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Enzyme Nomenclature
Information on EC 1.14.13.55 - protopine 6-monooxygenase
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The enzyme appears in viruses and cellular organisms
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EC NUMBER 
COMMENTARY 
1.14.13.55
-
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RECOMMENDED NAME
GeneOntology No.
protopine 6-monooxygenase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
protopine + NADPH + H+ + O2 = 6-hydroxyprotopine + NADP+ + H2O
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
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-
-
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reduction
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-
-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
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SYSTEMATIC NAME
IUBMB Comments
protopine,NADPH:oxygen oxidoreductase (6-hydroxylating)
A heme-thiolate protein (P-450) involved in benzophenanthridine alkaloid synthesis in higher plants.
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CAS REGISTRY NUMBER
COMMENTARY
128561-60-4
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
allocryptopine + NADPH + H+ + O2
6-hydroxyallocryptopine + NADP+ + H2O
-
-
-
?
corycavine + NADPH + H+ + O2
corynoloxine + NADP+ + H2O
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-
-
?
protopine + NADPH + H+ + O2
6-hydroxyprotopine + NADP+ + H2O
i.e. dihydrosanguinarine
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-
?
protopine + NADPH + H+ + O2
6-hydroxyprotopine + NADP+ + H2O
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hydroxylation of protopine by protopine 6-hydroxylase produces the unstable intermediate 6-hydroxyprotopine that spontaneously rearranges to form dihydrosanguinarine
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ir
additional information
?
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the enzyme is specifically present in different plant species that produce benzo[c]phenanthridine alkaloids in culture
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additional information
?
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the enzyme is specifically present in different plant species that produce benzo[c]phenanthridine alkaloids in culture
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-
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additional information
?
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the enzyme is specifically present in different plant species that produce benzo[c]phenanthridine alkaloids in culture
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additional information
?
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no activity with protopine-N-oxide, reticuline, scoulerine, and N-methyl stylopine
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additional information
?
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no activity with protopine-N-oxide, reticuline, scoulerine, and N-methyl stylopine
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-
additional information
?
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the enzyme is specifically present in different plant species that produce benzo[c]phenanthridine alkaloids in culture
-
-
-
additional information
?
-
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the enzyme is specifically present in different plant species that produce benzo[c]phenanthridine alkaloids in culture
-
-
-
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
protopine + NADPH + H+ + O2
6-hydroxyprotopine + NADP+ + H2O
-
hydroxylation of protopine by protopine 6-hydroxylase produces the unstable intermediate 6-hydroxyprotopine that spontaneously rearranges to form dihydrosanguinarine
-
-
ir
additional information
?
-
-
the enzyme is specifically present in different plant species that produce benzo[c]phenanthridine alkaloids in culture
-
-
-
additional information
?
-
-
the enzyme is specifically present in different plant species that produce benzo[c]phenanthridine alkaloids in culture
-
-
-
additional information
?
-
-
the enzyme is specifically present in different plant species that produce benzo[c]phenanthridine alkaloids in culture
-
-
-
additional information
?
-
-
the enzyme is specifically present in different plant species that produce benzo[c]phenanthridine alkaloids in culture
-
-
-
additional information
?
-
-
the enzyme is specifically present in different plant species that produce benzo[c]phenanthridine alkaloids in culture
-
-
-
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0087
6-hydroxyallocryptopine
in 50 mM HEPES/NaOH (pH 7.6), at 30°C
0.00645
6-hydroxyprotopine
in 50 mM HEPES/NaOH (pH 7.6), at 30°C
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
6.3 - 8.5
-
pH 6.3: about 35% of maximal activity, pH 8.5: about 40% of maximal activity
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
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weak activity in non-elicited cells, higher activity in elicited cells
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weak activity in non-elicited cells, higher activity in elicited cells
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weak activity in non-elicited cells, higher activity in elicited cells
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weak activity in non-elicited cells, higher activity in elicited cells
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weak activity in non-elicited cells, higher activity in elicited cells
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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LINKS TO OTHER DATABASES (specific for EC-Number 1.14.13.55)
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