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Enzyme Nomenclature
Information on EC 1.14.13.109 - abieta-7,13-dien-18-ol hydroxylase
Word Map on EC 1.14.13.109
- 1.14.13.109
- cyp1a1
-
resin
-
diterpene
-
pinus
- taeda
-
conifer
-
loblolly
-
picea
- sitchensis
-
benzoapyrene
-
olefins
-
nadph-cytochrome
-
abietic
-
terpenoid
- spruce
-
xenobiotic
-
oleoresin
-
carcinogen
- abietadiene
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The enzyme appears in viruses and cellular organisms
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EC NUMBER 
COMMENTARY 
1.14.13.109
-
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RECOMMENDED NAME
GeneOntology No.
abieta-7,13-dien-18-ol hydroxylase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
abieta-7,13-dien-18,18-diol = abieta-7,13-dien-18-al + H2O
1b, spontaneous
-
-
-
abieta-7,13-dien-18-ol + NADPH + H+ + O2 = abieta-7,13-dien-18,18-diol + NADP+ + H2O
1a
-
-
-
abieta-7,13-dien-18-ol + NADPH + H+ + O2 = abieta-7,13-dien-18-al + NADP+ + 2 H2O
overall reaction
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-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
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SYSTEMATIC NAME
IUBMB Comments
abieta-7,13-dien-18-ol,NADPH:oxygen oxidoreductase (18-hydroxylating)
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.
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CAS REGISTRY NUMBER
COMMENTARY
160477-93-0
-
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
abietadienal + NADPH + O2
?
oxidation at C-18
-
-
?
abietadiene + 3 NADPH + H+ + 3 O2
abietic acid + 3 NADP+ + 4 H2O
-
-
-
?
abietadienol + NADPH + O2
?
oxidation at C-18
-
-
?
dehydroabietadienal + NADPH + O2
?
oxidation at C-18
-
-
?
dehydroabietadienol + NADPH + H+ + O2
dehydroabietadienal + NADP+ + H2O
-
-
-
?
dehydroabietadienol + NADPH + O2
?
oxidation at C-18
-
-
?
isopimara-7,15-dienal + NADPH + O2
?
oxidation at C-18
-
-
?
isopimara-7,15-dienol + NADPH + H+ + O2
isopimara-7,15-dienal + NADP+ + H2O
-
-
-
?
isopimara-7,15-dienol + NADPH + O2
?
oxidation at C-18
-
-
?
levopimaradienol + NADPH + H+ + O2
levopimaradienal + NADP+ + H2O
-
-
-
?
levopimaradienol + NADPH + O2
?
oxidation at C-18
-
-
?
abietadienol + NADPH + H+ + O2
abietadienal + NADP+ + H2O
-
activity is induced by wounding of the plant tissue reaching a maximum at 10 days after wounding with about a 60fold increase for the abietadienol hydroxylase
-
-
?
abietadienol + NADPH + H+ + O2
abietadienal + NADP+ + H2O
-
this enzyme catalyzes a step in the pathway of abietic acid biosynthesis. Hydroxylation activity is maximally supported by NADPH, and NADH is less effective as reductant
-
-
?
abietadienol + NADPH + H+ + O2
abietadienal + NADP+ + H2O
-
this enzyme catalyzes a step in the pathway of abietic acid biosynthesis
-
-
?
abietadienol + NADPH + H+ + O2
abietadienal + NADP+ + H2O
-
-
-
?
abietadienol + NADPH + H+ + O2
abietadienal + NADP+ + H2O
PtAO catalyzes an array of consecutive oxidation steps with several different diterpenol and diterpenal intermediates in loblolly pine diterpene resin acid biosynthesis
-
-
?
additional information
?
-
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense
-
-
-
additional information
?
-
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense
-
-
-
additional information
?
-
-
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense
-
-
-
additional information
?
-
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense
-
-
-
additional information
?
-
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense
-
-
-
additional information
?
-
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense
-
-
-
additional information
?
-
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense
-
-
-
additional information
?
-
-
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense, the enzyme catalyzes an array of consecutive oxidation steps with several different diterpenol and diterpenal intermediates in loblolly pine DRA biosynthesis
-
-
-
additional information
?
-
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense, the enzyme catalyzes an array of consecutive oxidation steps with several different diterpenol and diterpenal intermediates in loblolly pine DRA biosynthesis
-
-
-
additional information
?
-
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense, the enzyme catalyzes an array of consecutive oxidation steps with several different diterpenol and diterpenal intermediates in loblolly pine DRA biosynthesis
-
-
-
additional information
?
-
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense, the enzyme catalyzes an array of consecutive oxidation steps with several different diterpenol and diterpenal intermediates in loblolly pine DRA biosynthesis
-
-
-
additional information
?
-
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense, the enzyme catalyzes an array of consecutive oxidation steps with several different diterpenol and diterpenal intermediates in loblolly pine DRA biosynthesis
-
-
-
additional information
?
-
-
the enzyme CYP720B1 is a multifunctional, multisubstrate cytochrome P450 monooxygenase
-
-
-
additional information
?
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the enzyme CYP720B1 is a multifunctional, multisubstrate cytochrome P450 monooxygenase
-
-
-
additional information
?
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the enzyme CYP720B1 is a multifunctional, multisubstrate cytochrome P450 monooxygenase
-
-
-
additional information
?
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the enzyme CYP720B1 is a multifunctional, multisubstrate cytochrome P450 monooxygenase
-
-
-
additional information
?
-
the enzyme CYP720B1 is a multifunctional, multisubstrate cytochrome P450 monooxygenase
-
-
-
additional information
?
-
-
the recombinant enzyme catalyzed the oxidation of multiple diterpene alcohol and aldehydes. It is not able to oxidize abietadiene. No activity with neoabietadienol or neoabietadienal
-
-
-
additional information
?
-
the recombinant enzyme catalyzed the oxidation of multiple diterpene alcohol and aldehydes. It is not able to oxidize abietadiene. No activity with neoabietadienol or neoabietadienal
-
-
-
additional information
?
-
the recombinant enzyme catalyzed the oxidation of multiple diterpene alcohol and aldehydes. It is not able to oxidize abietadiene. No activity with neoabietadienol or neoabietadienal
-
-
-
additional information
?
-
the recombinant enzyme catalyzed the oxidation of multiple diterpene alcohol and aldehydes. It is not able to oxidize abietadiene. No activity with neoabietadienol or neoabietadienal
-
-
-
additional information
?
-
the recombinant enzyme catalyzed the oxidation of multiple diterpene alcohol and aldehydes. It is not able to oxidize abietadiene. No activity with neoabietadienol or neoabietadienal
-
-
-
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
abietadiene + 3 NADPH + H+ + 3 O2
abietic acid + 3 NADP+ + 4 H2O
Q50EK3, Q50EK4, Q50EK5, Q50EK6
-
-
-
?
abietadienol + NADPH + H+ + O2
abietadienal + NADP+ + H2O
-
activity is induced by wounding of the plant tissue reaching a maximum at 10 days after wounding with about a 60fold increase for the abietadienol hydroxylase
-
-
?
abietadienol + NADPH + H+ + O2
abietadienal + NADP+ + H2O
-
this enzyme catalyzes a step in the pathway of abietic acid biosynthesis. Hydroxylation activity is maximally supported by NADPH, and NADH is less effective as reductant
-
-
?
abietadienol + NADPH + H+ + O2
abietadienal + NADP+ + H2O
-
this enzyme catalyzes a step in the pathway of abietic acid biosynthesis
-
-
?
abietadienol + NADPH + H+ + O2
abietadienal + NADP+ + H2O
Q50EK3, Q50EK4, Q50EK5, Q50EK6
PtAO catalyzes an array of consecutive oxidation steps with several different diterpenol and diterpenal intermediates in loblolly pine diterpene resin acid biosynthesis
-
-
?
additional information
?
-
Q50EK0
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense
-
-
-
additional information
?
-
Q50EK1
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense
-
-
-
additional information
?
-
-
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense
-
-
-
additional information
?
-
Q50EK3
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense
-
-
-
additional information
?
-
Q50EK4
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense
-
-
-
additional information
?
-
Q50EK5
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense
-
-
-
additional information
?
-
Q50EK6
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense
-
-
-
additional information
?
-
-
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense, the enzyme catalyzes an array of consecutive oxidation steps with several different diterpenol and diterpenal intermediates in loblolly pine DRA biosynthesis
-
-
-
additional information
?
-
Q50EK3
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense, the enzyme catalyzes an array of consecutive oxidation steps with several different diterpenol and diterpenal intermediates in loblolly pine DRA biosynthesis
-
-
-
additional information
?
