Entry
Name
(13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine 8-hydroxylase;
CYP82X1 (gene name)
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
BRITE hierarchy
Sysname
(13S,14R)-13-O-acetyl-1-hydroxy-cis-N-methylcanadine 8-hydroxylase,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (8-hydroxylating)
Reaction(IUBMB)
(13S,14R)-13-O-acetyl-1-hydroxy-cis-N-methylcanadine + [reduced NADPH---hemoprotein reductase] + O2 = (13S,14R)-13-O-acetyl-1,8-dihydroxy-cis-N-methylcanadine + [oxidized NADPH---hemoprotein reductase] + H2O [RN:
R11690 ]
Reaction(KEGG)
Substrate
(13S,14R)-13-O-acetyl-1-hydroxy-cis-N-methylcanadine [CPD:
C21588 ];
[reduced NADPH---hemoprotein reductase] [CPD:
C03024 ];
O2 [CPD:
C00007 ]
Product
(13S,14R)-13-O-acetyl-1,8-dihydroxy-cis-N-methylcanadine [CPD:
C21589 ];
[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 1.14.14.167 created 2018
Pathway
ec00950 Isoquinoline alkaloid biosynthesis
ec01110 Biosynthesis of secondary metabolites
Orthology
K22096 (13S,14R)-13-O-acetyl-1-hydroxy-N-methylcanadine 8-hydroxylase
Genes
Taxonomy
Reference
Authors
Dang TT, Chen X, Facchini PJ
Title
Acetylation serves as a protective group in noscapine biosynthesis in opium poppy.
Journal
Reference
Authors
Li Y, Smolke CD
Title
Engineering biosynthesis of the anticancer alkaloid noscapine in yeast.
Journal
Reference
Authors
Li Y, Li S, Thodey K, Trenchard I, Cravens A, Smolke CD
Title
Complete biosynthesis of noscapine and halogenated alkaloids in yeast.
Journal
Sequence
Other DBs
LinkDB
All DBs