Information on EC 1.14.13.133 - pentalenene oxygenase

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The expected taxonomic range for this enzyme is: Streptomyces avermitilis

EC NUMBER
COMMENTARY hide
1.14.13.133
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RECOMMENDED NAME
GeneOntology No.
pentalenene oxygenase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
pentalen-13-ol + NADPH + H+ + O2 = pentalen-13-al + NADP+ + 2 H2O
show the reaction diagram
(1b)
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pentalenene + 2 NADPH + 2 H+ + 2 O2 = pentalen-13-al + 2 NADP+ + 3 H2O
show the reaction diagram
overall reaction
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pentalenene + NADPH + H+ + O2 = pentalen-13-ol + NADP+ + H2O
show the reaction diagram
(1a)
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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
pentalenene,NADPH:oxygen 13-oxidoreductase
A heme-thiolate protein (P-450). The enzyme is involved in the biosynthesis of pentalenolactone and related antibiotics.
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
(+/-)-pentalenene + NADPH + H+ + O2
pentalen-13-al + NADP+ + H2O
show the reaction diagram
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ncubation of recombinant enzyme with (+/-)-pentalenene in the presence of NADPH, Escherichia coli flavodoxin and flavodoxin reductase, and O2 results in conversion to a single enantiomer of pentalen-13-al, by stepwise allylic oxidation via pentalen-13-ol
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?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00333
(+/-)-pentalenene
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recombinant enzyme, in 50 mM phosphate buffer, 10% (v/v) glycerol, pH 7.4, at 22°C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00838
(+/-)-pentalenene
Streptomyces avermitilis
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recombinant enzyme, in 50 mM phosphate buffer, 10% (v/v) glycerol, pH 7.4, at 22°C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Ni-NTA column chromatography
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21(DE3) cells as a C-terminal-His6-tag protein
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