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Information on EC 4.8.1.2 - aliphatic aldoxime dehydratase
for references in articles please use BRENDA:EC4.8.1.2
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EC Tree 4 Lyases
4.8 Nitrogen-oxygen lyases
4.8.1 Hydro-lyases
4.8.1.2 aliphatic aldoxime dehydratase
IUBMB Comments
The enzyme from Pseudomonas chlororaphis contains Ca2+ and protoheme IX, the iron of which must be in the form Fe(II) for activity. The enzyme exhibits a strong preference for aliphatic aldoximes, such as butyraldoxime and acetaldoxime, over aromatic aldoximes, such as pyridine-2-aldoxime, which is a poor substrate. No activity was found with the aromatic aldoximes benzaldoxime and pyridine-4-aldoxime.
The enzyme appears in viruses and cellular organisms
- 4.8.1.2
- heme
-
ferrous
-
heme-containing
-
ferric
-
carbon-nitrogen
-
hemoprotein
- amidase
- synthesis
-
rhodococcus
-
raman
- phenylacetaldoxime
-
chlororaphis
- nhase
-
biocatalysis
-
six-coordinate
-
co-bound
-
cyanide-free
-
nitrile-degrading
- nitrilase
- industry
- biotechnology
showSynonyms
aldoxime dehydratase, oxdre, aliphatic aldoxime dehydratase, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
aldoxime dehydratase
aliphatic aldoxime dehydratase
aliphatic aldoxime hydro-lyase
-
-
-
-
alkylaldoxime dehydratase
EC 4.99.1.5
-
-
formerly
-
OXD
OxdA
OxdB
OxdK
OxdRE
OxdRG
OxdA
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
an aliphatic aldoxime = an aliphatic nitrile + H2O
-
-
-
-
an aliphatic aldoxime = an aliphatic nitrile + H2O
The enzyme from Pseudomonas chlororaphis contains Ca2+ and protoheme IX, the iron of which must be in the form Fe2+ for activity. The enzyme exhibits a strong preference for aliphatic aldoximes, such as butyraldoxime and acetaldoxime, over aromatic aldoximes, such as pyridine-2-aldoxime, which is a poor substrate. No activity was found with the aromatic aldoximes benzaldoxime and pyridine-4-aldoxime
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
dehydration
additional information
additional information
-
electronic absorption, resonance Raman spectroscopy, electronic paramagnetic resonance and rapid scanning spectroscopy shows that ferric OxdB contains a six-coordinate high-spin heme, the substrate is bound to the ferric heme via its oxygen atom, the coordination structure of the heme-aldoxime complex changes redox-dependent
additional information
-
electronic absorption, resonance Raman spectroscopy, electronic paramagnetic resonance and rapid scanning spectroscopy shows that ferric OxdB contains a six-coordinate high-spin heme, the substrate is bound to the ferric heme via its oxygen atom, the coordination structure of the heme-aldoxime complex changes redox-dependent
additional information
-
resonance Raman spectroscopy shows that an reaction intermediate of the hemecontaining enzyme with a highly oxidized heme is formed concomitantly upon direct binding of a substrate
additional information
-
electronic absorption, resonance Raman spectroscopy, electronic paramagnetic resonance and rapid scanning spectroscopy shows that ferric OxdB contains a six-coordinate high-spin heme, the substrate is bound to the ferric heme via its oxygen atom, the coordination structure of the heme-aldoxime complex changes redox-dependent
-
additional information
-
resonance Raman spectroscopy shows that an reaction intermediate of the hemecontaining enzyme with a highly oxidized heme is formed concomitantly upon direct binding of a substrate
-
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PATHWAY SOURCE
PATHWAYS
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SYSTEMATIC NAME
IUBMB Comments
aliphatic aldoxime hydro-lyase (aliphatic-nitrile-forming)
The enzyme from Pseudomonas chlororaphis contains Ca2+ and protoheme IX, the iron of which must be in the form Fe(II) for activity. The enzyme exhibits a strong preference for aliphatic aldoximes, such as butyraldoxime and acetaldoxime, over aromatic aldoximes, such as pyridine-2-aldoxime, which is a poor substrate. No activity was found with the aromatic aldoximes benzaldoxime and pyridine-4-aldoxime.
