Information on EC 1.14.13.108 - abieta-7,13-diene hydroxylase:
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The lowest common taxonomy group for this enzyme is: Pinaceae

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EC NUMBERCOMMENTARY
1.14.13.108-

RECOMMENDED NAMEGeneOntology No.
abieta-7,13-diene hydroxylaseGO:0036189

REACTIONREACTION DIAGRAMCOMMENTARYORGANISM UNIPROT ACCESSION NO.LITERATURE
abieta-7,13-diene + NADPH + H+ + O2 = abieta-7,13-dien-18-ol + NADP+ + H2O
show the reaction diagram		----

REACTION TYPEORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

PATHWAYKEGG LinkMetaCyc Link
abietic acid biosynthesis-PWY-5411

SYSTEMATIC NAMEIUBMB Comments
abieta-7,13-diene,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). The enzyme is localized in the microsomal fraction and requires both oxygen and NADPH. Inhibition by carbon monoxide and several substituted N-heterocyclic inhibitors suggests that the enzyme is a cytochrome P-450-dependent monooxygenase [1]. Activity is induced by wounding of the plant tissue [2].

SYNONYMSORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
abietadiene-18-hydroxylaseAbies grandis, Pinus contorta--690605

CAS REGISTRY NUMBERCOMMENTARY
160477-92-9-

ORGANISMCOMMENTARYLITERATURESEQUENCE CODESEQUENCE DB SOURCE
Abies grandisLindl.690605, 694704--Manually annotated by BRENDA team
Pinus contortaDouglas var. latifolia Engelman690605--Manually annotated by BRENDA team

GENERAL INFORMATIONORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

SUBSTRATEPRODUCT                      REACTION DIAGRAMORGANISM UNIPROT ACCESSION NO. COMMENTARY/
Substrate		 LITERATURE/
Substrate		 COMMENTARY/
Product		 LITERATURE/
Product		 Reversibility
r=reversible
ir=irreversible
?=not specified
abietadiene + NADPH + H+ + O2abietadienol + NADP+ + H2O
show the reaction diagram		Abies grandis--694704--?
abietadiene + NADPH + H+ + O2abietadienol + NADP+ + H2O
show the reaction diagram		Pinus contorta--690605--?
abietadiene + NADPH + H+ + O2abietadienol + NADP+ + H2O
show the reaction diagram		Abies grandis-activity is induced by wounding of the plant tissue reaching a maximum at 10 days after wounding with about a 7fold increase for the abietadiene hydroxylase694704--?
abietadiene + NADPH + H+ + O2abietadienol + NADP+ + H2O
show the reaction diagram		Pinus contorta-this enzyme catalyzes a step in the pathway of abietic acid biosynthesis690605--?
abietadiene + NADPH + H+ + O2abietadienol + NADP+ + H2O
show the reaction diagram		Abies grandis-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 reductant690605--?

NATURAL SUBSTRATESNATURAL PRODUCTSREACTION DIAGRAMORGANISM UNIPROT ACCESSION NO.COMMENTARY SUBSTRATELITERATURE
(Substrate)		COMMENTARY PRODUCTLITERATURE
(Product)
abietadiene + NADPH + H+ + O2abietadienol + NADP+ + H2O
show the reaction diagram		Abies grandis-activity is induced by wounding of the plant tissue reaching a maximum at 10 days after wounding with about a 7fold increase for the abietadiene hydroxylase694704--
abietadiene + NADPH + H+ + O2abietadienol + NADP+ + H2O
show the reaction diagram		Pinus contorta-this enzyme catalyzes a step in the pathway of abietic acid biosynthesis690605--
abietadiene + NADPH + H+ + O2abietadienol + NADP+ + H2O
show the reaction diagram		Abies grandis-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 reductant690605--

COFACTORORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATUREIMAGE
cytochrome P450Abies grandis-cytochrome P-450-dependent monooxygenase690605-
FADAbies grandis-omission of flavins results in measurable reduction in both hydroxylation activities690605 2D-image
FMNAbies grandis-omission of flavins results in measurable reduction in both hydroxylation activities690605 2D-image
NADHAbies grandis-hydroxylation activity is maximally supported by NADPH, and NADH is less effective as reductant690605 2D-image
NADPHAbies grandis-hydroxylation activity is maximally supported by NADPH, and NADH is less effective as reductant690605 2D-image

METALS and IONS ORGANISM UNIPROT ACCESSION NO.COMMENTARY LITERATURE
No entries in this field

INHIBITORSORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
AncymidolAbies grandis--690605 2D-image
clotrimazoleAbies grandis--690605 2D-image
COAbies grandis-blue light reversible inhibition690605 2D-image
cytochrome cAbies grandis--690605 2D-image
MetyraponeAbies grandis--690605 2D-image
MiconazoleAbies grandis--690605 2D-image