-
Q50EK4
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense, the enzyme catalyzes an array of consecutive oxidation steps with several different diterpenol and diterpenal intermediates in loblolly pine DRA biosynthesis
-
-
-
additional information
?
-
Q50EK5
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense, the enzyme catalyzes an array of consecutive oxidation steps with several different diterpenol and diterpenal intermediates in loblolly pine DRA biosynthesis
-
-
-
additional information
?
-
Q50EK6
the enzyme is involved in formation of diterpene resin acids, DRAs, in pine, and plays an important role in constitutive and induced oleoresin defense, the enzyme catalyzes an array of consecutive oxidation steps with several different diterpenol and diterpenal intermediates in loblolly pine DRA biosynthesis
-
-
-
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
FAD
-
omission of flavins results in measurable reduction in both hydroxylation activities
FMN
-
omission of flavins results in measurable reduction in both hydroxylation activities
NADH
-
hydroxylation activity is maximally supported by NADPH, and NADH is less effective as reductant
NADPH
-
hydroxylation activity is maximally supported by NADPH, and NADH is less effective as reductant
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
-
the enzyme expression is induced upon simulated insect attack using methyl jasmonate treatment of loblolly pine
-
additional information
the enzyme expression is induced upon simulated insect attack using methyl jasmonate treatment of loblolly pine
-
additional information
the enzyme expression is induced upon simulated insect attack using methyl jasmonate treatment of loblolly pine
-
additional information
the enzyme expression is induced upon simulated insect attack using methyl jasmonate treatment of loblolly pine
-
additional information
the enzyme expression is induced upon simulated insect attack using methyl jasmonate treatment of loblolly pine
-
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0005
abietadienal
pH 7.6, 30°C; pH 7.6, 30°C, recombinant enzyme
0.0006
dehydroabietadienal
pH 7.6, 30°C; pH 7.6, 30°C, recombinant enzyme
0.0053
dehydroabietadienol
pH 7.6, 30°C; pH 7.6, 30°C, recombinant enzyme
0.0006
isopimaradienal
pH 7.6, 30°C; pH 7.6, 30°C, recombinant enzyme
0.0015
isopimaradienol
pH 7.6, 30°C, recombinant enzyme
0.0019
levopimaradienol
pH 7.6, 30°C; pH 7.6, 30°C, recombinant enzyme
0.0008
abietadienol
pH 7.6, 30°C; pH 7.6, 30°C, recombinant enzyme
additional information
additional information
-
Michaelis–Menten kinetics, recombinant enzyme
-
additional information
additional information
Michaelis–Menten kinetics, recombinant enzyme
-
additional information
additional information
Michaelis–Menten kinetics, recombinant enzyme
-
additional information
additional information
Michaelis–Menten kinetics, recombinant enzyme
-
additional information
additional information
Michaelis–Menten kinetics, recombinant enzyme
-
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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
additional information
Abies grandis
-
no inhibition detected by ancymidol at 0.2 mM
-
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7.5 - 7.6
7.6
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7 - 8
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
32
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
additional information
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
CYP720B1, functional cDNA screening and expression as FLAG-tagged protein in Saccharomyces cerevisiae, de novo diterpenoid formation in metabolically engineered yeast, overview; CYP720B1, functional cDNA screening and expression as FLAG-tagged protein in Saccharomyces cerevisiae, DNA and amino acid sequence determination and analysis; CYPA, functional cDNA screening and expression as FLAG-tagged protein in Saccharomyces cerevisiae, DNA and amino acid sequence determination and analysis; CYPB, functional cDNA screening and expression as FLAG-tagged protein in Saccharomyces cerevisiae, DNA and amino acid sequence determination and analysis; CYPC, functional cDNA screening and expression as FLAG-tagged protein in Saccharomyces cerevisiae, DNA and amino acid sequence determination and analysis
CYPA1, functional cDNA screening and expression as FLAG-tagged protein in Saccharomyces cerevisiae, DNA and amino acid sequence determination and analysis; CYPA2, functional cDNA screening and expression as FLAG-tagged protein in Saccharomyces cerevisiae, DNA and amino acid sequence determination and analysis
expression of GFP-fusion protein in transiently transformed tobacco cells. The first 48 amino of PtAO are fused to the N-terminus of green fluorescent protein (GFP) and expressed in tobacco under control of Cauliflower Mosaic Virus 35S promoter
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LINKS TO OTHER DATABASES (specific for EC-Number 1.14.13.109)
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