KEGG   ENZYME: 1.14.21.1Help
Entry
EC 1.14.21.1                Enzyme                                 

Name
(S)-stylopine synthase;
(S)-cheilanthifoline oxidase (methylenedioxy-bridge-forming)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and the other dehydrogenated
BRITE hierarchy
Sysname
(S)-cheilanthifoline,NADPH:oxygen oxidoreductase (methylenedioxy-bridge-forming)
Reaction(IUBMB)
(S)-cheilanthifoline + NADPH + H+ + O2 = (S)-stylopine + NADP+ + 2 H2O [RN:R04690]
Reaction(KEGG)
Substrate
(S)-cheilanthifoline [CPD:C05174];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
(S)-stylopine [CPD:C05175];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
A heme-thiolate enzyme (P-450) catalysing an oxidative reaction that does not incorporate oxygen into the product. Forms the second methylenedioxy bridge of the protoberberine alkaloid stylopine from oxidative ring closure of adjacent phenolic and methoxy groups of cheilanthifoline.
History
EC 1.14.21.1 created 1999 as EC 1.1.3.32, transferred 2002 to EC 1.14.21.1
Pathway
Isoquinoline alkaloid biosynthesis
Metabolic pathways
Biosynthesis of secondary metabolites
Orthology
K13395  
(S)-stylopine/(S)-canadine/(S)-nandinine synthase
Genes
NNU: 
Taxonomy
Reference
1
  Authors
Bauer, W. and Zenk, M.H.
  Title
Two methylenedioxy bridge-forming cytochrome P-450 dependent enzymes are involved in (S)-stylopine biosynthesis.
  Journal
Phytochemistry 30 (1991) 2953-2961.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
138791-29-4

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