KEGG   ENZYME: 1.3.1.99Help
Entry
EC 1.3.1.99                 Enzyme                                 

Name
iridoid synthase
Class
Oxidoreductases;
Acting on the CH-CH group of donors;
With NAD+ or NADP+ as acceptor
BRITE hierarchy
Sysname
8-oxogeranial:NAD(P)+ oxidoreductase (cyclizing, cis-trans-nepetalactol forming)
Reaction(IUBMB)
(6E)-8-oxogeranial + NAD(P)H + H+ = cis-trans-nepetalactol + NAD(P)+ [RN:R12174 R12175]
Reaction(KEGG)
Substrate
(6E)-8-oxogeranial [CPD:C17622];
NADH [CPD:C00004];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Product
cis-trans-nepetalactol [CPD:C09804];
NAD+ [CPD:C00003];
NADP+ [CPD:C00006]
Comment
Isolated from the plant Catharanthus roseus. The reaction may involve cyclization via a Diels-Alder or Michael reaction. Iridoids are involved in the biosynthesis of many indole alkaloids. The cyclic hemiacetal is readily hydrolysed to the corresponding dial.
History
EC 1.3.1.99 created 2013
Pathway
ec00902  Monoterpenoid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K20144  iridoid synthase
Reference
1  [PMID:23172143]
  Authors
Geu-Flores F, Sherden NH, Courdavault V, Burlat V, Glenn WS, Wu C, Nims E, Cui Y, O'Connor SE
  Title
An alternative route to cyclic terpenes by reductive cyclization in iridoid biosynthesis.
  Journal
Nature 492:138-42 (2012)
DOI:10.1038/nature11692
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.3.1.99
IUBMB Enzyme Nomenclature: 1.3.1.99
ExPASy - ENZYME nomenclature database: 1.3.1.99
BRENDA, the Enzyme Database: 1.3.1.99

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