KEGG   ENZYME: 1.14.19.50
Entry
EC 1.14.19.50               Enzyme                                 

Name
noroxomaritidine synthase;
CYP96T1 (gene name)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
Sysname
4'-O-methylnorbelladine,NADPH---hemoprotein reductase:oxygen oxidoreductase (noroxomaritidine-forming)
Reaction(IUBMB)
(1) 4'-O-methylnorbelladine + [reduced NADPH---hemoprotein reductase] + O2 = (4aR,10bS)-noroxomaritidine + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:R11483];
(2) 4'-O-methylnorbelladine + [reduced NADPH---hemoprotein reductase] + O2 = (4aS,10bR)-noroxomaritidine + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:R11482]
Reaction(KEGG)
R11482 R11483
Substrate
4'-O-methylnorbelladine [CPD:C16702];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
(4aR,10bS)-noroxomaritidine [CPD:C21406];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
(4aS,10bR)-noroxomaritidine [CPD:C21405]
Comment
A P-450 (heme-thiolate) enzyme. The enzyme, characterized from Narcissus pseudonarcissus (daffodil), forms the two enantiomers of the Amaryllidacea alkaloid noroxomaritidine by catalysing intramolecular oxidative para-para' phenol coupling. The oxidation involves molecular oxygen without its incorporation into the product.
History
EC 1.14.19.50 created 2016
Pathway
ec00950  Isoquinoline alkaloid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K21208  noroxomaritidine synthase
Reference
1  [PMID:26941773]
  Authors
Kilgore MB, Augustin MM, May GD, Crow JA, Kutchan TM
  Title
CYP96T1 of Narcissus sp. aff. pseudonarcissus Catalyzes Formation of the Para-Para' C-C Phenol Couple in the Amaryllidaceae Alkaloids.
  Journal
Front Plant Sci 7:225 (2016)
DOI:10.3389/fpls.2016.00225
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.19.50
IUBMB Enzyme Nomenclature: 1.14.19.50
ExPASy - ENZYME nomenclature database: 1.14.19.50
BRENDA, the Enzyme Database: 1.14.19.50

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