KEGG ORTHOLOGY: K20621

ORTHOLOGY: K20621

Entry

K20621            Tight     KO

Symbol

CYP82Y1

Name

(S)-N-methylcanadine 1-hydroxylase [EC:1.14.14.166]

Pathway

map00950

Isoquinoline alkaloid biosynthesis

map01100

Metabolic pathways

map01110

Biosynthesis of secondary metabolites

Module

M00946

Noscapine biosynthesis, (S)-reticuline => noscapine

Brite

KEGG Orthology (KO) [BR:ko00001]
09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00950 Isoquinoline alkaloid biosynthesis
    K20621  CYP82Y1; (S)-N-methylcanadine 1-hydroxylase
09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K20621  CYP82Y1; (S)-N-methylcanadine 1-hydroxylase
Enzymes [BR:ko01000]
1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.166  (S)-N-methylcanadine 1-hydroxylase
     K20621  CYP82Y1; (S)-N-methylcanadine 1-hydroxylase
Cytochrome P450 [BR:ko00199]
Cytochrome P450, plant type
  CYP82 family
   K20621  CYP82Y1; (S)-N-methylcanadine 1-hydroxylase

Other DBs

RN:

R11687

Genes

PSOM:

113322396

AG:	AFB74617(CYP82Y1)

Reference

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

[ag:AFB74617]

LinkDB

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

PSOM:

113322396

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

[ag:AFB74617]

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

LinkDB

REACTION: R11687

Entry

R11687                      Reaction

Name

(S)-N-methylcanadine,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (1-hydroxylating)

Definition

(S)-cis-N-Methylcanadine + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> (S)-1-Hydroxy-cis-N-methylcanadine + [Oxidized NADPH---hemoprotein reductase] + H2O

Equation

C02915 + C03024 + C00007 <=> C21586 + C03161 + C00001