KEGG   ORTHOLOGY: K13400
Entry
K13400            Tight     KO                                     
Symbol
CYP72A1
Name
secologanin synthase [EC:1.14.19.62]
Pathway
map00902  Monoterpenoid biosynthesis
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Reaction
R03555  loganin,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (ring-cleaving)
R05833  loganate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (ring-cleaving)
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09109 Metabolism of terpenoids and polyketides
   00902 Monoterpenoid biosynthesis
    K13400  CYP72A1; secologanin synthase
 09180 Brite Hierarchies
  09181 Protein families: metabolism
   00199 Cytochrome P450
    K13400  CYP72A1; secologanin synthase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.19  With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
    1.14.19.62  secologanin synthase
     K13400  CYP72A1; secologanin synthase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP72 family
   K13400  CYP72A1; secologanin synthase
Other DBs
GO: 0050616
Genes
AG: AAA33106(CYP72A1)
Reference
PMID:11135113
  Authors
Irmler S, Schroder G, St-Pierre B, Crouch NP, Hotze M, Schmidt J, Strack D, Matern U, Schroder J
  Title
Indole alkaloid biosynthesis in Catharanthus roseus: new enzyme activities and identification of cytochrome P450 CYP72A1 as secologanin synthase.
  Journal
Plant J 24:797-804 (2000)
DOI:10.1111/j.1365-313X.2000.00922.x
  Sequence
[ag:AAA33106]
LinkDB

KEGG   ENZYME: 1.14.19.62
Entry
EC 1.14.19.62               Enzyme                                 
Name
secologanin synthase
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
loganin,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (ring-cleaving)
Reaction(IUBMB)
loganin + [reduced NADPH---hemoprotein reductase] + O2 = secologanin + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:R03555]
Reaction(KEGG)
R03555;
(other) R05833
Substrate
loganin [CPD:C01433];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
secologanin [CPD:C01852];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
A cytochrome P-450 (heme-thiolate) protein. Secologanin is the precursor of the monoterpenoid indole alkaloids and ipecac alkaloids.
History
EC 1.14.19.62 created 2002 as EC 1.3.3.9, transferred 2018 to EC 1.14.19.62
Pathway
ec00902  Monoterpenoid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K13400  secologanin synthase
Reference
1
  Authors
Yamamoto H, Katano N, Ooi Y, Inoue K.
  Title
Transformation of loganin and 7-deoxyloganin into secologanin by Lonicera japonica cell suspension cultures.
  Journal
Phytochemistry 50:417-422 (1999)
Reference
2  [PMID:10656401]
  Authors
Yamamoto H, Katano N, Ooi A, Inoue K.
  Title
Secologanin synthase which catalyzes the oxidative cleavage of loganin into secologanin is a cytochrome P450.
  Journal
Phytochemistry 53:7-12 (2000)
DOI:10.1016/S0031-9422(99)00471-9
Reference
3  [PMID:11135113]
  Authors
Irmler S, Schroder G, St-Pierre B, Crouch NP, Hotze M, Schmidt J, Strack D, Matern U, Schroder J
  Title
Indole alkaloid biosynthesis in Catharanthus roseus: new enzyme activities and identification of cytochrome P450 CYP72A1 as secologanin synthase.
  Journal
Plant J 24:797-804 (2000)
DOI:10.1111/j.1365-313X.2000.00922.x
  Sequence
[ag:AAA33106]
Other DBs
ExplorEnz - The Enzyme Database: 1.14.19.62
IUBMB Enzyme Nomenclature: 1.14.19.62
ExPASy - ENZYME nomenclature database: 1.14.19.62
BRENDA, the Enzyme Database: 1.14.19.62
CAS: 258339-71-8
LinkDB

KEGG   REACTION: R05833
Entry
R05833                      Reaction                               
Name
loganate,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (ring-cleaving)
Definition
Loganate + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> Secologanate + [Oxidized NADPH---hemoprotein reductase] + 2 H2O
Equation
C01512 + C03024 + C00007 <=> C01957 + C03161 + 2 C00001
Reaction class
RC00954  C01512_C01957
Enzyme
1.14.19.62
Pathway
rn00902  Monoterpenoid biosynthesis
rn01110  Biosynthesis of secondary metabolites
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.19  With oxidation of a pair of donors resulting in the reduction of O2 to two molecules of water
    1.14.19.62
     R05833  Loganate + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> Secologanate + [Oxidized NADPH---hemoprotein reductase] + 2 H2O
Orthology
K13400  secologanin synthase [EC:1.14.19.62]
LinkDB

DBGET integrated database retrieval system