KEGG   ENZYME: 1.14.13.109Help
Entry
EC 1.14.13.109              Enzyme                                 

Name
abieta-7,13-dien-18-ol hydroxylase;
CYP720B1;
PtAO;
abietadienol hydroxylase (ambiguous)
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
abieta-7,13-dien-18-ol,NADPH:oxygen oxidoreductase (18-hydroxylating)
Reaction(IUBMB)
abieta-7,13-dien-18-ol + NADPH + H+ + O2 = abieta-7,13-dien-18-al + NADP+ + 2 H2O (overall reaction) [RN:R06354];
(1a) abieta-7,13-dien-18-ol + NADPH + H+ + O2 = abieta-7,13-dien-18,18-diol + NADP+ + H2O [RN:R10077];
(1b) abieta-7,13-dien-18,18-diol = abieta-7,13-dien-18-al + H2O (spontaneous) [RN:R10078]
Reaction(KEGG)
Substrate
abieta-7,13-dien-18-ol;
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007];
abieta-7,13-dien-18,18-diol [CPD:C20329]
Product
abieta-7,13-dien-18-al;
NADP+ [CPD:C00006];
H2O [CPD:C00001];
abieta-7,13-dien-18,18-diol [CPD:C20329]
Comment
A heme-thiolate protein (P-450). This enzyme catalyses a step in the pathway of abietic acid biosynthesis. The activity has been demonstrated in cell-free stem extracts of Abies grandis (grand fir) and Pinus contorta (lodgepole pine) [1], and the gene encoding the enzyme has been identified in Pinus taeda (loblolly pine) [3]. The recombinant enzyme catalyses the oxidation of multiple diterpene alcohol and aldehydes, including levopimaradienol, isopimara-7,15-dienol, isopimara-7,15-dienal, dehydroabietadienol and dehydroabietadienal. It is not able to oxidize abietadiene.
History
EC 1.14.13.109 created 2009, modified 2012
Pathway
Diterpenoid biosynthesis
Metabolic pathways
Biosynthesis of secondary metabolites
Orthology
K14040  
abietadienol/abietadienal oxidase
Reference
1  [PMID:8311462]
  Authors
Funk C, Croteau R
  Title
Diterpenoid resin acid biosynthesis in conifers: characterization of two cytochrome P450-dependent monooxygenases and an aldehyde dehydrogenase involved in abietic acid biosynthesis.
  Journal
Arch. Biochem. Biophys. 308 (1994) 258-66.
Reference
2  [PMID:12232380]
  Authors
Funk C, Lewinsohn E, Vogel BS, Steele CL, Croteau R
  Title
Regulation of Oleoresinosis in Grand Fir (Abies grandis) (Coordinate Induction of Monoterpene and Diterpene Cyclases and Two Cytochrome P450-Dependent Diterpenoid Hydroxylases by Stem Wounding).
  Journal
Plant. Physiol. 106 (1994) 999-1005.
Reference
3  [PMID:15911762]
  Authors
Ro DK, Arimura G, Lau SY, Piers E, Bohlmann J
  Title
Loblolly pine abietadienol/abietadienal oxidase PtAO (CYP720B1) is a multifunctional, multisubstrate cytochrome P450 monooxygenase.
  Journal
Proc. Natl. Acad. Sci. U. S. A. 102 (2005) 8060-5.
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

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