KEGG   ENZYME: 1.1.1.319
Entry
EC 1.1.1.319                Enzyme                                 
Name
isoeugenol synthase;
IGS1;
t-anol/isoeugenol synthase 1
Class
Oxidoreductases;
Acting on the CH-OH group of donors;
With NAD+ or NADP+ as acceptor
Sysname
eugenol:NADP+ oxidoreductase (coniferyl acetate reducing)
Reaction(IUBMB)
isoeugenol + acetate + NADP+ = coniferyl acetate + NADPH + H+ [RN:R09931]
Reaction(KEGG)
R09931;
(other) R10289
Substrate
isoeugenol [CPD:C10469];
acetate [CPD:C00033];
NADP+ [CPD:C00006]
Product
coniferyl acetate [CPD:C20225];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Comment
The enzyme acts in the opposite direction. In Ocimum basilicum (sweet basil), Clarkia breweri and Petunia hybrida only isoeugenol is formed [1,2]. However in Pimpinella anisum (anise) only anol is formed in vivo, although the cloned enzyme does produce isoeugenol [3].
History
EC 1.1.1.319 created 2012
Pathway
ec00940  Phenylpropanoid biosynthesis
ec01110  Biosynthesis of secondary metabolites
Orthology
K17056  isoeugenol synthase
Reference
1  [PMID:16782809]
  Authors
Koeduka T, Fridman E, Gang DR, Vassao DG, Jackson BL, Kish CM, Orlova I, Spassova SM, Lewis NG, Noel JP, Baiga TJ, Dudareva N, Pichersky E
  Title
Eugenol and isoeugenol, characteristic aromatic constituents of spices, are biosynthesized via reduction of a coniferyl alcohol ester.
  Journal
Proc Natl Acad Sci U S A 103:10128-33 (2006)
DOI:10.1073/pnas.0603732103
  Sequence
[ag:ABD17322]
Reference
2  [PMID:18208524]
  Authors
Koeduka T, Louie GV, Orlova I, Kish CM, Ibdah M, Wilkerson CG, Bowman ME, Baiga TJ, Noel JP, Dudareva N, Pichersky E
  Title
The multiple phenylpropene synthases in both Clarkia breweri and Petunia hybrida  represent two distinct protein lineages.
  Journal
Plant J 54:362-74 (2008)
DOI:10.1111/j.1365-313X.2008.03412.x
Reference
3  [PMID:18987218]
  Authors
Koeduka T, Baiga TJ, Noel JP, Pichersky E
  Title
Biosynthesis of t-anethole in anise: characterization of t-anol/isoeugenol synthase and an O-methyltransferase specific for a C7-C8 propenyl side chain.
  Journal
Plant Physiol 149:384-94 (2009)
DOI:10.1104/pp.108.128066
Other DBs
ExplorEnz - The Enzyme Database: 1.1.1.319
IUBMB Enzyme Nomenclature: 1.1.1.319
ExPASy - ENZYME nomenclature database: 1.1.1.319
BRENDA, the Enzyme Database: 1.1.1.319

  All links  
Pathway (4)   
   KEGG PATHWAY (4)   
Chemical substance (8)   
   KEGG COMPOUND (8)   
Chemical reaction (4)   
   KEGG REACTION (2)   
   KEGG RCLASS (2)   
Gene (2)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (1)   
Protein sequence (7)   
   UniProt (5)   
   SWISS-PROT (2)   
Protein domain (3)   
   InterPro (3)   
All databases (28)   

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