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Literature summary extracted from

  • Summers, R.M.; Louie, T.M.; Yu, C.L.; Gakhar, L.; Louie, K.C.; Subramanian, M.
    Novel, highly specific N-demethylases enable bacteria to live on caffeine and related purine alkaloids (2012), J. Bacteriol., 194, 2041-2049.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.13.128 expressed in Escherichia coli BL21(DE3) cells Pseudomonas putida
1.14.13.178 His-tagged fusion protein, expression in Escherichia coli Pseudomonas putida
1.14.13.179 His-tagged fusion protein, expression in Escherichia coli Pseudomonas putida

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.14.13.178 0.0091
-
 theophylline pH 7.5, 30°C Pseudomonas putida
1.14.13.178 0.037
-
 Caffeine pH 7.5, 30°C Pseudomonas putida
1.14.13.178 0.053
-
 paraxanthine pH 7.5, 30°C Pseudomonas putida
1.14.13.178 0.27
-
 1-Methylxanthine pH 7.5, 30°C Pseudomonas putida
1.14.13.179 0.022
-
 3-Methylxanthine pH 7.5, 30°C Pseudomonas putida
1.14.13.179 0.025
-
 Theobromine pH 7.5, 30°C Pseudomonas putida
1.14.13.179 0.042
-
 Caffeine pH 7.5, 30°C Pseudomonas putida
1.14.13.179 0.17
-
 theophylline pH 7.5, 30°C Pseudomonas putida

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.14.13.128 Iron a Rieske nonheme iron monooxygenase. The enzyme contains 2 mol of iron per mol of monomer Pseudomonas putida
1.14.13.178 non-heme iron a non-heme iron oxygenase. Contains approximately 2 mol of acid labile sulfur and 2 mol of iron per mol of enzyme monomer Pseudomonas putida
1.14.13.179 non-heme iron a non-heme iron oxygenase. Contains approximately 2 mol of acid labile sulfur and 2 mol of iron per mol of enzyme monomer Pseudomonas putida

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
1.14.13.128 67000
-
 x * 67000, SDS-PAGE Pseudomonas putida
1.14.13.178 40000
-
 x * 40000, SDS-PAGE Pseudomonas putida
1.14.13.178 40200
-
 x * 40200, calculated from sequence Pseudomonas putida
1.14.13.179 40900
-
 x * 40900, calculated from sequence Pseudomonas putida

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.13.128 7-methylxanthine + O2 + NADH + H+ Pseudomonas putida specific substrate xanthine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.128 7-methylxanthine + O2 + NADH + H+ Pseudomonas putida CBB5 specific substrate xanthine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.128 additional information Pseudomonas putida caffeine, paraxanthine, and theobromine are not demethylated by the enzyme ?
-
 ?
1.14.13.128 additional information Pseudomonas putida CBB5 caffeine, paraxanthine, and theobromine are not demethylated by the enzyme ?
-
 ?
1.14.13.178 caffeine + O2 + NAD(P)H + H+ Pseudomonas putida the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD theobromine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.178 caffeine + O2 + NAD(P)H + H+ Pseudomonas putida CBB5 the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD theobromine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.178 paraxanthine + O2 + NAD(P)H + H+ Pseudomonas putida the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD 7-methylxanthine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.178 paraxanthine + O2 + NAD(P)H + H+ Pseudomonas putida CBB5 the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD 7-methylxanthine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.178 theophylline + O2 + NAD(P)H + H+ Pseudomonas putida the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD 3-methylxanthine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.179 3-methylxanthine + O2 + NAD(P)H + H+ Pseudomonas putida the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD xanthine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.179 3-methylxanthine + O2 + NAD(P)H + H+ Pseudomonas putida CBB5 the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD xanthine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.179 theobromine + O2 + NAD(P)H + H+ Pseudomonas putida the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD 7-methylxanthine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.179 theobromine + O2 + NAD(P)H + H+ Pseudomonas putida CBB5 the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD 7-methylxanthine + NAD(P)+ + H2O + formaldehyde
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.13.128 Pseudomonas putida M1EY73
-
-
1.14.13.128 Pseudomonas putida CBB5 M1EY73
-
-
1.14.13.178 Pseudomonas putida H9N289
-
-
1.14.13.178 Pseudomonas putida CBB5 H9N289
-
-
1.14.13.179 Pseudomonas putida H9N290
-
-
1.14.13.179 Pseudomonas putida CBB5 H9N290
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.14.13.128 Ni-NTA column chromatography Pseudomonas putida
1.14.13.178
-
 Pseudomonas putida
1.14.13.179
-
 Pseudomonas putida

