1.14.14.37: 4-hydroxyphenylacetaldehyde oxime monooxygenase
This is an abbreviated version!
For detailed information about 4-hydroxyphenylacetaldehyde oxime monooxygenase, go to the full flat file.
Word Map on EC 1.14.14.37
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1.14.14.37
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heme
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fmn
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cyp1a2
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nadh-cytochrome
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7-ethoxyresorufin
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p450-dependent
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7-ethoxycoumarin
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nadph-p450
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o-deethylase
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one-electron
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alpha-hydroxylase
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o-deethylation
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dt-diaphorase
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drug-metabolizing
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benzphetamine
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biliverdin
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cyp2b4
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dhurrin
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alpha-hydroxylation
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1.6.2.4
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p450-mediated
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cdna-expressed
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o-dealkylation
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fmn-binding
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p450-catalyzed
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dilauroylphosphatidylcholine
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agriculture
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biotechnology
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analysis
- 1.14.14.37
- heme
- fmn
- cyp1a2
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nadh-cytochrome
- 7-ethoxyresorufin
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p450-dependent
- 7-ethoxycoumarin
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nadph-p450
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o-deethylase
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one-electron
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alpha-hydroxylase
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o-deethylation
- dt-diaphorase
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drug-metabolizing
- benzphetamine
- biliverdin
- cyp2b4
- dhurrin
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alpha-hydroxylation
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1.6.2.4
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p450-mediated
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cdna-expressed
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o-dealkylation
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fmn-binding
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p450-catalyzed
- dilauroylphosphatidylcholine
- agriculture
- biotechnology
- analysis
Reaction
Synonyms
4-hydroxybenzeneacetaldehyde oxime monooxygenase, 4-hydroxyphenylacetaldehyde oxime monooxygenase, CYP71E, CYP71E1, cytochrome P450II-dependent monooxygenase, EC 1.14.13.42, EC 1.14.13.68, NADPH-cytochrome P450 reductase
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Substrates Products
Substrates Products on EC 1.14.14.37 - 4-hydroxyphenylacetaldehyde oxime monooxygenase
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REACTION DIAGRAM
(E)-4-Hydroxyphenylacetaldehyde oxime
(Z)-4-Hydroxyphenylacetaldehyde oxime
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(E)-4-hydroxyphenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + O2
(S)-4-hydroxymandelonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O
(E)-phenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + O2
(S)-mandelonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O
oxime dervied from phenylalanine, 35% of the activity with (E)-4-hydroxyphenylacetaldehyde oxime
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(Z)-3-methylbutanaloxime + [reduced NADPH-hemoprotein reductase] + O2
2-hydroxy-3-methylbutyronitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O
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(Z)-4-hydroxyphenylacetaldehyde oxime
4-hydroxyphenylacetonitrile + H2O
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?
2-hydroxy(p-hydroxyphenyl)acetaldoxime
4-hydroxymandelonitrile + H2O
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poor substrate
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4-hydroxyphenylacetonitrile + [reduced NADPH-hemoprotein reductase] + O2
(S)-4-hydroxymandelonitrile + [oxidized NADPH-hemoprotein reductase] + H2O
L-tyrosine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
(E)-[4-hydroxyphenylacetaldehyde oxime] + 2 [oxidized NADPH-hemoprotein reductase] + CO2 + 3 H2O
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(S)-4-hydroxymandelonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O
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(E)-4-hydroxyphenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + O2
(S)-4-hydroxymandelonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O
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?
(E)-4-hydroxyphenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + O2
(S)-4-hydroxymandelonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O
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?
(E)-4-hydroxyphenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + O2
(S)-4-hydroxymandelonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O
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overall reaction
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?
(E)-4-hydroxyphenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + O2
(S)-4-hydroxymandelonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O
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overall reaction
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?
(E)-4-hydroxyphenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + O2
(S)-4-hydroxymandelonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O
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overall reaction. NADPH is a much better cofactor for NADPH-hemoprotein reductase than NADH although NADH does support the entire catalytic cycle
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?
(E)-4-hydroxyphenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + O2
(S)-4-hydroxymandelonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O
involved in dhurrin synthesis
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(S)-4-hydroxymandelonitrile + [oxidized NADPH-hemoprotein reductase] + H2O
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4-hydroxyphenylacetonitrile + [reduced NADPH-hemoprotein reductase] + O2
(S)-4-hydroxymandelonitrile + [oxidized NADPH-hemoprotein reductase] + H2O
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CYP71E1 metabolizes aromatic oximes efficiently, whereas aliphatic oximes are slowly metabolized
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additional information
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CYP71E1 metabolizes aromatic oximes efficiently, whereas aliphatic oximes are slowly metabolized
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