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CAS REGISTRY NUMBER
COMMENTARY
203210-76-8
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(1E)-2-(1,3-benzodioxol-5-yl)-N-hydroxypropan-1-imine
(2S)-2-(1,3-benzodioxol-5-yl)propanenitrile + H2O
(1E)-N-hydroxyethanimine
acetonitrile + H2O
-
Substrates: -
Products: -
Products: -
?
(E)-4-chlorobenzaldoxime
?
-
Substrates: 0.331% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E)-4-tolualdoxime
?
-
Substrates: 0.488% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E)-benzaldoxime
?
-
Substrates: 1.92% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E)-furfurylaldoxime
?
-
Substrates: 0.504% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E)-pyridine-3-aldoxime
?
-
Substrates: 0.535% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E)-pyridine-3-aldoxime
pyridine-3-nitrile + H2O
Substrates: not Z-form, poor substrate, 0.78% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
(E)-thiophene-2-acetaldoxime
?
-
Substrates: 26.3% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E)-thiophene-2-carboxaldoxime
?
-
Substrates: 3.37% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E/Z)-2-phenylpropionaldoxime
(E/Z)-2-phenylpropiononitrile + H2O
-
Substrates: 49.8% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E/Z)-2-phenylpropionaldoxime
2-phenylpropiononitrile + H2O
Substrates: 5.23% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
(E/Z)-3-phenylpropionaldoxime
3-phenylpropionitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-4-phenybutyraldoxime
4-phenybutyrnitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-4-phenylbutyraldoxime
phenylbutyronitrile + H2O
-
Substrates: 29.1% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E/Z)-cinnamaldehyde oxime
?
-
Substrates: 4.28% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E/Z)-cyclohexanecarboxaldehyde oxime
cyclohexanenitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-isobutyraldoxime
?
-
Substrates: 89.6% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E/Z)-isobutyraldoxime
isobutyrnitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-isobutyraldoxime
isobutyronitrile + H2O
Substrates: 26.5% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
(E/Z)-isocapronaldoxime
isocapronitrile + H2O
-
Substrates: 48.7% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E/Z)-isovaleraldoxime
isovalernitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-mandelaldoxime
mandeloacetonitrile + H2O
-
Substrates: 11.7% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E/Z)-mandelaldoxime
mandelonitrile + H2O
Substrates: 3.09% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
(E/Z)-n-butyraldoxime
n-butyrnitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-n-capronaldoxime
n-capronnitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-n-valeraldoxime
n-valernitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-propionaldoxime
propiononitrile + H2O
Substrates: 7.76% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
(E/Z)-pyridine-2-aldoxime
pyridine-2-nitrile + H2O
Substrates: poor substrate
Products: -
Products: -
?
(Z)-1-(cyclohex-3-en-1-yl)-N-hydroxymethanimine
(1S)-cyclohex-3-ene-1-carbonitrile + H2O
-
Substrates: 54% conversion, 4% ee (+)
Products: -
Products: -
?
(Z)-3-phenylpropionaldoxime
3-phenylpropiononitrile
-
Substrates: 69.6% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(Z)-4-chlorophenylacetaldoxime
4-chlorophenylacetonitrile + H2O
-
Substrates: 3.39% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(Z)-naphthoacetaldoxime
naphthoacetonitrile + H2O
-
Substrates: 2.71% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(Z)-phenylacetaldehyde oxime
phenylacetonitrile + H2O
-
Substrates: 100% activity in the presence of Na2S
Products: -
Products: -
?
propionaldoxime
propionitrile + H2O
Substrates: -
Products: -
Products: -
?
(1E)-2-(1,3-benzodioxol-5-yl)-N-hydroxypropan-1-imine
(2S)-2-(1,3-benzodioxol-5-yl)propanenitrile + H2O
-
Substrates: 17% conversion, 56% ee (S)
Products: -
Products: -
?
(1E)-2-(1,3-benzodioxol-5-yl)-N-hydroxypropan-1-imine
(2S)-2-(1,3-benzodioxol-5-yl)propanenitrile + H2O
-
Substrates: 17% conversion, 56% ee (S)
Products: -
Products: -
?
(1E)-N-hydroxy-2,6-dimethylhept-5-en-1-imine
(2S)-2,6-dimethylhept-5-en-1-imine + H2O
-
Substrates: 38% conversion, 43% ee (+)
Products: -
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?
(1E)-N-hydroxy-2,6-dimethylhept-5-en-1-imine
(2S)-2,6-dimethylhept-5-en-1-imine + H2O
-
Substrates: 38% conversion, 43% ee (+)
Products: -
Products: -
?
(1E)-N-hydroxy-2-(thiophen-2-yl)propan-1-imine
(2R)-2-(thiophen-2-yl)propanenitrile + H2O
-
Substrates: 18% conversion, 35% ee (-)
Products: -
Products: -
?
(1E)-N-hydroxy-2-(thiophen-2-yl)propan-1-imine
(2R)-2-(thiophen-2-yl)propanenitrile + H2O
-
Substrates: 18% conversion, 35% ee (-)
Products: -
Products: -
?
(1E)-N-hydroxy-2-phenylpropan-1-imine
(2S)-2-phenylpropanenitrile + H2O
-
Substrates: 26% conversion, 91% ee (S)
Products: -
Products: -
?
(1E)-N-hydroxy-2-phenylpropan-1-imine
(2S)-2-phenylpropanenitrile + H2O
-
Substrates: 26% conversion, 91% ee (S)
Products: -
Products: -
?
(1E)-N-hydroxybutan-1-imine
butanenitrile + H2O
-
Substrates: -
Products: -
Products: -
?
(1E)-N-hydroxybutan-1-imine
butanenitrile + H2O
-
Substrates: -
Products: -
Products: -
?
(E/Z)-2-phenylpropionaldoxime
2-phenylpropionitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-2-phenylpropionaldoxime
2-phenylpropionitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-acetaldoxime
acetonitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-acetaldoxime
acetonitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-cyclohexanecarboxaldehyde oxime
?
Substrates: best substrate
Products: -
Products: -
?
(E/Z)-cyclohexanecarboxaldehyde oxime
?
Substrates: best substrate
Products: -
Products: -
?
(E/Z)-cyclohexanecarboxaldehyde oxime
?
-
Substrates: 157% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E/Z)-indoleacetaldoxime
indoleacetonitrile + H2O
Substrates: 7.29% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
(E/Z)-indoleacetaldoxime
indoleacetonitrile + H2O
-
Substrates: 41.7% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E/Z)-isocapronaldoxime
isocaprononitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-isocapronaldoxime
isocaprononitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-isocapronaldoxime
isocaprononitrile + H2O
Substrates: 88.3% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
(E/Z)-isovaleraldoxime
isovaleronitrile + H2O
Substrates: 58.6% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
(E/Z)-isovaleraldoxime
isovaleronitrile + H2O
-
Substrates: 120% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E/Z)-n-butyraldoxime
n-butyronitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-n-butyraldoxime
n-butyronitrile + H2O
Substrates: best substrate, accepts both the E- and the Z-forms of butyraldoxime as substrates
Products: butyronitrile does not act as substrate
Products: butyronitrile does not act as substrate
?
(E/Z)-n-butyraldoxime
n-butyronitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-n-butyraldoxime
n-butyronitrile + H2O
Substrates: best substrate, accepts both the E- and the Z-forms of butyraldoxime as substrates
Products: butyronitrile does not act as substrate
Products: butyronitrile does not act as substrate
?