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.13.128 7-methylxanthine + O2 + NADH + H+ specific substrate Pseudomonas putida xanthine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.128 7-methylxanthine + O2 + NADH + H+ specific substrate Pseudomonas putida CBB5 xanthine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.128 additional information caffeine, paraxanthine, and theobromine are not demethylated by the enzyme Pseudomonas putida ?
-
 ?
1.14.13.128 additional information caffeine, paraxanthine, and theobromine are not demethylated by the enzyme Pseudomonas putida CBB5 ?
-
 ?
1.14.13.178 1-methylxanthine + O2 + NADH + H+
-
 Pseudomonas putida xanthine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.178 caffeine + O2 + NAD(P)H + H+ the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD Pseudomonas putida theobromine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.178 caffeine + O2 + NAD(P)H + H+ the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD Pseudomonas putida CBB5 theobromine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.178 caffeine + O2 + NADH + H+ the activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD Pseudomonas putida theobromine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.178 caffeine + O2 + NADH + H+ the activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD Pseudomonas putida CBB5 theobromine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.178 additional information no activity with theobromine, 3-methylxanthine and 7-methylxanthine Pseudomonas putida ?
-
 ?
1.14.13.178 additional information no activity with theobromine, 3-methylxanthine and 7-methylxanthine Pseudomonas putida CBB5 ?
-
 ?
1.14.13.178 paraxanthine + O2 + NAD(P)H + H+ the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD Pseudomonas putida 7-methylxanthine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.178 paraxanthine + O2 + NAD(P)H + H+ the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD Pseudomonas putida CBB5 7-methylxanthine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.178 paraxanthine + O2 + NADH + H+
-
 Pseudomonas putida 7-methylxanthine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.178 theophylline + O2 + NAD(P)H + H+ the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD Pseudomonas putida 3-methylxanthine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.178 theophylline + O2 + NADH + H+
-
 Pseudomonas putida 3-methylxanthine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.178 theophylline + O2 + NADH + H+
-
 Pseudomonas putida CBB5 3-methylxanthine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.179 3-methylxanthine + O2 + NAD(P)H + H+ the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD Pseudomonas putida xanthine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.179 3-methylxanthine + O2 + NAD(P)H + H+ the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD Pseudomonas putida CBB5 xanthine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.179 3-methylxanthine + O2 + NADH + H+
-
 Pseudomonas putida xanthine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.179 3-methylxanthine + O2 + NADH + H+
-
 Pseudomonas putida CBB5 xanthine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.179 caffeine + O2 + NADH + H+
-
 Pseudomonas putida paraxanthine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.179 theobromine + O2 + NAD(P)H + H+ the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD Pseudomonas putida 7-methylxanthine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.179 theobromine + O2 + NAD(P)H + H+ the enzyme forms part of the degradation pathway of methylxanthines. The activity of the enzyme is dependent on electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD Pseudomonas putida CBB5 7-methylxanthine + NAD(P)+ + H2O + formaldehyde
-
 ?
1.14.13.179 theobromine + O2 + NADH + H+ theobromine i.e. 3,7-dimethylxanthine Pseudomonas putida 7-methylxanthine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.179 theobromine + O2 + NADH + H+ theobromine i.e. 3,7-dimethylxanthine Pseudomonas putida CBB5 7-methylxanthine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.179 theophylline + O2 + NADH + H+
-
 Pseudomonas putida 1-methylxanthine + NAD+ + H2O + formaldehyde
-
 ?
1.14.13.179 theophylline + O2 + NADH + H+
-
 Pseudomonas putida CBB5 1-methylxanthine + NAD+ + H2O + formaldehyde
-
 ?

Subunits

EC Number Subunits Comment Organism
1.14.13.128 ? x * 67000, SDS-PAGE Pseudomonas putida
1.14.13.178 ? x * 40000, SDS-PAGE Pseudomonas putida
1.14.13.178 ? x * 40200, calculated from sequence Pseudomonas putida
1.14.13.179 ? x * 40900, calculated from sequence Pseudomonas putida

Synonyms

EC Number Synonyms Comment Organism
1.14.13.128 7-methylxanthine-specific N-demethylase
-
 Pseudomonas putida
1.14.13.128 methylxanthine N-demethylase
-
 Pseudomonas putida
1.14.13.128 NdmC
-
 Pseudomonas putida
1.14.13.178 ndmA
-
 Pseudomonas putida
1.14.13.179 ndmB
-
 Pseudomonas putida

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.13.178 30
-
 assay at Pseudomonas putida
1.14.13.179 30
-
 assay at Pseudomonas putida

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.14.13.178 0.27
-
 1-Methylxanthine pH 7.5, 30°C Pseudomonas putida
1.14.13.178 1.38
-
 theophylline pH 7.5, 30°C Pseudomonas putida
1.14.13.178 2.17
-
 paraxanthine pH 7.5, 30°C Pseudomonas putida
1.14.13.178 3.17
-
 Caffeine pH 7.5, 30°C Pseudomonas putida
1.14.13.179 0.0038
-
 Caffeine pH 7.5, 30°C Pseudomonas putida
1.14.13.179 0.0045
-
 theophylline pH 7.5, 30°C Pseudomonas putida
1.14.13.179 0.53
-
 3-Methylxanthine pH 7.5, 30°C Pseudomonas putida
1.14.13.179 0.77
-
 Theobromine pH 7.5, 30°C Pseudomonas putida

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.13.178 7.5
-
 assay at Pseudomonas putida
1.14.13.179 7.5
-
 assay at Pseudomonas putida

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.13.128 NADH
-
 Pseudomonas putida
1.14.13.178 NADH electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD Pseudomonas putida
1.14.13.179 NADH electron transfer from NADH via a redox-center-dense Rieske reductase, NdmD Pseudomonas putida

General Information

EC Number General Information Comment Organism
1.14.13.178 physiological function the enzyme forms part of the degradation pathway of methylxanthines Pseudomonas putida
1.14.13.179 physiological function the enzyme forms part of the degradation pathway of methylxanthines Pseudomonas putida

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1.14.13.178 1
-
 1-Methylxanthine pH 7.5, 30°C Pseudomonas putida
1.14.13.178 40.9
-
 paraxanthine pH 7.5, 30°C Pseudomonas putida
1.14.13.178 85.7
-
 Caffeine pH 7.5, 30°C Pseudomonas putida
1.14.13.178 151.6
-
 theophylline pH 7.5, 30°C Pseudomonas putida
1.14.13.179 0.03
-
 theophylline pH 7.5, 30°C Pseudomonas putida
1.14.13.179 0.09
-
 Caffeine pH 7.5, 30°C Pseudomonas putida
1.14.13.179 24.1
-
 3-Methylxanthine pH 7.5, 30°C Pseudomonas putida
1.14.13.179 30.8
-
 Theobromine pH 7.5, 30°C Pseudomonas putida