Information on EC 2.3.1.186 - pseudotropine acyltransferase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
2.3.1.186
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RECOMMENDED NAME
GeneOntology No.
pseudotropine acyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
an acyl-CoA + pseudotropine = CoA + an O-acylpseudotropine
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Tropane, piperidine and pyridine alkaloid biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
acyl-CoA:pseudotropine O-acyltransferase
This enzyme exhibits absolute specificity for the exo/3beta configuration found in pseudotropine as tropine (tropan-3alpha-ol; see EC 2.3.1.185, tropine acyltransferase) and nortropine are not substrates [1]. Acts on a wide range of aliphatic acyl-CoA derivatives, including acetyl-CoA, beta-methylcrotonyl-CoA and tigloyl-CoA [1].
CAS REGISTRY NUMBER
COMMENTARY hide
138440-78-5
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162535-26-4
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
strain D15/5
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Manually annotated by BRENDA team
strain Dllll3
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Manually annotated by BRENDA team
strain Dllll3
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Manually annotated by BRENDA team
strain H61/21
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Manually annotated by BRENDA team
strain H61/21
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Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
3-methylcrotonyl-CoA + pseudotropine
CoA + O-(3-methylcrotonyl)pseudotropine
show the reaction diagram
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4% of the activity with tigloyl-CoA
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-
?
acetyl-CoA + N-(2-fluoroethyl)nortropan-3-ol
CoA + N-(2-fluoroethyl)nortropan-3-ol acetyl ester
show the reaction diagram
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16% of the activity with acetyl-CoA and pseudotropine
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-
?
acetyl-CoA + N-ethylnorpseudopelletierin-3-ol
CoA + N-ethylnorpseudopelletierin-3-ol acetyl ester
show the reaction diagram
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% of the activity with acetyl-CoA and pseudotropine
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-
?
acetyl-CoA + N-ethylnortropan-3-ol
CoA + N-ethylnortropan-3-ol acetyl ester
show the reaction diagram
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35% of the activity with acetyl-CoA and pseudotropine
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?
acetyl-CoA + N-iso-propylnorpseudopelletierin-3-ol
CoA + N-iso-propylnorpseudopelletierin-3-ol acetyl ester
show the reaction diagram
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7% of the activity with acetyl-CoA and pseudotropine
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?
acetyl-CoA + norpseudopelletierin-3-ol
CoA + norpseudopelletierin-3-ol acetyl ester
show the reaction diagram
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9% of the activity with acetyl-CoA and pseudotropine
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?
acetyl-CoA + pseudopelletierin-3-ol
CoA + pseudopelletierin-3-ol acetyl ester
show the reaction diagram
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% of the activity with acetyl-CoA and pseudotropine
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?
acetyl-CoA + pseudotropine
CoA + O-acetylpseudotropine
show the reaction diagram
isobutyryl-CoA + pseudotropine
CoA + O-isobutyrylpseudotropine
show the reaction diagram
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10% of the activity with tigloyl-CoA
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?
isovaleryl-CoA + pseudotropine
CoA + O-isovalerylpseudotropine
show the reaction diagram
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2% of the activity with tigloyl-CoA
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?
n-propionyl-CoA + pseudotropine
CoA + O-n-propionylpseudotropine
show the reaction diagram
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5% of the activity with tigloyl-CoA
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?
phenylacetyl-CoA + pseudotropine
CoA + O-phenylacetylpseudotropine
show the reaction diagram
tigloyl-CoA + 4-hydroxy-1-methylpiperidine
CoA + O-tigloyl-4-hydroxy-1-methylpiperidine
show the reaction diagram
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14% of the activity with pseudotropine
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?
tigloyl-CoA + N-(2-fluoroethyl)nortropan-3-ol
CoA + 3-O-tigloyl-N-(2-fluoroethyl)nortropan-3-ol
show the reaction diagram
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74% of the activity with tigloyl-CoA and pseudotropine
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?
tigloyl-CoA + N-ethylnorpseudopelletierin-3-ol
CoA + 3-O-tigloyl-N-ethylnorpseudopelletierin-3-ol
show the reaction diagram
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% of the activity with tigloyl-CoA and pseudotropine
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?
tigloyl-CoA + N-ethylnortropan-3-ol
CoA + 3-O-tigloyl-N-ethylnortropan-3-ol
show the reaction diagram
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81% of the activity with tigloyl-CoA and pseudotropine
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?
tigloyl-CoA + N-iso-propylnorpseudopelletierin-3-ol
CoA + 3-O-tigloyl-N-iso-propylnorpseudopelletierin-3-ol
show the reaction diagram
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2% of the activity with tigloyl-CoA and pseudotropine
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?
tigloyl-CoA + norpseudopelletierin-3-ol
CoA + 3-O-tigloyl-norpseudopelletierin-3-ol
show the reaction diagram
tigloyl-CoA + pseudopelletierin-3-ol
CoA + 3-O-tigloyl-pseudopelletierin-3-ol
show the reaction diagram
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% of the activity with tigloyl-CoA and pseudotropine
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?
tigloyl-CoA + pseudotropine
CoA + O-tigloylpseudotropine
show the reaction diagram
additional information
?
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
acetyl-CoA
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competitively inhibits activity with tigloyl-CoA
tigloyl-CoA
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competitively inhibits activity with acetyl-CoA
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.22 - 0.33
acetyl-CoA
0.36
pseudotropine
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30°C, pH 9
1.31
tigloyl-CoA
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30°C, pH 9
0.24
Tropine
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.0035
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activity with pseudotropine and acetyl-CoA
0.025
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activity with pseudotropine and tigloyl-CoA
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7 - 10
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pH 7.0: about30% of maximal activity, pH 10.0: about 60% of maximal activity
7 - 9.5
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pH 7.0: about 35% of maximal activity, pH 10.0: about 20% of 20% of maximal activity
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.4
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chromatofocusing
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
65000
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gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
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1 * 66000, SDS-PAGE
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, stable for at least 18 months
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE