KEGG   ORTHOLOGY: K13400Help
Entry
K13400                      KO                                     

Name
CYP72A1
Definition
secologanin synthase [EC:1.3.3.9]
Pathway
Monoterpenoid biosynthesis
Brite
KEGG Orthology (KO) [BR:ko00001]
 Metabolism
  Metabolism of terpenoids and polyketides
   00902 Monoterpenoid biosynthesis
    K13400  CYP72A1; secologanin synthase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.3  Acting on the CH-CH group of donors
   1.3.3  With oxygen as acceptor
    1.3.3.9  secologanin synthase
     K13400  CYP72A1; secologanin synthase
Cytochrome P450 [BR:ko00199]
 Cytochrome P450, plant type
  CYP72 family
   K13400  CYP72A1; secologanin synthase
BRITE hierarchy
Other DBs
Genes
AG: 
AAA33106(CYP72A1)
TaxonomyKoalaUniProt
Reference
  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

KEGG   ENZYME: 1.3.3.9Help
Entry
EC 1.3.3.9                  Enzyme                                 

Name
secologanin synthase
Class
Oxidoreductases;
Acting on the CH-CH group of donors;
With oxygen as acceptor
BRITE hierarchy
Sysname
loganin:oxygen oxidoreductase (ring-cleaving)
Reaction(IUBMB)
loganin + NADPH + H+ + O2 = secologanin + NADP+ + 2 H2O [RN:R03555]
Reaction(KEGG)
R03555;
(other) R05833
Show
Substrate
loganin [CPD:C01433];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
secologanin [CPD:C01852];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
A heme-thiolate protein (P-450). Secologanin is the precursor of the monoterpenoid indole alkaloids and ipecac alkaloids.
History
EC 1.3.3.9 created 2002
Pathway
Monoterpenoid biosynthesis
Metabolic pathways
Biosynthesis of secondary metabolites
Orthology
K13400  
secologanin synthase
Reference
1  [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 (2000) 7-12.
Reference
2  [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 (2000) 797-804.
  Sequence
Reference
3
  Authors
Yamamoto, H., Katano, N., Ooi, Y. and Inoue, K.
  Title
Transformation of loganin and 7-deoxyloganin into secologanin by Lonicera japonica cell suspension cultures.
  Journal
Phytochemistry 50 (1999) 417-422.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
258339-71-8

KEGG   REACTION: R03555Help
Entry
R03555                      Reaction                               

Name
loganin:oxygen oxidoreductase (ring cleaving)
Definition
Loganin + NADPH + H+ + Oxygen <=> Secologanin + NADP+ + 2 H2O
Equation
Reaction class
C00005_C00006
C01433_C01852
Enzyme
Pathway
Monoterpenoid biosynthesis
Metabolic pathways
Biosynthesis of secondary metabolites
Orthology
K13400  
secologanin synthase [EC:1.3.3.9]

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