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Information on EC 1.14.13.107 - limonene 1,2-monooxygenase and Organism(s) Rhodococcus erythropolis and UniProt Accession Q9EUT9

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IUBMB Comments
A flavoprotein (FAD). Limonene is the most widespread terpene and is formed by more than 300 plants. Rhodococcus erythropolis DCL14, a Gram-positive bacterium, is able to grow on both (S)-limonene and (R)-limonene as the sole source of carbon and energy. NADPH can act instead of NADH, although more slowly. It has not been established if the product formed is optically pure or a mixture of two enantiomers.
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This record set is specific for:
Rhodococcus erythropolis
UNIPROT: Q9EUT9
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The taxonomic range for the selected organisms is: Rhodococcus erythropolis
The expected taxonomic range for this enzyme is: Bacteria, Archaea
SYSTEMATIC NAME
IUBMB Comments
limonene,NAD(P)H:oxygen oxidoreductase
A flavoprotein (FAD). Limonene is the most widespread terpene and is formed by more than 300 plants. Rhodococcus erythropolis DCL14, a Gram-positive bacterium, is able to grow on both (S)-limonene and (R)-limonene as the sole source of carbon and energy. NADPH can act instead of NADH, although more slowly. It has not been established if the product formed is optically pure or a mixture of two enantiomers.
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(4R)-limonene + NADH + H+ + O2
1,2-epoxymenth-8-ene + NAD+ + H2O
show the reaction diagram
(4S)-limonene + NADH + H+ + O2
1,2-epoxymenth-8-ene + NAD+ + H2O
show the reaction diagram
additional information
?
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strain DCL14 is able to grow on limonene as a sole source of carbon and energy, but also assimilates the terpenes limonene-1,2-epoxide, limonene-1,2-diol, carveol, carvone, and (-)-menthol, while perillyl alcohol is not utilized as a carbon and energy source
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(4R)-limonene + NADH + H+ + O2
1,2-epoxymenth-8-ene + NAD+ + H2O
show the reaction diagram
a step in the limonene degradation pathway. (1S,2S,4R)-Limonene-1,2-diol, (1S,4R)-1-hydroxy-2-oxolimonene, and (3R)-3-isopropenyl-6-oxoheptanoate are intermediates in the (4R)-limonene degradation pathway, , metabolite identification by mass spectrometry
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?
(4S)-limonene + NADH + H+ + O2
1,2-epoxymenth-8-ene + NAD+ + H2O
show the reaction diagram
a step in the limonene degradation pathway. (1R,2R,4S)-Limonene-1,2-diol, (1R,4S)-1-hydroxy-2-oxolimonene, and (3S)-3-isopropenyl-6-oxoheptanoate are intermediates in the (4S)-limonene degradation pathway, metabolite identification by mass spectrometry
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?
additional information
?
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strain DCL14 is able to grow on limonene as a sole source of carbon and energy, but also assimilates the terpenes limonene-1,2-epoxide, limonene-1,2-diol, carveol, carvone, and (-)-menthol, while perillyl alcohol is not utilized as a carbon and energy source
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
the enzyme is no cytochrome P-450-enzyme
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
induction by limonene
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
isolated from a freshwater sediment sample
UniProt
Manually annotated by BRENDA team
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
temperatures greater than 30°C inhibit growth completely. Growth rates on different substrates, overview
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
LIMB_RHOER
387
0
42371
Swiss-Prot
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
van der Werf, M.J.; Swarts, H.J.; de Bont, J.A.
Rhodococcus erythropolis DCL14 contains a novel degradation pathway for limonene
Appl. Environ. Microbiol.
65
2092-2102
1999
Rhodococcus erythropolis (Q9EUT9), Rhodococcus erythropolis DCL14 (Q9EUT9)
Manually annotated by BRENDA team