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Information on EC 1.14.14.51 - (S)-limonene 6-monooxygenase and Organism(s) Geobacillus stearothermophilus and UniProt Accession O85057

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IUBMB Comments
A cytochrome P-450 (heme thiolate) enzyme. The enzyme participates in the biosynthesis of (-)-carvone, which is responsible for the aroma of spearmint.
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This record set is specific for:
Geobacillus stearothermophilus
UNIPROT: O85057
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Word Map
The taxonomic range for the selected organisms is: Geobacillus stearothermophilus
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Synonyms
limonene-6-hydroxylase, limonene hydroxylase, (-)-(4s)-limonene-6-hydroxylase, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
(-)-limonene 6-hydroxylase
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(-)-limonene 6-monooxygenase
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(-)-limonene,NADPH:oxygen oxidoreductase (6-hydroxylating)
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oxygenase, (-)-limonene 6-mono-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
redox reaction
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oxidation
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reduction
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SYSTEMATIC NAME
IUBMB Comments
(S)-limonene,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (6-hydroxylating)
A cytochrome P-450 (heme thiolate) enzyme. The enzyme participates in the biosynthesis of (-)-carvone, which is responsible for the aroma of spearmint.
CAS REGISTRY NUMBER
COMMENTARY hide
138066-93-0
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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
(S)-limonene + [reduced NADH-hemoprotein reductase] + O2
(-)-trans-carveol + [oxidized NADH-hemoprotein reductase] + H2O
show the reaction diagram
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-
?
1-cyclohexene 1-methanol + NAD+
1-cyclohexen-1-carbaldehyde + NADH + H+
show the reaction diagram
9.6% activity compared to perillyl alcohol
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-
?
4-isopropyl benzyl alcohol + NAD+
4-isopropylbenzyl aldehyde + NADH
show the reaction diagram
42.2% activity compared to perillyl alcohol
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-
?
4-methyl benzyl alcohol + NAD+
? + NADH
show the reaction diagram
17.1% activity compared to perillyl alcohol
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?
benzyl alcohol + NAD+
benzaldehyde + NADH
show the reaction diagram
3.1% activity compared to perillyl alcohol
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?
carveol + NAD+
? + NADH
show the reaction diagram
86% activity compared to perillyl alcohol
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?
cyclohexyl methanol + NAD+
cyclohexylaldehyde + NADH
show the reaction diagram
15.8% activity compared to perillyl alcohol
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?
myrtenol + NAD+
myrtenal + NADH
show the reaction diagram
4.0% activity compared to perillyl alcohol
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?
perillyl alcohol + NAD+
perillyl aldehyde + NADH
show the reaction diagram
100% activity
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r
perillyl aldehyde + NADH
perillyl alcohol + NAD+
show the reaction diagram
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r
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
(S)-limonene + [reduced NADH-hemoprotein reductase] + O2
(-)-trans-carveol + [oxidized NADH-hemoprotein reductase] + H2O
show the reaction diagram
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-
-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
FAD
stimulates the hydroxylation reaction
NAD+
stimulates the dehydrogenase reaction
NADH
stimulates the hydroxylation reaction
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.5 - 10
about 40% activity at pH 5.5, about 75% activity at pH 6.5, about 90% activity at pH 7.0, 100% activity at 8.0, about 75% activity at pH 9.0, about 40% activity at pH 10.0
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30 - 55
about 35% activity at 30°C, about 55% activity at 37°C, about 90% activity at 40°C, 100% activity at 45°C, about 75% activity at 50°C, about 30% activity at 55°C
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
LIHY_GEOSE
543
0
61569
Swiss-Prot
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CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21(DE3) cells
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Cheong, T.; Oriel, P.
Cloning and expression of the limonene hydroxylase of Bacillus stearothermophilus BR388 and utilization in two-phase limonene conversions
Appl. Biochem. Biotechnol.
84-86
903-915
2000
Geobacillus stearothermophilus (O85057), Geobacillus stearothermophilus, Geobacillus stearothermophilus BR388 (O85057)
Manually annotated by BRENDA team