(E/Z)-n-butyraldoxime
n-butyronitrile + H2O
Substrates: 48.9% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
(E/Z)-n-butyraldoxime
n-butyronitrile + H2O
Substrates: 48.9% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
(E/Z)-n-butyraldoxime
n-butyronitrile + H2O
-
Substrates: 100% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E/Z)-n-capronaldoxime
n-caprononitrile + H2O
Substrates: 64.2% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
(E/Z)-n-capronaldoxime
n-caprononitrile + H2O
-
Substrates: 85.5% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E/Z)-n-valeraldoxime
n-valeronitrile + H2O
Substrates: 39.3% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
(E/Z)-n-valeraldoxime
n-valeronitrile + H2O
Substrates: 39.3% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
(E/Z)-n-valeraldoxime
n-valeronitrile + H2O
-
Substrates: 68.3% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(E/Z)-propionaldoxime
propionitrile + H2O
Substrates: -
Products: -
Products: -
?
(E/Z)-propionaldoxime
propionitrile + H2O
-
Substrates: 87.7% activity in the presence of Na2S compared to (Z)-phenylacetaldehyde oxime
Products: -
Products: -
?
(Z)-3-phenylpropionaldoxime
3-phenylpropiononitrile + H2O
Substrates: -
Products: -
Products: -
?
(Z)-3-phenylpropionaldoxime
3-phenylpropiononitrile + H2O
Substrates: -
Products: -
Products: -
?
(Z)-3-phenylpropionaldoxime
3-phenylpropiononitrile + H2O
Substrates: 67.3% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
(Z)-phenylacetaldoxime
phenylacetonitrile + H2O
Substrates: -
Products: -
Products: -
?
(Z)-phenylacetaldoxime
phenylacetonitrile + H2O
Substrates: -
Products: -
Products: -
?
(Z)-phenylacetaldoxime
phenylacetonitrile + H2O
Substrates: -
Products: -
Products: -
?
(Z)-phenylacetaldoxime
phenylacetonitrile + H2O
Substrates: 26.6% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
(Z)-phenylacetaldoxime
phenylacetonitrile + H2O
Substrates: 26.6% of the activity with (E/Z)-cyclohexanecarboxaldehyde oxime
Products: -
Products: -
?
5-nitro-1,2-benzoxazole
2-hydroxy-5-nitrobenzonitrile
Substrates: -
Products: -
Products: -
?
5-nitro-1,2-benzoxazole
2-hydroxy-5-nitrobenzonitrile
Substrates: -
Products: -
Products: -
?
5-nitro-1,2-benzoxazole
2-hydroxy-5-nitrobenzonitrile
Substrates: -
Products: -
Products: -
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aldoxime
nitrile + H2O
Substrates: wide range of substrates, aliphatic aldoximes are more effective substrates than arylalkyl aldoximes, aromatic aldoximes are also dehydrated
Products: -
Products: -
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aldoxime
nitrile + H2O
Substrates: wide range of substrates, aliphatic aldoximes are more effective substrates than arylalkyl aldoximes, aromatic aldoximes are also dehydrated
Products: -
Products: -
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aliphatic aldoxime
aliphatic nitrile + H2O
Substrates: strong preference of aliphatic aldoximes over aromatic aldoximes
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Products: -
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aliphatic aldoxime
aliphatic nitrile + H2O
Substrates: strong preference of aliphatic aldoximes over aromatic aldoximes
Products: -
Products: -
?
alkylaldoxime
alkylnitrile + H2O
Substrates: responsible for the metabolism of alkylaldoxime
Products: -
Products: -
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an aliphatic aldoxime
an aliphatic nitrile + H2O
-
Substrates: -
Products: -
Products: -
?
an aliphatic aldoxime
an aliphatic nitrile + H2O
-
Substrates: -
Products: -
Products: -
?
an aliphatic aldoxime
an aliphatic nitrile + H2O
Substrates: -
Products: -
Products: -
?
an aliphatic aldoxime
an aliphatic nitrile + H2O
-
Substrates: -
Products: -
Products: -
?
an aliphatic aldoxime
an aliphatic nitrile + H2O
Substrates: -
Products: -
Products: -
?
an aliphatic aldoxime
an aliphatic nitrile + H2O
-
Substrates: -
Products: -
Products: -
?
an aliphatic aldoxime
an aliphatic nitrile + H2O
Substrates: -
Products: -
Products: -
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an aliphatic aldoxime
an aliphatic nitrile + H2O
Substrates: -
Products: -
Products: -
?
