Information on EC 1.14.13.123 - germacrene A hydroxylase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.14.13.123
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RECOMMENDED NAME
GeneOntology No.
germacrene A hydroxylase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(+)-germacrene A + NADPH + H+ + O2 = germacra-1(10),4,11(13)-trien-12-ol + NADP+ + H2O
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydroxylation
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C13-hydroxylation
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of secondary metabolites
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costunolide biosynthesis
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Sesquiterpenoid and triterpenoid biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
(+)-germacrene-A,NADPH:oxygen oxidoreductase (12-hydroxylating)
A heme-thiolate protein (P-450). This is probably part of the biosynthesis of many sesquiterpenoid lactones. In Lactuca sativa EC 1.14.13.123 is a mutifunctional enzyme with EC 1.1.1.314, germacrene A alcohol dehydrogenase [2].
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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UniProt
Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(+)-germacrene A + NADPH + H+ + O2
germacra-1(10),4,11(13)-trien-12-ol + NADP+ + H2O
show the reaction diagram
beta-elemene + NADPH + H+ + O2
elema-1,3,11(13)-trien-12-ol + NADP+ + H2O
show the reaction diagram
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the amount of (+)-beta-elemene hydroxylated is 2times less than that of (-)-beta-elemene
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?
germacrene A + NADPH + H+ + O2
12-hydroxygermacrene A + NADP+ + H2O
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
flavin
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an assay buffer without flavins (FAD and FMN) gives 18% loss of hydroxylase activity. However, omitting these flavins from the extraction buffer results in a loss of more than 70% in enzyme activity
NADH
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NADH is 60% less efficient as a reductant than NADPH
NADPH
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
aminobenzotriazole
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26% inhibition at 0.1 mM
carbon monoxide
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blue-light reversible inhibition, an atmosphere of 80% CO plus 20% O2 inhibits (+)-germacrene A hydroxylase by 69%
clotrimazole
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016% inhibition at 0.1 mM
cytochrome c
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97% inhibition at 0.1 mM
Metyrapone
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23% inhibition at 1 mM
miconazole
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30% inhibition at 0.1 mM
additional information
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flushing the reaction mixture for 1.5 min with argon prior to incubation causes a 69% decrease of enzyme activity because of O2 depletion
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 9
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60% of maximal enzyme activity at pH 7.5 and 9.0 (no difference in activity between bis-Tris and Tris buffer)
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in the protease-deficient Saccharomyces cerevisiae YPL 154C:Pep4 KO strain