-naphthoquinone wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 3.47
-
 1,2-naphthoquinone wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 3.57
-
 9,10-phenanthrenequinone wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 3.57
-
 9,10-phenanthrenequinone wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 5.13
-
 2,3-Hexanedione wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 5.13
-
 2,3-Hexanedione wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 6.7
-
 9,10-phenanthrenequinone after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 6.7
-
 1,2-naphthoquinone after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 6.7
-
 1,2-naphthoquinone enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 9.77
-
 isatin after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 9.77
-
 9,10-phenanthrenequinone enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1.1.1.184 0.17
-
 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 0.25
-
 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 4.8
-
 4-benzoylpyridine wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 4.8
-
 4-benzoylpyridine wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 8.7
-
 1,4-Naphthoquinone after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 8.7
-
 1,4-Naphthoquinone enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 11.2
-
 daunorubicin enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 11.3
-
 oracin enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 12.2
-
 oracin wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 15.7
-
 4-benzoylpyridine after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 15.7
-
 4-benzoylpyridine enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 18.3
-
 daunorubicin wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 18.3
-
 isatin after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 18.3
-
 isatin enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 21.7
-
 isatin wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 21.7
-
 isatin wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 21.7
-
 menadione after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 21.7
-
 menadione enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 25
-
 2,3-Hexanedione after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 25
-
 2,3-Hexanedione enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 31.6
-
 2,3-Hexanedione wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 31.7
-
 2,3-Hexanedione wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 38.3
-
 menadione wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 38.3
-
 menadione wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 50
-
 1,2-naphthoquinone wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 50
-
 1,2-naphthoquinone wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 56.7
-
 1,2-naphthoquinone after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 56.7
-
 1,2-naphthoquinone enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens
1.1.1.184 73.3
-
 1,4-Naphthoquinone wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 73.3
-
 1,4-Naphthoquinone wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 113
-
 9,10-phenanthrenequinone wild-type, pH 7.4, 25°C Homo sapiens
1.1.1.184 113
-
 9,10-phenanthrenequinone wild-type, pH 7.4, 37°C Homo sapiens
1.1.1.184 533
-
 9,10-phenanthrenequinone after treatment with S-nitrosoglutathione, pH 7.4, 25°C Homo sapiens
1.1.1.184 533
-
 9,10-phenanthrenequinone enzyme modified by S-nitrosoglutathione, pH 7.4, 37°C Homo sapiens