an aliphatic aldoxime
an aliphatic nitrile + H2O
Substrates: -
Products: -
Products: -
?
an aliphatic aldoxime
an aliphatic nitrile + H2O
-
Substrates: -
Products: -
Products: -
?
an aliphatic aldoxime
an aliphatic nitrile + H2O
-
Substrates: the enzyme preferentially acts on aliphatic-type substrates
Products: -
Products: -
?
butyraldoxime
butyronitrile + H2O
-
Substrates: -
Products: addition of 200 mM butyraldoxime to ferrous OxdA yields a longlived OxdA-substrate complex, named OS-II
Products: addition of 200 mM butyraldoxime to ferrous OxdA yields a longlived OxdA-substrate complex, named OS-II
?
butyraldoxime
butyronitrile + H2O
-
Substrates: the substrate binds to heme forming a hexa-coordinate low-spin heme
Products: -
Products: -
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butyraldoxime
butyronitrile + H2O
-
Substrates: -
Products: addition of 200 mM butyraldoxime to ferrous OxdA yields a longlived OxdA-substrate complex, named OS-II
Products: addition of 200 mM butyraldoxime to ferrous OxdA yields a longlived OxdA-substrate complex, named OS-II
?
butyraldoxime
butyronitrile + H2O
-
Substrates: the substrate binds to heme forming a hexa-coordinate low-spin heme
Products: -
Products: -
?
butyraldoxime
butyronitrile + H2O
Substrates: -
Products: -
Products: -
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n-butyraldoxime
n-butyronitrile + H2O
-
Substrates: reaction intermediate of the heme-containing enzyme with a highly oxidized heme that is formed concomitantly upon direct binding of the substrate, heme directly activates the organic substrate
Products: -
Products: -
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n-butyraldoxime
n-butyronitrile + H2O
-
Substrates: reaction intermediate of the heme-containing enzyme with a highly oxidized heme that is formed concomitantly upon direct binding of the substrate, heme directly activates the organic substrate
Products: -
Products: -
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additional information
?
-
-
Substrates: not: butyronitrile, aromatic aldoximes, such as benzaldoxime, isonitrosoacetophenone, and pyridine-4-aldoxime
Products: -
Products: -
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additional information
?
-
Substrates: not: butyronitrile, aromatic aldoximes, such as benzaldoxime, isonitrosoacetophenone, and pyridine-4-aldoxime
Products: -
Products: -
?
additional information
?
-
-
Substrates: involved in carbon-nitrogen triple bond synthesis, responsible for the metabolism of aldoxime in vivo
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additional information
?
-
Substrates: involved in carbon-nitrogen triple bond synthesis, responsible for the metabolism of aldoxime in vivo
Products: -
Products: -
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additional information
?
-
Substrates: enzyme additionally shows catalase activity, reaction of EC 1.11.1.6, and peroxidase activity
Products: -
Products: -
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additional information
?
-
-
Substrates: not: butyronitrile, aromatic aldoximes, such as benzaldoxime, isonitrosoacetophenone, and pyridine-4-aldoxime
Products: -
Products: -
?
additional information
?
-
Substrates: not: butyronitrile, aromatic aldoximes, such as benzaldoxime, isonitrosoacetophenone, and pyridine-4-aldoxime
Products: -
Products: -
?
additional information
?
