KEGG   ENZYME: 1.14.14.145Help
Entry
EC 1.14.14.145              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 reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
abieta-7,13-dien-18-ol,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (18-hydroxylating)
Reaction(IUBMB)
abieta-7,13-dien-18-ol + 2 [reduced NADPH---hemoprotein reductase] + 2 O2 = abieta-7,13-dien-18-oate + 2 [oxidized NADPH---hemoprotein reductase] + 3 H2O (overall reaction) [RN:R12122];
(1a) abieta-7,13-dien-18-ol + [reduced NADPH---hemoprotein reductase] + O2 = abieta-7,13-dien-18,18-diol + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R10077];
(1b) abieta-7,13-dien-18,18-diol = abieta-7,13-dien-18-al + H2O (spontaneous) [RN:R10078];
(1c) abieta-7,13-dien-18-al + [reduced NADPH---hemoprotein reductase] + O2 = abieta-7,13-dien-18-oate + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R12123]
Reaction(KEGG)
Substrate
abieta-7,13-dien-18-ol [CPD:C11882];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007];
abieta-7,13-dien-18,18-diol [CPD:C20329];
abieta-7,13-dien-18-al [CPD:C11887]
Product
abieta-7,13-dien-18-oate [CPD:C06087];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
abieta-7,13-dien-18,18-diol [CPD:C20329];
abieta-7,13-dien-18-al [CPD:C11887]
Comment
A cytochrome P-450 (heme-thiolate) protein. 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 1.14.14.145 created 2009 as EC 1.14.13.109, modified 2012, transferred 2018 to EC 1.14.14.145
Pathway
ec00904  Diterpenoid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K14040  abieta-7,13-dien-18-ol hydroxylase
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 308:258-66 (1994)
DOI:10.1006/abbi.1994.1036
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 106:999-1005 (1994)
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 102:8060-5 (2005)
DOI:10.1073/pnas.0500825102
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.145
IUBMB Enzyme Nomenclature: 1.14.14.145
ExPASy - ENZYME nomenclature database: 1.14.14.145
BRENDA, the Enzyme Database: 1.14.14.145

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