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Literature summary extracted from

  • Dang, T.; Chen, X.; Facchini, P.
    Acetylation serves as a protective group in noscapine biosynthesis in opium poppy (2015), Nat. Chem. Biol., 11, 104-106 .
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.14.163 expression in Saccharomyces cerevisiae. Owing to difficulties with heterologous expression in yeast, CYP82X2 is synthesized with the first 60 N-terminal amino acids replaced with the first 43 N-terminal amino acids from the lettuce cytochrome P450 germacrene A oxidase Papaver somniferum
1.14.14.167 expression in Saccharomyces cerevisiae Papaver somniferum

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.14.14.163 0.0178
-
 (S)-1-hydroxy-N-methylcanadine pH 7.5, 30°C Papaver somniferum
1.14.14.167 0.0049
-
 (13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine pH 7.5, 30°C Papaver somniferum
1.14.14.167 0.0106
-
 (S)-1-hydroxy-N-methylcanadine pH 7.5, 30°C Papaver somniferum
2.3.1.285 0.0165
-
 (13S,14R)-1,13-dihydroxy-N-methylcanadine pH not specified in the publication, temperature not specified in the publication Papaver somniferum
2.3.1.285 0.0353
-
 acetyl-CoA pH not specified in the publication, temperature not specified in the publication Papaver somniferum
3.1.1.105 0.0252
-
 3-O-acetylpapaveroxine pH not specified in the publication, temperature not specified in the publication Papaver somniferum
3.1.1.105 0.0471
-
 3-O-acetylpapaveroxine pH not specified in the publication, temperature not specified in the publication Papaver somniferum

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.14.163 (S)-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2 Papaver somniferum the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine (13S,14R)-1,13-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.167 (13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2 Papaver somniferum the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine (13S,14R)-13-O-acetyl-1,8-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
3.1.1.105 3-O-acetylpapaveroxine + H2O Papaver somniferum
-
 narcotine hemiacetal + acetate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.14.163 Papaver somniferum I3PLR0
-
-
1.14.14.167 Papaver somniferum I3V6B7
-
-
2.3.1.285 Papaver somniferum
-
-
-
3.1.1.105 Papaver somniferum A0A0A1EQ07
-
-
3.1.1.105 Papaver somniferum I3PLR2
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.14.14.163
-
 Papaver somniferum

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.14.163 stem
-
 Papaver somniferum
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.14.163 (S)-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2 the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine Papaver somniferum (13S,14R)-1,13-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.163 (S)-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2 the enzyme shows strict substrate specificity Papaver somniferum (13S,14R)-1,13-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.167 (13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2 the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine Papaver somniferum (13S,14R)-13-O-acetyl-1,8-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.167 (13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2 the enzyme does not accept (13S,14R)-1,13-dihydroxy-N-methylcanadine Papaver somniferum (13S,14R)-13-O-acetyl-1,8-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.167 (S)-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
-
 Papaver somniferum ?
-
 ?
3.1.1.105 3-O-acetylpapaveroxine + H2O
-
 Papaver somniferum narcotine hemiacetal + acetate
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.14.163 CYP82X2
-
 Papaver somniferum
1.14.14.167 1-hydroxy-13-O-acetyl-N-methylcanadine 8-hydroxylase
-
 Papaver somniferum
1.14.14.167 CYP82X1
-
 Papaver somniferum
2.3.1.285 AT1
-
 Papaver somniferum
3.1.1.105 CXE1
-
 Papaver somniferum
3.1.1.105 Cxe2
-
 Papaver somniferum

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.14.163 30
-
 assay at Papaver somniferum

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.14.14.163 7.5
-
 assay at Papaver somniferum

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.14.167 cytochrome P-450 heme-thiolate enzyme Papaver somniferum

General Information

EC Number General Information Comment Organism
1.14.14.163 malfunction CYP719A21, CYP82X1 and CXE1 showed reduced transcript levels in CYP82X2-silenced plants Papaver somniferum
1.14.14.163 metabolism the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine Papaver somniferum
1.14.14.167 metabolism the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine Papaver somniferum
2.3.1.285 physiological function silencing of the AT1 gene causes a significant reduction in both the relative abundance of corresponding transcript and the accumulation of noscapine in the latex of infected plants compared with empty vecxadtor controls Papaver somniferum
3.1.1.105 physiological function enzyme is involved in biosynthesis of isoquinoline alkaloid noscapine Papaver somniferum