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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 somniferum
Synonyms 1-hydroxy-13-O-acetyl-N-methylcanadine 8-hydroxylase, CYP82X1 , more
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1-hydroxy-13-O-acetyl-N-methylcanadine 8-hydroxylase
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CYP82X1
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(13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2 = (13S,14R)-13-O-acetyl-1,8-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
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MetaCyc
noscapine biosynthesis
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(13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine 8-hydroxylase,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (8-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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(13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(13S,14R)-13-O-acetyl-1,8-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
(S)-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
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Substrates: - Products: -
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(13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(13S,14R)-13-O-acetyl-1,8-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: - Products: -
?
(13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(13S,14R)-13-O-acetyl-1,8-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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(13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(13S,14R)-13-O-acetyl-1,8-dihydroxy-N-methylcanadine + [oxidized NADPH-hemoprotein reductase] + H2O
Substrates: the enzyme does not accept (13S,14R)-1,13-dihydroxy-N-methylcanadine Products: -
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(13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine + [reduced NADPH-hemoprotein reductase] + O2
(13S,14R)-13-O-acetyl-1,8-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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cytochrome P-450
heme-thiolate enzyme
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0.0049
(13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine
pH 7.5, 30°C
0.0106
(S)-1-hydroxy-N-methylcanadine
pH 7.5, 30°C
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UniProt
brenda
Highest Expressing Human Cell Lines
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Cell Line Links
Gene Links
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metabolism
the enzyme participates in the biosynthesis of the isoquinoline alkaloid noscapine
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C82X1_PAPSO
540
1
61207
Swiss-Prot
Secretory Pathway (Reliability: 2 )
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expression in Saccharomyces cerevisiae
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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drug development
reconstitute 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 (I3V6B7)
brenda
Li, Y.; Smolke, C.
Engineering biosynthesis of the anticancer alkaloid noscapine in yeast
Nat. Commun.
7
12137
2016
Papaver somniferum (I3V6B7)
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 (I3V6B7)
brenda
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