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Information on EC 1.14.14.166 - (S)-N-methylcanadine 1-hydroxylase for references in articles please use BRENDA:EC1.14.14.166
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EC Tree
IUBMB Comments This cytochrome P-450 (heme-thiolate) enzyme, characterized from the plant Papaver somniferum (opium poppy), participates in the biosynthesis of the isoquinoline alkaloid noscapine.
The expected taxonomic range for this enzyme is: Papaver
Synonyms
1-hydroxy-N-methylcanadine synthase, CYP82Y1, N-methylcanadine 1-hydroxylase, PbCYP82Y1,
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1-hydroxy-N-methylcanadine synthase
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N-methylcanadine 1-hydroxylase
CYP82Y1
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gene name
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N-methylcanadine 1-hydroxylase
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N-methylcanadine 1-hydroxylase
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(S)-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2 = (S)-1-hydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
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(S)-N-methylcanadine,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (1-hydroxylating)
This cytochrome P-450 (heme-thiolate) enzyme, characterized from the plant Papaver somniferum (opium poppy), participates in the biosynthesis of the isoquinoline alkaloid noscapine.
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(S)-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(S)-1-hydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
(S)-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(S)-1-hydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
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(S)-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(S)-1-hydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
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the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine
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(S)-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(S)-1-hydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
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(S)-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(S)-1-hydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
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(S)-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(S)-1-hydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
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the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine
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(S)-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(S)-1-hydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine. The pathway for biosynthesis of noscapine, a potential anticancer compound, from canadine is a 10-gene cluster
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(S)-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(S)-1-hydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
(S)-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(S)-1-hydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
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the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine
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(S)-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(S)-1-hydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
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the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine
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(S)-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(S)-1-hydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
I3PLR1
the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine. The pathway for biosynthesis of noscapine, a potential anticancer compound, from canadine is a 10-gene cluster
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cytochrome P-450
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heme-thiolate enzyme
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brenda
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UniProt
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occurrence of CYP82Y1 transcripts in all plant organs, with the highest levels detected in stems
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occurrence of CYP82Y1 transcripts in all plant organs, with the highest levels detected in stems
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expression is lower than in Papaver somniferum
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occurrence of CYP82Y1 transcripts in all plant organs, with the highest levels detected in stems
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expression is lower than in Papaver somniferum
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occurrence of CYP82Y1 transcripts in all plant organs, with the highest levels detected in stems
brenda
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brenda
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malfunction
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suppression of CYP82Y1 using virus-induced gene silencing causes a significant reduction in the levels of noscapine, narcotoline, and a putative downstream secoberbine intermediate and also results in increased accumulation of the upstream pathway intermediates scoulerine, tetrahydrocolumbamine, canadine, and N-methylcanadine
metabolism
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the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine
metabolism
the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine
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C82Y1_PAPSO
556
1
62928
Swiss-Prot
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expression in Saccharomyces cerevisiae
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an SSR (Simple Sequence Repeats) is embedded in the promoter region of the CYP82Y1 gene. Quantitative PCR shows that a variation in the motif repeat number (either a decrease or increase) down-regulates the expression of the CYP82Y1 gene
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Li, Y.; Li, S.; Thodey, K.; Trenchard, I.; Cravens, A.; Smolke, C.
Complete biosynthesis of noscapine and halogenated alkaloids in yeast
Proc. Natl. Acad. Sci. USA
115
E3922-E3931
2018
Papaver somniferum (I3PLR1)
brenda
Dang, T.T.; Facchini, P.J.
CYP82Y1 is N-methylcanadine 1-hydroxylase, a key noscapine biosynthetic enzyme in opium poppy
J. Biol. Chem.
289
2013-2026
2014
Papaver somniferum (I3PLR1), Papaver somniferum
brenda
Abedini, D.; Monfared, S.R.; Abbasi, A.
The effects of promoter variations of the N-methylcanadine 1-hydroxylase (CYP82Y1) gene on the noscapine production in opium poppy
Sci. Rep.
8
4973
2018
Papaver bracteatum, Papaver somniferum (I3PLR1), Papaver somniferum
brenda
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1.14.14.166 (S)-N-methylcanadine 1-hydroxylase
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