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Literature summary extracted from

  • Yamaguchi, T.; Yamamoto, K.; Asano, Y.
    Identification and characterization of CYP79D16 and CYP71AN24 catalyzing the first and second steps in L-phenylalanine-derived cyanogenic glycoside biosynthesis in the Japanese apricot, Prunus mume Sieb. et Zucc (2014), Plant Mol. Biol., 86, 215-223.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.14.40 expression in Saccharomyces cerevisiae Prunus mume

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.14.14.44 0.0039
-
 (E)-phenylacetaldehyde oxime pH 7.6, 30°C Prunus mume
1.14.14.44 0.007
-
 4-hydroxyphenylacetaldoxime pH 7.6, 30°C Prunus mume
1.14.14.44 0.0082
-
 indole-3-acetaldoxime pH 7.6, 30°C Prunus mume
1.14.14.44 0.0185
-
 phenylacetonitrile pH 7.6, 30°C Prunus mume
1.14.14.44 0.195
-
 4-Hydroxyphenylacetonitrile pH 7.6, 30°C Prunus mume
1.14.14.44 0.751
-
 indole-3-acetonitrile pH 7.6, 30°C Prunus mume

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
1.14.14.40 microsome
-
 Prunus mume
-
-

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.14.44 (E)-phenylacetaldehyde oxime Prunus mume
-
 (Z)-phenylacetaldehyde oxime
-
 ?
1.14.14.44 (E)-phenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + O2 Prunus mume
-
 (R)-mandelonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O overall reaction ?
1.14.14.44 (Z)-phenylacetaldehyde oxime Prunus mume
-
 phenylacetonitrile + H2O
-
 ?
1.14.14.44 phenylacetonitrile + [reduced NADPH-hemoprotein reductase] + O2 Prunus mume
-
 (R)-mandelonitrile + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.14.40 Prunus mume A0A068Q7V0
-
-
1.14.14.44 Prunus mume A0A068Q609 var. Sieb. et Zucc.
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.14.40 seedling expressed specifically in the seedling, coexpression with CYP71AN24 which catalyzes the conversion of phenylacetaldoxime into mandelonitrile with broad substrate specificity Prunus mume
-
1.14.14.44 leaf
-
 Prunus mume
-
1.14.14.44 seedling
-
 Prunus mume
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.14.40 L-phenylalanine + 2 O2 + 2 [reduced NADPH-hemoprotein reductase]
-
 Prunus mume (E)-phenylacetaldoxime + 2 [oxidized NADPH-hemoprotein reductase] + CO2 + 3 H2O overall reaction ?
1.14.14.40 additional information the enzyme is specific for L-phenylalanine. No substrates: L-Tyr, L-Trp, and L-Val Prunus mume ?
-
 ?
1.14.14.44 (E)-phenylacetaldehyde oxime
-
 Prunus mume (Z)-phenylacetaldehyde oxime
-
 ?
1.14.14.44 (E)-phenylacetaldehyde oxime + [reduced NADPH-hemoprotein reductase] + O2
-
 Prunus mume (R)-mandelonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O overall reaction ?
1.14.14.44 (Z)-phenylacetaldehyde oxime
-
 Prunus mume phenylacetonitrile + H2O
-
 ?
1.14.14.44 4-hydroxyphenylacetaldoxime + [reduced NADPH-hemoprotein reductase] + O2
-
 Prunus mume hydroxy(4-hydroxyphenyl)acetonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O overall reaction ?
1.14.14.44 4-hydroxyphenylacetonitrile + [reduced NADPH-hemoprotein reductase] + O2
-
 Prunus mume hydroxy(4-hydroxyphenyl)acetonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
 ?
1.14.14.44 indole-3-acetaldoxime + [reduced NADPH-hemoprotein reductase] + O2 reaction of EC 1.14.14.45 Prunus mume hydroxy(1H-indol-3-yl)acetonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O overall reaction ?
1.14.14.44 indole-3-acetonitrile + [reduced NADPH-hemoprotein reductase] + O2 reaction of EC 1.14.14.45 Prunus mume hydroxy(1H-indol-3-yl)acetonitrile + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
 ?
1.14.14.44 additional information enzyme converts aromatic aldoximes and nitriles to the corresponding hydroxynitriles. No substrates: aliphatic substrates 2-methylpropanal oxime and 2-methylpropanenitrile Prunus mume ?
-
 ?
1.14.14.44 phenylacetonitrile + [reduced NADPH-hemoprotein reductase] + O2
-
 Prunus mume (R)-mandelonitrile + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.14.40 CYP79D16
-
 Prunus mume
1.14.14.40 cytochrome P450 79D16
-
 Prunus mume
1.14.14.44 CYP71AN24
-
 Prunus mume

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.14.14.44 0.028
-
 indole-3-acetaldoxime pH 7.6, 30°C Prunus mume
1.14.14.44 0.1
-
 indole-3-acetonitrile pH 7.6, 30°C Prunus mume
1.14.14.44 0.4
-
 phenylacetonitrile pH 7.6, 30°C Prunus mume
1.14.14.44 0.57
-
 4-Hydroxyphenylacetonitrile pH 7.6, 30°C Prunus mume
1.14.14.44 0.62
-
 4-hydroxyphenylacetaldoxime pH 7.6, 30°C Prunus mume
1.14.14.44 0.77
-
 (E)-phenylacetaldehyde oxime pH 7.6, 30°C Prunus mume

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.14.40 cytochrome P450
-
 Prunus mume
1.14.14.44 cytochrome P450
-
 Prunus mume