KEGG   ENZYME: 1.14.14.166
Entry
EC 1.14.14.166              Enzyme                                 
Name
(S)-N-methylcanadine 1-hydroxylase;
CYP82Y1 (gene name);
(S)-N-methylcanadine,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (1-hydroxylating)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
Sysname
(S)-cis-N-methylcanadine,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (1-hydroxylating)
Reaction(IUBMB)
(S)-cis-N-methylcanadine + [reduced NADPH---hemoprotein reductase] + O2 = (S)-1-hydroxy-cis-N-methylcanadine + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R11687]
Reaction(KEGG)
R11687
Substrate
(S)-cis-N-methylcanadine [CPD:C02915];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
(S)-1-hydroxy-cis-N-methylcanadine [CPD:C21586];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
This cytochrome P-450 (heme-thiolate) enzyme, characterized from the plant Papaver somniferum (opium poppy), participates in the biosynthesis of the isoquinoline alkaloid noscapine.
History
EC 1.14.14.166 created 2018
Pathway
ec00950  Isoquinoline alkaloid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K20621  (S)-N-methylcanadine 1-hydroxylase
Genes
PSOM113322396
Reference
1  [PMID:24324259]
  Authors
Dang TT, Facchini PJ
  Title
CYP82Y1 is N-methylcanadine 1-hydroxylase, a key noscapine biosynthetic enzyme in opium poppy.
  Journal
J Biol Chem 289:2013-26 (2014)
DOI:10.1074/jbc.M113.505099
  Sequence
Reference
2  [PMID:29610307]
  Authors
Li Y, Li S, Thodey K, Trenchard I, Cravens A, Smolke CD
  Title
Complete biosynthesis of noscapine and halogenated alkaloids in yeast.
  Journal
Proc Natl Acad Sci U S A 115:E3922-E3931 (2018)
DOI:10.1073/pnas.1721469115
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.166
IUBMB Enzyme Nomenclature: 1.14.14.166
ExPASy - ENZYME nomenclature database: 1.14.14.166
BRENDA, the Enzyme Database: 1.14.14.166

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