ACTIVATING COMPOUNDORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

KM VALUE [mM]KM VALUE [mM] MaximumSUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
0.0042-abietadieneAbies grandis-pH 7.5, 32°C690605 2D-image

TURNOVER NUMBER [1/s] TURNOVER NUMBER MAXIMUM[1/s] SUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

kcat/KM VALUE [1/mMs-1]kcat/KM VALUE [1/mMs-1] MaximumSUBSTRATEORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

Ki VALUE [mM]Ki VALUE [mM] MaximumINHIBITORORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
No entries in this field

IC50 VALUE [mM]IC50 VALUE [mM] MaximumINHIBITORORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE IMAGE
0.0093-AncymidolAbies grandis-pH 7.5, 32°C690605 2D-image
0.0005-clotrimazoleAbies grandis-pH 7.5, 32°C690605 2D-image
0.0009-cytochrome cAbies grandis-pH 7.5, 32°C690605 2D-image
0.005-MetyraponeAbies grandis-pH 7.5, 32°C690605 2D-image
0.307-MiconazoleAbies grandis-pH 7.5, 32°C690605 2D-image

SPECIFIC ACTIVITY [µmol/min/mg] SPECIFIC ACTIVITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

pH OPTIMUMpH MAXIMUMORGANISM UNIPROT ACCESSION NO. COMMENTARYLITERATURE
7.57.6Abies grandis--690605

pH RANGEpH RANGE MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
78Abies grandis-60-70% of maximal activity at pH 7.0 and 8.0690605

TEMPERATURE OPTIMUMTEMPERATURE OPTIMUM MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
32-Abies grandis, Pinus contorta-assay at690605

TEMPERATURE RANGE TEMPERATURE MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

pI VALUEpI VALUE MAXIMUMORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

SOURCE TISSUE ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE SOURCE
stemAbies grandis, Pinus contorta-cell-free stem extracts690605Manually annotated by BRENDA team
stemAbies grandis-activity is induced by wounding of the plant tissue694704Manually annotated by BRENDA team

LOCALIZATION ORGANISM UNIPROT ACCESSION NO. COMMENTARY GeneOntology No. LITERATURE SOURCE
microsomeAbies grandis, Pinus contorta---690605Manually annotated by BRENDA team

PDBSCOPCATHORGANISM
No entries in this field

MOLECULAR WEIGHT MOLECULAR WEIGHT MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

SUBUNITS ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

POSTTRANSLATIONAL MODIFICATION ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

Crystallization/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

pH STABILITYpH STABILITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

TEMPERATURE STABILITYTEMPERATURE STABILITY MAXIMUM ORGANISM UNIPROT ACCESSION NO. COMMENTARYLITERATURE
No entries in this field

GENERAL STABILITYORGANISM UNIPROT ACCESSION NO.LITERATURE
No entries in this field

ORGANIC SOLVENT ORGANISM UNIPROT ACCESSION NO. COMMENTARY LITERATURE
No entries in this field

OXIDATION STABILITY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

STORAGE STABILITY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

Purification/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

Cloned/COMMENTARY ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

EXPRESSION ORGANISM UNIPROT ACCESSION NO. LITERATURE
No entries in this field

ENGINEERINGORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

Renatured/COMMENTARYORGANISM UNIPROT ACCESSION NO.LITERATURE
No entries in this field

APPLICATIONORGANISM UNIPROT ACCESSION NO.COMMENTARYLITERATURE
No entries in this field

REF. AUTHORS TITLE JOURNAL VOL. PAGES YEAR ORGANISMLINK TO PUBMEDSOURCE
690605Funk, C.; Croteau, R.Diterpenoid resin acid biosynthesis in conifers: characterization of two cytochrome P450-dependent monooxygenases and an aldehyde dehydrogenase involved in abietic acid biosynthesisArch. Biochem. Biophys.308258-2661994Abies grandis, Pinus contorta PubMed
694704Funk, C.; Lewinsohn, E.; Vogel, B.; Steele, C.; Croteau, R.Regulation of oleoresinosis in grand fir (Abies grandis). Coordinate induction of monoterpene and diterpene cyclases and two cytochrome P450-dependent diterpenoid hydroxylases by stem woundingPlant Physiol.106999-10051994Abies grandis PubMed

LINKS TO OTHER DATABASES (specific for EC-Number 1.14.13.108)
ExplorEnz
ExPASy
KEGG
MetaCyc
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
SYSTERS
Protein Mutant Database
InterPro (database of protein families, domains and functional sites)