-
-
Substrates: involved in carbon-nitrogen triple bond synthesis, responsible for the metabolism of aldoxime in vivo
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Substrates: involved in carbon-nitrogen triple bond synthesis, responsible for the metabolism of aldoxime in vivo
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Substrates: the following compounds are inert as substrates: ((E/Z))-diphenylacetaldoxime, ((E/Z))-4-hydroxyphenylacetaldoxime, (E)-1-naphthoaldoxime, (E)-anisaldoxime, (E)-quinolin(E)-2-carboxaldehyde oxime, (E)-terephthalaldehyde oxime, (E)-isophthalaldehyde oxime, (E)-pyrazinecarboxaldoxime, (E)-indol(E)-3-carboxaldehyde oxime, (Z)-crotonaldoxime, ((E/Z))-methacrylaldoxime, ((E/Z))-O-benzylphenylacetaldehyde oxime, (E)-phenylacetaldehyde oxime hydrazone, ((E/Z))-O-acetyl-phenylacetaldehyde oxime, ((E/Z))-phenylacetone oxime and ((E/Z))-acetophenone oxime
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(E/Z)-isocapronaldoxime
isocaprononitrile + H2O
Substrates: -
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(E/Z)-isocapronaldoxime
isocaprononitrile + H2O
Substrates: -
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(E/Z)-n-butyraldoxime
n-butyronitrile + H2O
Substrates: -
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(E/Z)-n-butyraldoxime
n-butyronitrile + H2O
Substrates: -
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alkylaldoxime
alkylnitrile + H2O
Substrates: responsible for the metabolism of alkylaldoxime
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an aliphatic aldoxime
an aliphatic nitrile + H2O
Substrates: -
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an aliphatic aldoxime
an aliphatic nitrile + H2O
Substrates: -
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an aliphatic aldoxime
an aliphatic nitrile + H2O
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Substrates: the enzyme preferentially acts on aliphatic-type substrates
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additional information
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Substrates: involved in carbon-nitrogen triple bond synthesis, responsible for the metabolism of aldoxime in vivo
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additional information
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Substrates: involved in carbon-nitrogen triple bond synthesis, responsible for the metabolism of aldoxime in vivo
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additional information
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Substrates: involved in carbon-nitrogen triple bond synthesis, responsible for the metabolism of aldoxime in vivo
Products: -
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additional information
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Substrates: involved in carbon-nitrogen triple bond synthesis, responsible for the metabolism of aldoxime in vivo
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
heme
-
ferric heme is six-coordinate low spin, whereas the ferrous heme is five-coordinate high-spin. Characterization of the heme environment in OxdA using resonance Raman spectroscopy
heme
-
the substrate binds to heme forming a hexa-coordinate low-spin heme
heme
-
the heme-containing enzyme utilizes the ferrous rather than the ferric ion to catalyze the synthesis of nitriles
heme
the heme iron after purification is primarily in the ferric form. For Kemp elimination, the enzymatic rate over background with ferrous enzyme is approximately 10fold higher than for ferric enzyme
heme
the heme iron after purification is primarily in the ferric form. For Kemp elimination, the enzymatic rate over background with ferrous enzyme is approximately 10fold higher than for ferric enzyme
heme
the heme iron after purification is primarily in the ferric form. For Kemp elimination, the enzymatic rate over background with ferrous enzyme is approximately 10fold higher than for ferric enzyme
heme b
prosthetic group, protoheme IX, heme iron is present in a reduced form, contains 0.37 mol heme per mol of enzyme
protoheme IX
hemoprotein, the heme iron of the active enzyme is in the ferrous state, carries protoheme IX as the prosthetic group, 0.69 mol heme per mol of subunit
protoheme IX
prosthetic group, heme b, heme iron is present in a reduced form, contains 0.37 mol heme per mol of enzyme
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Ca2+
contains 1.58 mol Ca2+ per mol of homodimeric OxdA, may act as another cofactor
Co2+
Cu+
D-cycloserine
-
the enzyme activity is increased 1.6fold at 0.1 mM D-cycloserine in the presence of Na2S
EDTA
-
the enzyme activity is increased 2.1fold at 0.1 mM EDTA in the presence of Na2S
Fe2+
Fe3+
Tiron
-
the enzyme activity is increased 7.2fold at 0.1 mM Tiron in the presence of Na2S
Zn2+
additional information
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the following metal ions do not inhibit the enzyme activity under any reaction conditions: Li+, B4+, Na+, Mg2+, K+, Ca2+, Mn2+, Ti2+, Cr3+, Rb+, Mo6+, Ag+, Cs+, Ba2+ and Pb2+
Fe2+
contains 1.62 mol iron per mol of homodimeric OxdA, present in the heme molecule, the heme iron of the active enzyme is in the ferrous state
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
AgNO3
very sensitive to, concentration-dependent, 1 mM, 85.8% inhibition