Information on EC 1.14.13.133 - pentalenene oxygenase

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The expected taxonomic range for this enzyme is: Streptomyces avermitilis

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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
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of antibiotics
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Sesquiterpenoid and triterpenoid biosynthesis
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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.
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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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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?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
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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
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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
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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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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LINKS TO OTHER DATABASES (specific for EC-Number 1.14.13.133)
ExplorEnz
ExPASy
KEGG
MetaCyc
SABIO-RK
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)