KEGG   ENZYME: 1.14.13.119Help
Entry
EC 1.14.13.119              Enzyme                                 

Name
5-epiaristolochene 1,3-dihydroxylase;
5-epi-aristolochene 1,3-dihydroxylase;
EAH
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
5-epiaristolochene,NADPH:oxygen oxidoreductase (1- and 3-hydroxylating)
Reaction(IUBMB)
5-epiaristolochene + 2 NADPH + 2 H+ + 2 O2 = capsidiol + 2 NADP+ + 2 H2O [RN:R09573]
Reaction(KEGG)
Substrate
5-epiaristolochene [CPD:C19708];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
capsidiol [CPD:C09627];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
A heme-thiolate protein (P-450). Kinetic studies suggest that 1beta-hydroxyepiaristolochene is mainly formed first followed by hydroxylation at C-3. However the reverse order via 3alpha-hydroxyepiaristolochene does occur.
History
EC 1.14.13.119 created 2011
Pathway
Sesquiterpenoid and triterpenoid biosynthesis
Orthology
K15805  
5-epiaristolochene 1,3-dihydroxylase
Reference
1  [PMID:11556809]
  Authors
Ralston L, Kwon ST, Schoenbeck M, Ralston J, Schenk DJ, Coates RM, Chappell J
  Title
Cloning, heterologous expression, and functional characterization of 5-epi-aristolochene-1,3-dihydroxylase from tobacco (Nicotiana tabacum).
  Journal
Arch. Biochem. Biophys. 393 (2001) 222-35.
  Sequence
Reference
2  [PMID:15522862]
  Authors
Takahashi S, Zhao Y, O'Maille PE, Greenhagen BT, Noel JP, Coates RM, Chappell J
  Title
Kinetic and molecular analysis of 5-epiaristolochene 1,3-dihydroxylase, a cytochrome P450 enzyme catalyzing successive hydroxylations of sesquiterpenes.
  Journal
J. Biol. Chem. 280 (2005) 3686-96.
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

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