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Literature summary extracted from

  • Naur, P.; Petersen, B.L.; Mikkelsen, M.D.; Bak, S.; Rasmussen, H.; Olsen, C.E.; Halkier, B.A.
    CYP83A1 and CYP83B1, two nonredundant cytochrome P450 enzymes metabolizing oximes in the biosynthesis of glucosinolates in Arabidopsis (2003), Plant Physiol., 133, 63-72.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.14.43 expression in Saccharomyces cerevisiae Arabidopsis thaliana
1.14.14.45 expression in Saccharomyces cerevisiae Arabidopsis thaliana

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.14.14.43 0.15
-
 indole-3-acetaldoxime pH 8.1, 29°C Arabidopsis thaliana
1.14.14.43 0.156
-
 (E)-4-hydroxyphenylacetaldoxime pH 8.1, 29°C Arabidopsis thaliana
1.14.14.43 0.556
-
 (E)-phenylacetaldoxime pH 8.1, 29°C Arabidopsis thaliana
1.14.14.45 0.0031
-
 (E)-indol-3-ylacetaldehyde oxime pH 8.1, 29°C Arabidopsis thaliana
1.14.14.45 0.065
-
 (E)-p-hydroxyphenylacetaldehyde oxime pH 8.1, 29°C Arabidopsis thaliana
1.14.14.45 0.188
-
 (E)-phenylacetaldehyde oxime pH 8.1, 29°C Arabidopsis thaliana

Organism

EC Number Organism UniProt Comment Textmining
1.14.14.43 Arabidopsis thaliana P48421
-
-
1.14.14.45 Arabidopsis thaliana O65782
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.14.43 (E)-4-hydroxyphenylacetaldoxime + O2 + [reduced NADPH-hemoprotein reductase]
-
 Arabidopsis thaliana 1-aci-nitro-2-(4-hydroxyphenyl)-ethane + H2O + [oxidized NADPH-hemoprotein reductase]
-
 ?
1.14.14.43 (E)-phenylacetaldoxime + O2 + [reduced NADPH-hemoprotein reductase]
-
 Arabidopsis thaliana 1-aci-nitro-2-phenylethane + H2O + [oxidized NADPH-hemoprotein reductase]
-
 ?
1.14.14.43 indole-3-acetaldoxime + O2 + glutathione + [reduced NADPH-hemoprotein reductase]
-
 Arabidopsis thaliana 1-aci-nitro-2-indolyl-ethane + H2O + [oxidized NADPH-hemoprotein reductase]
-
 ?
1.14.14.45 (E)-indol-3-ylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + glutathione + O2
-
 Arabidopsis thaliana S-[(E)-N-hydroxy(indol-3-yl)acetimidoyl]-L-glutathione + [oxidized NADPH-hemoprotein reductase] + 2 H2O overall reaction ?
1.14.14.45 (E)-p-hydroxyphenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + glutathione + O2
-
 Arabidopsis thaliana S-[(Z)-N-hydroxy(p-hydroxyphenyl)acetimidoyl]-L-glutathione + [oxidized NADPH-hemoprotein reductase] + 2 H2O overall reaction ?
1.14.14.45 (E)-phenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + glutathione + O2
-
 Arabidopsis thaliana S-[(Z)-N-hydroxy(phenyl)acetimidoyl]-L-glutathione + [oxidized NADPH-hemoprotein reductase] + 2 H2O overall reaction ?
1.14.14.45 additional information CYP83B1 metabolizes aliphatic oximes with very low efficiency Arabidopsis thaliana ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.14.43 CYP83A1
-
 Arabidopsis thaliana
1.14.14.45 CYP83B1
-
 Arabidopsis thaliana

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.14.14.43 0.42
-
 (E)-phenylacetaldoxime pH 8.1, 29°C Arabidopsis thaliana
1.14.14.43 0.43
-
 (E)-4-hydroxyphenylacetaldoxime pH 8.1, 29°C Arabidopsis thaliana
1.14.14.43 2.33
-
 indole-3-acetaldoxime pH 8.1, 29°C Arabidopsis thaliana
1.14.14.45 0.23
-
 (E)-p-hydroxyphenylacetaldehyde oxime pH 8.1, 29°C Arabidopsis thaliana
1.14.14.45 0.78
-
 (E)-phenylacetaldehyde oxime pH 8.1, 29°C Arabidopsis thaliana
1.14.14.45 0.87
-
 (E)-indol-3-ylacetaldehyde oxime pH 8.1, 29°C Arabidopsis thaliana

General Information

EC Number General Information Comment Organism
1.14.14.43 physiological function aliphatic oximes derived from chain-elongated homologs of methionine are efficiently metabolized by isoform CYP83A1, whereas CYP83B1 metabolizes these substrates with very low efficiency. Aromatic oximes derived from phenylalanine, tryptophan, and tyrosine are metabolized by both enzymes, although CYP83B1 has higher affinity for these substrates than CYP83A1 Arabidopsis thaliana
1.14.14.45 physiological function a CYP83B1 knockout mutant, rnt1-1, leads to the the presence of indole glucosinolates at various levels in different developmental stages. Plants overexpressing CYP83B1 contain elevated levels of aliphatic glucosinolates derived from methionine homologs, whereas the level of indole glucosinolates is almost constant in the overexpressing lines Arabidopsis thaliana
1.14.14.45 physiological function aliphatic oximes derived from chain-elongated homologs of methionine are efficiently metabolized by isoform CYP83A1, whereas CYP83B1 metabolizes these substrates with very low efficiency. Aromatic oximes derived from phenylalanine, tryptophan, and tyrosine are metabolized by both enzymes, although CYP83B1 has higher affinity for these substrates than CYP83A1. Plants overexpressing CYP83B1 contain elevated levels of aliphatic glucosinolates derived from methionine homologs, whereas the level of indole glucosinolates is almost constant in the overexpressing lines Arabidopsis thaliana

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
1.14.14.43 0.75
-
 (E)-phenylacetaldoxime pH 8.1, 29°C Arabidopsis thaliana
1.14.14.43 2.76
-
 (E)-4-hydroxyphenylacetaldoxime pH 8.1, 29°C Arabidopsis thaliana
1.14.14.43 15
-
 indole-3-acetaldoxime pH 8.1, 29°C Arabidopsis thaliana
1.14.14.45 3.7
-
 (E)-p-hydroxyphenylacetaldehyde oxime pH 8.1, 29°C Arabidopsis thaliana
1.14.14.45 4.2
-
 (E)-phenylacetaldehyde oxime pH 8.1, 29°C Arabidopsis thaliana
1.14.14.45 267
-
 (E)-indol-3-ylacetaldehyde oxime pH 8.1, 29°C Arabidopsis thaliana