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Literature summary for 4.8.1.2 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
Search for more literature for 4.8.1.2

Activating Compound

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

Application

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

Cloned(Commentary)

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

Inhibitors

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

KM Value [mM]

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

Metals/Ions

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

Molecular Weight [Da]

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

Natural Substrates/ Products (Substrates)

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

Organism

Organism UniProt Comment Textmining
Rhodococcus globerulus Q76EV4
-
-
Rhodococcus globerulus A-4 Q76EV4
-
-

Purification (Commentary)

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

Specific Activity [micromol/min/mg]

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

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(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
-
 ?
(E/Z)-2-phenylpropionaldoxime 5.23% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus 2-phenylpropiononitrile + H2O
-
 ?
(E/Z)-cyclohexanecarboxaldehyde oxime best substrate Rhodococcus globerulus ?
-
 ?
(E/Z)-cyclohexanecarboxaldehyde oxime best substrate Rhodococcus globerulus A-4 ?
-
 ?
(E/Z)-indoleacetaldoxime 7.29% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus indoleacetonitrile + H2O
-
 ?
(E/Z)-isobutyraldoxime 26.5% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus isobutyronitrile + H2O
-
 ?
(E/Z)-isocapronaldoxime 88.3% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus isocaprononitrile + H2O
-
 ?
(E/Z)-isovaleraldoxime 58.6% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus isovaleronitrile + H2O
-
 ?
(E/Z)-mandelaldoxime 3.09% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus mandelonitrile + H2O
-
 ?
(E/Z)-n-butyraldoxime 48.9% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus n-butyronitrile + H2O
-
 ?
(E/Z)-n-butyraldoxime 48.9% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus A-4 n-butyronitrile + H2O
-
 ?
(E/Z)-n-capronaldoxime 64.2% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus n-caprononitrile + H2O
-
 ?
(E/Z)-n-valeraldoxime 39.3% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus n-valeronitrile + H2O
-
 ?
(E/Z)-n-valeraldoxime 39.3% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus A-4 n-valeronitrile + H2O
-
 ?
(E/Z)-propionaldoxime 7.76% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus propiononitrile + H2O
-
 ?
(Z)-3-phenylpropionaldoxime 67.3% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus 3-phenylpropiononitrile + H2O
-
 ?
(Z)-phenylacetaldoxime 26.6% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus phenylacetonitrile + H2O
-
 ?
(Z)-phenylacetaldoxime 26.6% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime Rhodococcus globerulus A-4 phenylacetonitrile + H2O
-
 ?
aldoxime wide range of substrates, aliphatic aldoximes are more effective substrates than arylalkyl aldoximes, aromatic aldoximes are also dehydrated Rhodococcus globerulus nitrile + H2O
-
 ?
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
-
 ?
alkylaldoxime responsible for the metabolism of alkylaldoxime Rhodococcus globerulus alkylnitrile + H2O
-
 ?

Subunits

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

Synonyms

Synonyms Comment Organism
alkylaldoxime dehydratase
-
 Rhodococcus globerulus
OxdRG
-
 Rhodococcus globerulus

Temperature Optimum [°C]

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

Temperature Stability [°C]

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

pH Optimum

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

Cofactor

Cofactor Comment Organism Structure
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
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