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
-
nadh-cytochrome
- 7-ethoxyresorufin
-
p450-dependent
- 7-ethoxycoumarin
-
nadph-p450
-
o-deethylase
-
one-electron
-
alpha-hydroxylase
-
o-deethylation
- dt-diaphorase
-
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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General Information
General Information on EC 1.14.14.37 - 4-hydroxyphenylacetaldehyde oxime monooxygenase
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physiological function
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a microsomal fraction from seedlings of Sorghum bicolor catalyzes the conversion of L-tyrosine to 4-hydroxymandelonitrile via 4-hydroxyphenylacetaldoxime
physiological function
at all stages, the content of dhurrin correlates well with the activity of the two biosynthetic enzymes, CYP79A1 and CYP71E1, and with the protein and mRNA level for the two enzymes. During development, the activity of tyrosine N-monooxygenase CYP79A1 is lower than the activity of 4-hydroxyphenylacetaldehyde oxime monooxygenase CYP71E1, suggesting that CYP79A1 catalyzes the rate-limiting step in dhurrin synthesis
physiological function
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during biosynthesis of dhurrin, 4-hydroxyphenylacetonitrile functions as an intermediate, and not 2-hydroxy(4-hydroxyphenyl)-acetaldoxime
physiological function
full length CYP79A1, CYP71E1 and NADPH P450 oxidoreductase of the dhurrin pathway are reconstituted individually in nanoscale lipid patches, nanodiscs, and directly immobilized on unmodified gold electrodes. Cyclic voltammograms of CYP79A1 and CYP71E1 reveal reversible redox peaks with average midpoint potentials of 80 mV and 72 mV vs. Ag/AgCl, respectively. NADPH P450 oxidoreductase yields two pairs of redox peaks with midpoint potentials of 90 mV and -300 mV, respectively. The average heterogeneous electron transfer rate constant is calculated to be 1.5 per s
physiological function
the biosynthetic pathway for the cyanogenic glucoside dhurrin in Sorghum involves the sequential production of (E)- and (Z)-4-hydroxyphenylacetaldoxime. Monooxygenae CYP79A1 catalyzes conversion of tyrosine to (E)-4-hydroxyphenylacetaldoxime, whereas monooxygenase CYP71E1 catalyzes conversion of (E)-4-hydroxyphenylacetaldoxime into the corresponding geometrical Z-isomer as required for its dehydration into a nitrile, the next intermediate in cyanogenic glucoside synthesis
physiological function
the enzyme is a multifunctional P450 catalyzing dehydration of (Z)-4-hydroxyphenylacetaldoxime to 4-hydroxyphenylacetonitrile and C-hydroxylation of 4-hydroxyphenylacetonitrile during biosynthesis of the cyanogenic glucoside beta-D-glucopyranosyloxy-(S)-4-hydroxymandelonitrile (dhurrin)