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Literature summary extracted from

  • Dewanti, A.R.; Xu, Y.; Mitra, B.
    Role of glycine 81 in (S)-mandelate dehydrogenase from Pseudomonas putida in substrate specificity and oxidase activity (2004), Biochemistry, 43, 10692-10700.
    View publication on PubMed

Protein Variants

EC Number Protein Variants Comment Organism
1.1.99.31 G81A higher specificity for small substrates, compared to that of wild-type enzyme, the affinity for (S)-mandelate is relatively unchanged. The rate of the first half-reaction is slower than the wild-type rate. 2fold increase in oxidative half-reaction. Affinity for oxygen increases 10-15fold Pseudomonas putida
1.1.99.31 G81D extreme low activity, reduction in activity is due to the decrease in electrophilicity of the FMN Pseudomonas putida
1.1.99.31 G81S the rate of the first half-reaction is slower than the wild-type rate. The rate of the first half-reaction is slower than the wild-type rate. Affinity for O2 increases 10-15fold Pseudomonas putida
1.1.99.31 G81V extreme low activity, reduction in activity is due to the decrease in electrophilicity of the FMN Pseudomonas putida
1.1.99.31 additional information MDH-GOX2, a chimeric mutant of (S)-mandelate dehydrogenase with residues 177-215 replaced by residues 176-195 of glycolate oxidase from spinach. G81A/MDH-GOX2, a chimeric mutant of (S)-mandelate dehydrogenase with residues 177-215 replaced by residues 176-195 of glycolate oxidase from spinach and a G81A mutation in MDH Pseudomonas putida

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.1.99.31 sulfite
-
 Pseudomonas putida

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.1.99.31 0.04
-
 O2 pH 7.5, 20°C, mutant enzyme G81V Pseudomonas putida
1.1.99.31 0.04
-
 (S)-Mandelate pH 7.5, 20°C, mutant enzyme, G81A/MDH-GOX2, a chimeric mutant of (S)-mandelate dehydrogenase with residues 177-215 replaced by residues 176-195 of glycolate oxidase from spinach and a G81A mutation in MDH Pseudomonas putida
1.1.99.31 0.09
-
 (S)-Mandelate pH 7.5, 20°C, mutant enzyme MDH-GOX2, a chimeric mutant of (S)-mandelate dehydrogenase with residues 177-215 replaced by residues 176-195 of glycolate oxidase from spinach Pseudomonas putida
1.1.99.31 0.13
-
 (S)-Mandelate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 0.14
-
 2-Hydroxyoctanoate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 0.15
-
 (S)-Mandelate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 0.17
-
 3-indolelactate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 0.17
-
 (S)-Mandelate pH 7.5, 20°C, mutant enzyme G81V Pseudomonas putida
1.1.99.31 0.22
-
 O2 pH 7.5, 20°C, mutant enzyme G81D Pseudomonas putida
1.1.99.31 0.24
-
 Mandelate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 0.24
-
 Mandelate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 0.27
-
 4-chloromandelate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 0.37
-
 3-Phenyllactate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 0.4
-
 indoleglycolate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 0.43
-
 4-chloromandelate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 0.49
-
 O2 pH 7.5, 20°C, mutant enzyme, G81A/MDH-GOX2, a chimeric mutant of (S)-mandelate dehydrogenase with residues 177-215 replaced by residues 176-195 of glycolate oxidase from spinach and a G81A mutation in MDH Pseudomonas putida
1.1.99.31 0.63
-
 indoleglycolate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 0.68
-
 O2 pH 7.5, 20°C, mutant enzyme MDH-GOX2, a chimeric mutant of (S)-mandelate dehydrogenase with 205 residues 177-215 replaced by residues 176-195 of glycolate oxidase from spinach Pseudomonas putida
1.1.99.31 0.8
-
 2-Hydroxyoctanoate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 0.9
-
 3-indolelactate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 1.1
-
 O2 pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 1.4
-
 2-hydroxyhexanoate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 1.4
-
 O2 pH 7.5, 20°C, mutant enzyme G81S Pseudomonas putida
1.1.99.31 1.6
-
 2-hydroxyisocaproate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 2
-
 (S)-Mandelate pH 7.5, 20°C, mutant enzyme G81D Pseudomonas putida
1.1.99.31 2
-
 3-Phenyllactate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 2.3
-
 (S)-Mandelate pH 7.5, 20°C, mutant enzyme G81S Pseudomonas putida
1.1.99.31 3.2
-
 O2 pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 4.3
-
 2-Hydroxy-3-butynoate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 4.3
-
 2-hydroxyisocaproate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 4.4
-
 2-Hydroxybutyrate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 4.9
-
 2-hydroxyhexanoate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 6.4
-
 2-hydroxyvalerate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 15.3
-
 2-hydroxyvalerate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 22
-
 2-Hydroxy-3-butynoate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 32
-
 2-Hydroxybutyrate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida

Organism

EC Number Organism UniProt Comment Textmining
1.1.99.31 Pseudomonas putida
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.1.99.31 wild-type and mutant enzymes Pseudomonas putida

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.1.99.31 (S)-2-hydroxy-2-phenylacetate + O2 in absence of any other electron acceptor, oxygen is used by the wild-type enzyme for reoxidation of the reduced flavin, at a rather slow rate. Ping-pong kinetics Pseudomonas putida 2-oxo-2-phenylacetate + H2O2
-
 ?
1.1.99.31 (S)-mandelate + acceptor phenazine methosulfate and 2,6-dichloroindophenol as acceptor. In absence of any other electron acceptor, oxygen is used by the wild-type enzyme for reoxidation of the reduced flavin, at a rather slow rate Pseudomonas putida 2-oxo-2-phenylacetate + reduced acceptor
-
 ?
1.1.99.31 2-hydroxy-3-butynoate + acceptor
-
 Pseudomonas putida 2-oxo-3-butynoate + reduced acceptor
-
 ?
1.1.99.31 2-hydroxybutyrate + acceptor
-
 Pseudomonas putida 2-oxobutyrate + reduced acceptor
-
 ?
1.1.99.31 2-hydroxyhexanoate + acceptor
-
 Pseudomonas putida 2-oxohexanoate + reduced acceptor
-
 ?
1.1.99.31 2-hydroxyisocaproate + acceptor
-
 Pseudomonas putida 2-oxoisocaproate + reduced acceptor
-
 ?
1.1.99.31 2-hydroxyoctanoate + acceptor
-
 Pseudomonas putida 2-oxooctanoate + reduced acceptor
-
 ?
1.1.99.31 2-hydroxyvalerate + acceptor
-
 Pseudomonas putida 2-oxovalerate + reduced acceptor
-
 ?
1.1.99.31 3-indolelactate + acceptor
-
 Pseudomonas putida 3-(1H-indol-2-yl)-2-oxopropanoate + reduced acceptor
-
 ?
1.1.99.31 3-phenyllactate + acceptor
-
 Pseudomonas putida 2-oxo-3-phenylpropanoate + reduced acceptor
-
 ?
1.1.99.31 4-chloromandelate + acceptor
-
 Pseudomonas putida 2-oxo-2-(4-chlorophenyl)acetate + reduced acceptor
-
 ?
1.1.99.31 indoleglycolate + acceptor
-
 Pseudomonas putida indol-2-yl(oxo)acetate + reduced acceptor
-
 ?
1.1.99.31 mandelate + acceptor
-
 Pseudomonas putida 2-oxo-2-phenylacetate + reduced acceptor
-
 ?

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.1.99.31 0.03
-
 O2 pH 7.5, 20°C, mutant enzyme MDH-GOX2, a chimeric mutant of (S)-mandelate dehydrogenase with 205 residues 177-215 replaced by residues 176-195 of glycolate oxidase from spinach Pseudomonas putida
1.1.99.31 0.05
-
 O2 pH 7.5, 20°C, mutant enzyme G81D Pseudomonas putida
1.1.99.31 0.05
-
 (S)-Mandelate pH 7.5, 20°C, mutant enzyme G81V Pseudomonas putida
1.1.99.31 0.07
-
 O2 pH 7.5, 20°C, mutant enzyme G81V Pseudomonas putida
1.1.99.31 0.1
-
 2-Hydroxybutyrate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 0.11
-
 (S)-Mandelate pH 7.5, 20°C, mutant enzyme G81D Pseudomonas putida
1.1.99.31 0.15
-
 3-Phenyllactate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 0.19
-
 2-hydroxyhexanoate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 0.22
-
 O2 pH 7.5, 20°C, mutant enzyme, G81A/MDH-GOX2, a chimeric mutant of (S)-mandelate dehydrogenase with residues 177-215 replaced by residues 176-195 of glycolate oxidase from spinach and a G81A mutation in MDH Pseudomonas putida
1.1.99.31 0.26
-
 2-Hydroxyoctanoate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 0.27
-
 3-indolelactate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 0.27
-
 2-hydroxyvalerate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 0.34
-
 2-hydroxyhexanoate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 0.36
-
 2-hydroxyvalerate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 0.37
-
 2-Hydroxybutyrate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 0.48
-
 2-hydroxyisocaproate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 0.5
-
 2-Hydroxyoctanoate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 0.52
-
 3-Phenyllactate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 0.61
-
 O2 pH 7.5, 20°C, mutant enzyme G81S Pseudomonas putida
1.1.99.31 0.8
-
 2-hydroxyisocaproate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 1
-
 3-indolelactate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 1.2
-
 indoleglycolate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 1.2
-
 O2 pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 2.3
-
 (S)-Mandelate pH 7.5, 20°C, mutant enzyme, G81A/MDH-GOX2, a chimeric mutant of (S)-mandelate dehydrogenase with residues 177-215 replaced by residues 176-195 of glycolate oxidase from spinach and a G81A mutation in MDH Pseudomonas putida
1.1.99.31 2.8
-
 (S)-Mandelate pH 7.5, 20°C, mutant enzyme G81S Pseudomonas putida
1.1.99.31 3.4
-
 O2 pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 3.9
-
 2-Hydroxy-3-butynoate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 9.3
-
 4-chloromandelate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 14.8
-
 2-Hydroxy-3-butynoate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 15.2
-
 Mandelate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 19.2
-
 (S)-Mandelate pH 7.5, 20°C, mutant enzyme G81A Pseudomonas putida
1.1.99.31 122
-
 indoleglycolate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 205
-
 (S)-Mandelate pH 7.5, 20°C, mutant enzyme MDH-GOX2, a chimeric mutant of (S)-mandelate dehydrogenase with 205 residues 177-215 replaced by residues 176-195 of glycolate oxidase from spinach Pseudomonas putida
1.1.99.31 334
-
 4-chloromandelate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 350
-
 Mandelate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida
1.1.99.31 360
-
 (S)-Mandelate pH 7.5, 20°C, wild-type enzyme Pseudomonas putida

Cofactor

EC Number Cofactor Comment Organism Structure
1.1.99.31 FMN dependent on. In the reductive half-reaction (S)-mandelate is oxidized to 2-oxo-2-phenylacetate, resulting in the reduction of FMN Pseudomonas putida