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IUBMB Comments The 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 somniferum
Synonyms 1-hydroxy-N-methylcanadine 13-hydroxylase, CYP82X2 , more
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1-hydroxy-N-methylcanadine 13-hydroxylase
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CYP82X2
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(S)-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2 = (13S,14R)-1,13-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
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MetaCyc
noscapine biosynthesis
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(S)-1-hydroxy-N-methylcanadine,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (13-hydroxylating)
The enzyme, characterized from the plant Papaver somniferum (opium poppy), participates in the biosynthesis of the isoquinoline alkaloid noscapine.
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(S)-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(13S,14R)-1,13-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
(S)-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(13S,14R)-1,13-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: - Products: -
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(S)-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(13S,14R)-1,13-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine Products: -
?
(S)-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(13S,14R)-1,13-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: the enzyme shows strict substrate specificity Products: -
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(S)-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(13S,14R)-1,13-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine Products: -
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0.0178
(S)-1-hydroxy-N-methylcanadine
pH 7.5, 30°C
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UniProt
brenda
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brenda
Highest Expressing Human Cell Lines
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Cell Line Links
Gene Links
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malfunction
CYP719A21, CYP82X1 and CXE1 showed reduced transcript levels in CYP82X2-silenced plants
metabolism
the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine
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C82X2_PAPSO
554
1
62705
Swiss-Prot
Secretory Pathway (Reliability: 5 )
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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
expression in Saccharomyces cerevisiae. Reconstitution of the noscapine gene cluster in Saccharomyces cerevisiae to achieve the microbial production of noscapine and related pathway intermediates
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synthesis
de novo production of noscapine in Saccharomyces cerevisiae, through the reconstruction of a biosynthetic pathway comprising over 30 enzymes from plants, bacteria, mammals, and yeast itself, including 7 plant endoplasmic reticulum (ER)-localized enzymes. Optimization directed to tuning expression of pathway enzymes, host endogenous metabolic pathways, and fermentation conditions led to an over 18,000-fold improvement from initial noscapine titers to 2.2 mg/l
synthesis
reconstitution of the noscapine gene cluster in Saccharomyces cerevisiae to achieve the microbial production of noscapine and related pathway intermediates
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Dang, T.; Chen, X.; Facchini, P.
Acetylation serves as a protective group in noscapine biosynthesis in opium poppy
Nat. Chem. Biol.
11
104-106
2015
Papaver somniferum (I3PLR0)
brenda
Li, Y.; Smolke, C.
Engineering biosynthesis of the anticancer alkaloid noscapine in yeast
Nat. Commun.
7
12137
2016
Papaver somniferum (I3PLR0)
brenda
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 (I3PLR0)
brenda
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