Information on EC 2.3.1.185 - tropine acyltransferase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
2.3.1.185
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RECOMMENDED NAME
GeneOntology No.
tropine acyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
an acyl-CoA + tropine = CoA + an O-acyltropine
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
hyoscyamine and scopolamine biosynthesis
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superpathway of hyoscyamine and scopolamine biosynthesis
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Tropane, piperidine and pyridine alkaloid biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
acyl-CoA:tropine O-acyltransferase
This enzyme exhibits absolute specificity for the endo/3alpha configuration found in tropine as pseudotropine (tropan-3beta-ol; see EC 2.3.1.186, pseudotropine acyltransferase) is not a substrate [3]. Acts on a wide range of aliphatic acyl-CoA derivatives, with tigloyl-CoA and acetyl-CoA being the best substrates. It is probably involved in the formation of the tropane alkaloid littorine, which is a precursor of hyoscyamine [4].
CAS REGISTRY NUMBER
COMMENTARY hide
138440-79-6
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162535-29-7
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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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
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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
acetyl-CoA + N-ethylnortropan-3-ol
CoA + 8-ethyl-8-azabicyclo[3.2.1]oct-3-yl-acetate
show the reaction diagram
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16% of the activity with acetyl-CoA and tropine
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?
acetyl-CoA + tropine
CoA + O-acetyltropine
show the reaction diagram
phenylacetoyl-CoA + tropine
CoA + O-phenylacetoyltropine
show the reaction diagram
tigloyl-CoA + N-ethylnortropan-3-ol
CoA + 8-ethyl-8-azabicyclo[3.2.1]oct-3-yl (2E)-2-methylbut-2-enoate
show the reaction diagram
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76% of the activity with tigloyl-CoA and tropine
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?
tigloyl-CoA + norpseudopelletierin-3-ol
CoA + ?
show the reaction diagram
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5% of the activity with tigloyl-CoA and tropine
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?
tigloyl-CoA + tropine
CoA + O-tigloyltropine
show the reaction diagram
additional information
?
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no activity with pseudotropine
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
EDTA
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activates
tetraethyl diphosphite
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activates
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.22
acetyl-CoA
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0.24
Tropine
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.00075
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activity with tropine and acetyl-CoA
0.001
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activity with tropine and tigloyl-CoA
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8 - 10
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pH 7.0: less than 10% of maximal activity, pH 8.0: about 90% of maximal activity, pH 10.0: about 80% of maximal activity
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE