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Literature summary extracted from

  • Xie, S.X.; Kato, Y.; Komeda, H.; Yoshida, S.; Asano, Y.
    A gene cluster responsible for alkylaldoxime metabolism coexisting with nitrile hydratase and amidase in Rhodococcus globerulus A-4 (2003), Biochemistry, 42, 12056-12066.
    View publication on PubMed

Activating Compound

EC Number Activating Compound Comment Organism Structure
4.8.1.2 2-mercaptoethanol activates, (Z)-phenylacetaldoxime dehydration, 1 mM, 2.13fold Rhodococcus globerulus
4.8.1.2 cysteamine activates, (Z)-phenylacetaldoxime dehydration, 1 mM, 3.93fold Rhodococcus globerulus
4.8.1.2 duroquinone activates Rhodococcus globerulus
4.8.1.2 FAD 1 mM, 1.2fold activation in presence of Na2S, 4.5fold in absence of Na2S Rhodococcus globerulus
4.8.1.2 FMN 1 mM, 1.7fold activation in presence of Na2S, 2.4fold in absence of Na2S Rhodococcus globerulus
4.8.1.2 L-cysteine activates, (Z)-phenylacetaldoxime dehydration, 1 mM, 2.39fold Rhodococcus globerulus
4.8.1.2 additional information not activated by NaHSO3, Na2SO4, NaHSO4 or Na2S2O7 Rhodococcus globerulus
4.8.1.2 Na2S activates, (Z)-phenylacetaldoxime dehydration, 1 mM, 8.35fold Rhodococcus globerulus
4.8.1.2 Na2S2O4 activates, (Z)-phenylacetaldoxime dehydration, 1 mM, 8.13fold Rhodococcus globerulus
4.8.1.2 Na2S2O5 activates, (Z)-phenylacetaldoxime dehydration, 1 mM, 5.84fold Rhodococcus globerulus
4.8.1.2 Na2SO3 activates, (Z)-phenylacetaldoxime dehydration, 1 mM, 7.51fold Rhodococcus globerulus
4.8.1.2 reducing reagent requirement, activates Rhodococcus globerulus
4.8.1.2 riboflavin 1 mM, 1.1fold activation in presence of Na2S, 4.2fold in absence of Na2S Rhodococcus globerulus
4.8.1.2 thioglycerol activates, (Z)-phenylacetaldoxime dehydration, 1 mM, 4.06fold Rhodococcus globerulus
4.8.1.2 vitamin K3 activates Rhodococcus globerulus

Application

EC Number Application Comment Organism
4.8.1.2 synthesis may be a useful biocatalyst for the production of various nitriles from the corresponding aldoximes Rhodococcus globerulus

Cloned(Commentary)

EC Number Cloned (Comment) Organism
4.8.1.2 oxd gene, overexpression in Escherichia coli JM109, sequencing, gene cluster organisation Rhodococcus globerulus

Inhibitors

EC Number Inhibitors Comment Organism Structure
4.8.1.2 1,2,3-benzenetriol slight inhibition Rhodococcus globerulus
4.8.1.2 Cd2+ strong inhibition at 1 mM, activates at 0.1 mM Rhodococcus globerulus
4.8.1.2 Co2+ strong inhibition at 1 mM, activates at 0.1 mM Rhodococcus globerulus
4.8.1.2 Cu+ strong inhibition at 1 mM, activates at 0.1 mM Rhodococcus globerulus
4.8.1.2 Cu2+ strong inhibition at 1 mM, activates at 0.1 mM Rhodococcus globerulus
4.8.1.2 dimethylphenylenediamine slight inhibition Rhodococcus globerulus
4.8.1.2 guaiacol slight inhibition Rhodococcus globerulus
4.8.1.2 heavy metal ion 1 mM Rhodococcus globerulus
4.8.1.2 miconazole slight inhibition Rhodococcus globerulus
4.8.1.2 additional information not inhibited by hydrazine, KCN, NaN3, and NH2OH Rhodococcus globerulus
4.8.1.2 nitroblue tetrazolium slight inhibition Rhodococcus globerulus
4.8.1.2 p-phenylenediamine slight inhibition Rhodococcus globerulus
4.8.1.2 phenazine methosulfate slight inhibition Rhodococcus globerulus
4.8.1.2 phenylhydrazine inhibits dehydration of (Z)-3-phenylpropionaldoxime, but not of (E/Z)-n-valeraldoxime Rhodococcus globerulus
4.8.1.2 sulfhydryl reagent 1 mM Rhodococcus globerulus
4.8.1.2 tetramethylphenylenediamine slight inhibition Rhodococcus globerulus
4.8.1.2 Tiron inhibits dehydration of (Z)-3-phenylpropionaldoxime, but not of (E/Z)-n-valeraldoxime Rhodococcus globerulus
4.8.1.2 trimethylhydroquinone slight inhibition Rhodococcus globerulus
4.8.1.2 Zn2+ strong inhibition at 1 mM, activates at 0.1 mM Rhodococcus globerulus

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.8.1.2 additional information
-
 additional information Km for the activating Na2S is 0.0408 mM Rhodococcus globerulus
4.8.1.2 1.13
-
 (E/Z)-n-valeraldoxime pH 7, 30°C Rhodococcus globerulus
4.8.1.2 1.13
-
 (E/Z)-cyclohexanecarboxaldehyde oxime pH 7, 30°C Rhodococcus globerulus
4.8.1.2 1.4
-
 (Z)-phenylacetaldoxime pH 7, 30°C Rhodococcus globerulus
4.8.1.2 1.73
-
 (E/Z)-n-butyraldoxime pH 7, 30°C Rhodococcus globerulus
4.8.1.2 2.31
-
 (Z)-3-phenylpropionaldoxime pH 7, 30°C Rhodococcus globerulus
4.8.1.2 2.94
-
 (E/Z)-n-capronaldoxime pH 7, 30°C Rhodococcus globerulus
4.8.1.2 3.23
-
 (E/Z)-mandelaldoxime pH 7, 30°C Rhodococcus globerulus
4.8.1.2 3.91
-
 (E/Z)-indoleacetaldoxime pH 7, 30°C Rhodococcus globerulus
4.8.1.2 3.97
-
 (E/Z)-isovaleraldoxime pH 7, 30°C Rhodococcus globerulus
4.8.1.2 5.13
-
 (E/Z)-propionaldoxime pH 7, 30°C Rhodococcus globerulus
4.8.1.2 5.54
-
 (E/Z)-isobutyraldoxime pH 7, 30°C Rhodococcus globerulus
4.8.1.2 6.76
-
 (E/Z)-isocapronaldoxime pH 7, 30°C Rhodococcus globerulus
4.8.1.2 11.9
-
 (E/Z)-2-phenylpropionaldoxime pH 7, 30°C Rhodococcus globerulus
4.8.1.2 20
-
 (E)-pyridine-3-aldoxime pH 7, 30°C Rhodococcus globerulus

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
4.8.1.2 Cd2+ activates at 0.1 mM, strong inhibition at 1 mM Rhodococcus globerulus
4.8.1.2 Co2+ activates at 0.1 mM, strong inhibition at 1 mM Rhodococcus globerulus
4.8.1.2 Cu+ activates at 0.1 mM, strong inhibition at 1 mM Rhodococcus globerulus
4.8.1.2 Cu2+ activates at 0.1 mM, strong inhibition at 1 mM Rhodococcus globerulus
4.8.1.2 Fe2+ heme iron is present in a reduced form, 1 mM, activates Rhodococcus globerulus
4.8.1.2 Fe3+ 1 mM, activates Rhodococcus globerulus
4.8.1.2 Zn2+ activates at 0.1 mM, strong inhibition at 1 mM Rhodococcus globerulus

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
4.8.1.2 39892
-
 2 * 42000, wild-type OxdRG, SDS-PAGE, 2 * 39892, calculated from the sequence Rhodococcus globerulus
4.8.1.2 42000
-
 2 * 42000, wild-type OxdRG, SDS-PAGE, 2 * 39892, calculated from the sequence Rhodococcus globerulus
4.8.1.2 76200
-
 wild-type OxdRG, gel filtration Rhodococcus globerulus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
4.8.1.2 alkylaldoxime Rhodococcus globerulus responsible for the metabolism of alkylaldoxime alkylnitrile + H2O
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
4.8.1.2 Rhodococcus globerulus Q76EV4
-
-
4.8.1.2 Rhodococcus globerulus A-4 Q76EV4
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
4.8.1.2 wild-type OxdRG: 104fold, recombinant OxdRG expressed in Escherichia coli JM109: 14.9fold Rhodococcus globerulus

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
4.8.1.2 0.0879
-
 pH 7, 30°C, wild-type OxdRG, (Z)-phenylacetaldoxime as substrate, in presence of 1 mM Na2S Rhodococcus globerulus
4.8.1.2 2.18
-
 pH 7, 30°C, recombinant OxdRG, (Z)-phenylacetaldoxime as substrate, in presence of 1 mM Na2S Rhodococcus globerulus

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.8.1.2 (E)-pyridine-3-aldoxime not Z-form, poor substrate, 0.78% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus pyridine-3-nitrile + H2O
-
 ?
4.8.1.2 (E/Z)-2-phenylpropionaldoxime 5.23% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus 2-phenylpropiononitrile + H2O
-
 ?
4.8.1.2 (E/Z)-cyclohexanecarboxaldehyde oxime best substrate Rhodococcus globerulus ?
-
 ?
4.8.1.2 (E/Z)-cyclohexanecarboxaldehyde oxime best substrate Rhodococcus globerulus A-4 ?
-
 ?
4.8.1.2 (E/Z)-indoleacetaldoxime 7.29% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus indoleacetonitrile + H2O
-
 ?
4.8.1.2 (E/Z)-isobutyraldoxime 26.5% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus isobutyronitrile + H2O
-
 ?
4.8.1.2 (E/Z)-isocapronaldoxime 88.3% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus isocaprononitrile + H2O
-
 ?
4.8.1.2 (E/Z)-isovaleraldoxime 58.6% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus isovaleronitrile + H2O
-
 ?
4.8.1.2 (E/Z)-mandelaldoxime 3.09% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus mandelonitrile + H2O
-
 ?
4.8.1.2 (E/Z)-n-butyraldoxime 48.9% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus n-butyronitrile + H2O
-
 ?
4.8.1.2 (E/Z)-n-butyraldoxime 48.9% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus A-4 n-butyronitrile + H2O
-
 ?
4.8.1.2 (E/Z)-n-capronaldoxime 64.2% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus n-caprononitrile + H2O
-
 ?
4.8.1.2 (E/Z)-n-valeraldoxime 39.3% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus n-valeronitrile + H2O
-
 ?
4.8.1.2 (E/Z)-n-valeraldoxime 39.3% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus A-4 n-valeronitrile + H2O
-
 ?
4.8.1.2 (E/Z)-propionaldoxime 7.76% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus propiononitrile + H2O
-
 ?
4.8.1.2 (Z)-3-phenylpropionaldoxime 67.3% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus 3-phenylpropiononitrile + H2O
-
 ?
4.8.1.2 (Z)-phenylacetaldoxime 26.6% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus phenylacetonitrile + H2O
-
 ?
4.8.1.2 (Z)-phenylacetaldoxime 26.6% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus A-4 phenylacetonitrile + H2O
-
 ?
4.8.1.2 aldoxime wide range of substrates, aliphatic aldoximes are more effective substrates than arylalkyl aldoximes, aromatic aldoximes are also dehydrated Rhodococcus globerulus nitrile + H2O
-
 ?
4.8.1.2 aldoxime wide range of substrates, aliphatic aldoximes are more effective substrates than arylalkyl aldoximes, aromatic aldoximes are also dehydrated Rhodococcus globerulus A-4 nitrile + H2O
-
 ?
4.8.1.2 alkylaldoxime responsible for the metabolism of alkylaldoxime Rhodococcus globerulus alkylnitrile + H2O
-
 ?

Subunits

EC Number Subunits Comment Organism
4.8.1.2 dimer 2 * 42000, wild-type OxdRG, SDS-PAGE, 2 * 39892, calculated from the sequence Rhodococcus globerulus

Synonyms

EC Number Synonyms Comment Organism
4.8.1.2 alkylaldoxime dehydratase
-
 Rhodococcus globerulus
4.8.1.2 OxdRG
-
 Rhodococcus globerulus

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
4.8.1.2 30
-
 around, 0.1 M potassium phosphate buffer, pH 8 Rhodococcus globerulus

Temperature Stability [°C]

EC Number Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
4.8.1.2 40
-
 30 min, 0.1 M potassium phosphate buffer, pH 8, 35% loss of activity Rhodococcus globerulus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
4.8.1.2 8
-
 0.1 M potassium phosphate buffer Rhodococcus globerulus

Cofactor

EC Number Cofactor Comment Organism Structure
4.8.1.2 heme b prosthetic group, protoheme IX, heme iron is present in a reduced form, contains 0.37 mol heme per mol of enzyme Rhodococcus globerulus
4.8.1.2 protoheme IX prosthetic group, heme b, heme iron is present in a reduced form, contains 0.37 mol heme per mol of enzyme Rhodococcus globerulus