Information on EC 1.14.13.106 - epi-isozizaene 5-monooxygenase

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The expected taxonomic range for this enzyme is: Streptomyces coelicolor

EC NUMBER
COMMENTARY hide
1.14.13.106
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RECOMMENDED NAME
GeneOntology No.
epi-isozizaene 5-monooxygenase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(+)-epi-isozizaene + 2 NADPH + 2 H+ + 2 O2 = albaflavenone + 2 NADP+ + 3 H2O
show the reaction diagram
overall reaction
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(+)-epi-isozizaene + NADPH + H+ + O2 = (5R)-albaflavenol + NADP+ + H2O
show the reaction diagram
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(+)-epi-isozizaene + NADPH + H+ + O2 = (5S)-albaflavenol + NADP+ + H2O
show the reaction diagram
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(5R)-albaflavenol + NADPH + H+ + O2 = albaflavenone + NADP+ + 2 H2O
show the reaction diagram
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(5S)-albaflavenol + NADPH + H+ + O2 = albaflavenone + NADP+ + 2 H2O
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Sesquiterpenoid and triterpenoid biosynthesis
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Biosynthesis of antibiotics
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SYSTEMATIC NAME
IUBMB Comments
(+)-epi-isozizaene,NADPH:oxygen oxidoreductase (5-hydroxylating)
This cytochrome-P-450 enzyme, from the soil-dwelling bacterium Streptomyces coelicolor A3(2), catalyses two sequential allylic oxidation reactions. The substrate epi-isozizaene, which is formed by the action of EC 4.2.3.37, epi-isozizaene synthase, is first oxidized to yield the epimeric intermediates (5R)-albaflavenol and (5S)-albaflavenol, which can be further oxidized to yield the sesquiterpenoid antibiotic albaflavenone.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(+)-epi-isozizaene + NADPH + H+ + O2
(5R,S)-albaflavenol + NADP+ + H2O
show the reaction diagram
(+)-epi-isozizaene + NADPH + H+ + O2
albaflavenone + NADP+ + H2O
show the reaction diagram
(5R,S)-albaflavenol + NADPH + H+ + O2
albaflavenone + NADP+ + H2O
show the reaction diagram
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(+)-epi-isozizaene + NADPH + H+ + O2
albaflavenone + NADP+ + H2O
show the reaction diagram
additional information
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome P-450
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cytochrome-P450
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
PDB
SCOP
CATH
ORGANISM
UNIPROT
Streptomyces coelicolor (strain ATCC BAA-471 / A3(2) / M145)
Streptomyces coelicolor (strain ATCC BAA-471 / A3(2) / M145)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
55000
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x * 55000, SDS-PAGE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Ni2+-affinity column chromatography
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
coexpression with molecular chaperones GroES/GroEL
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expressed in Escherichia coli
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
D253A/D254A/D257A
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DDXX(D/E) conserved in terpene synthases
D254A/D257A
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DDXX(D/E) conserved in terpene synthases
D253A/D254A/D257A
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DDXX(D/E) conserved in terpene synthases
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D254A/D257A
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DDXX(D/E) conserved in terpene synthases
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additional information