Information on EC 2.3.1.69 - monoterpenol O-acetyltransferase

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The expected taxonomic range for this enzyme is: Mentha x piperita

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EC NUMBER
COMMENTARY hide
2.3.1.69
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RECOMMENDED NAME
GeneOntology No.
monoterpenol O-acetyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
acetyl-CoA + a monoterpenol = CoA + a monoterpenol acetate ester
show the reaction diagram
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-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Acyl group transfer
-
-
-
-
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SYSTEMATIC NAME
IUBMB Comments
acetyl-CoA:monoterpenol O-acetyltransferase
(-)-Menthol, (+)-neomenthol, borneol, and also cyclohexanol and decan-1-ol can be acetylated.
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CAS REGISTRY NUMBER
COMMENTARY hide
78990-59-7
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
peppermint
-
-
Manually annotated by BRENDA team
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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
(+)-2-terpineol + acetyl-CoA
CoA + (+)-2-terpineol acetate
show the reaction diagram
-
low activity
-
-
?
(+)-isomenthol + acetyl-CoA
CoA + (+)-isomenthol acetate
show the reaction diagram
-
-
-
-
?
(+)-menthol + acetyl-CoA
CoA + (+)-menthol acetate
show the reaction diagram
-
-
-
-
?
(+)-neoisomenthol + acetyl-CoA
CoA + (+)-neoisomenthol acetate
show the reaction diagram
-
-
-
-
?
(-)-isomenthol + acetyl-CoA
CoA + (-)-isomenthol acetate
show the reaction diagram
-
-
-
-
?
(-)-neoisomenthol + acetyl-CoA
CoA + (-)-neoisomenthol acetate
show the reaction diagram
-
-
-
-
?
(-)-neomenthol + acetyl-CoA
CoA + (-)-neomenthol acetate
show the reaction diagram
-
-
-
-
?
acetyl-CoA + (+)-neomenthol
CoA + neomenthyl acetate
show the reaction diagram
acetyl-CoA + (-)-menthol
CoA + (-)-menthyl acetate
show the reaction diagram
acetyl-CoA + borneol
CoA + borneol acetate
show the reaction diagram
-
-
-
-
?
acetyl-CoA + cyclohexanol
CoA + cyclohexanol acetate
show the reaction diagram
-
-
-
-
?
acetyl-CoA + n-decanol
CoA + n-decanol acetate
show the reaction diagram
-
best substrate
-
-
?
additional information
?
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-
specific for acetyl-CoA, propionyl-CoA reacts with 11% of the activity of acetyl-CoA, butyryl-CoA reacts with 2% of the activity of acetyl-CoA, enzyme has a slight preference for stereomers in which the hydroxyl and isopropyl are cis located
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
diisopropylfluorophosphate
-
strong inhibitor, 50% inhibition at 0.1 mM
EDTA
-
slightly inhibitory
p-hydroxymercuribenzoate
-
-
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
dithioerythritol
-
required for maximal activity
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.2 - 0.3
(-)-menthol
0.31
d-isomenthol
-
-
0.24
d-neoisomenthol
-
-
0.35
D-neomenthol
-
-
0.32
L-menthol
-
-
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.5 - 10
-
pH 7.5: about 50% of activity maximum, increase of activity up to pH 9.5, pH 10: about 40% of activity maximum
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
-
100000 g supernatant fraction
-
Manually annotated by BRENDA team
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
37000
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gel filtration
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GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
dithioerythritol, required for maximal stability
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
0�C, 5 mM dithioerythritol, 15% glycerol, 60% loss of activity after 24 h
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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LINKS TO OTHER DATABASES (specific for EC-Number 2.3.1.69)
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)