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
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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

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