Information on EC 2.1.1.B84 - cephaline 6'-O-methyltransferase

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The expected taxonomic range for this enzyme is: Carapichea ipecacuanha

EC NUMBER
COMMENTARY hide
2.1.1.B84
preliminary BRENDA-supplied EC number
RECOMMENDED NAME
GeneOntology No.
cephaline 6'-O-methyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
S-adenosyl-L-methionine + cephaeline = S-adenosyl-L-homocysteine + emetine
show the reaction diagram
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-
-
-
SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine:cephaeline 6'-O-methyltransferase
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
S-adenosyl-L-methionine + (R)-norprotosinomenine
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
?
S-adenosyl-L-methionine + (R,S)-isococlaurine
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
?
S-adenosyl-L-methionine + (R,S)-isoorientaline
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
-
S-adenosyl-L-methionine + (R,S)-norcoclaurine
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
?
S-adenosyl-L-methionine + (R,S)-protosinomenine
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
?
S-adenosyl-L-methionine + (S)-4'-O-methyllaudanosoline
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
?
S-adenosyl-L-methionine + (S)-norprotosinomenine
S-adenosyl-L-homocysteine + ?
show the reaction diagram
-
-
-
?
S-adenosyl-L-methionine + 1alpha-(S)-N-deacetylisoipecoside
S-adenosyl-L-homocysteine + 6-O-methyl-N-deacetylisoipecoside
show the reaction diagram
S-adenosyl-L-methionine + 7-O-methyl-N-deacetylisoipecoside
S-adenosyl-L-homocysteine + 6,7-O,O-dimethyl-N-deacetylisoipecoside
show the reaction diagram
-
-
-
?
S-adenosyl-L-methionine + cephaeline
S-adenosyl-L-homocysteine + emetine
show the reaction diagram
S-adenosyl-L-methionine + N-deacetylisoipecoside
S-adenosyl-L-homocysteine + 6-O-methyl-N-deacetylipecoside
show the reaction diagram
-
-
-
?
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
S-adenosyl-L-methionine + 1alpha-(S)-N-deacetylisoipecoside
S-adenosyl-L-homocysteine + 6-O-methyl-N-deacetylisoipecoside
show the reaction diagram
-
the iminium cation, one of the spontaneous reaction products of 6-O-methyl-N-deacetylisoipecoside aglycon, might be an intermediate of emetine biosynthesis
-
-
?
S-adenosyl-L-methionine + cephaeline
S-adenosyl-L-homocysteine + emetine
show the reaction diagram
additional information
?
-
E7FL15
the enzyme is also active on 7'-O-demethylcephaeline forming cephaeline, overview
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-
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
S-adenosyl-L-methionine
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-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
no effect by EDTA, Ca2+, and Mg2+
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Co2+
53% inhibition at 5 mM
Mn2+
31% inhibition at 5 mM
Ni2+
83% inhibition at 5 mM
Zn2+
90% inhibition at 5 mM
additional information
poor inhibition by iodoacetamide
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.105
7-O-methyl-N-deacetylisoipecoside
pH 7.5, 30C
0.068 - 0.08
cephaeline
0.107
N-deacetylisoipecoside
pH 7.5, 30C
0.042
S-adenosyl-L-homocysteine
pH 7.5, 30C, cosubstrate: N-deacetylisoipecoside
0.097
S-adenosyl-L-methionine
pH 6.8, 30C, recombinant CiOMT1
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0204
7-O-methyl-N-deacetylisoipecoside
Carapichea ipecacuanha
D3KY98
pH 7.5, 30C
0.00028
cephaeline
Carapichea ipecacuanha
D3KY98
pH 7.5, 30C
0.0113
N-deacetylisoipecoside
Carapichea ipecacuanha
D3KY98
pH 7.5, 30C
0.0071
S-adenosyl-L-homocysteine
Carapichea ipecacuanha
D3KY98
pH 7.5, 30C, cosubstrate: N-deacetylisoipecoside
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.194
7-O-methyl-N-deacetylisoipecoside
Carapichea ipecacuanha
D3KY98
pH 7.5, 30C
41649
0.0035
cephaeline
Carapichea ipecacuanha
D3KY98
pH 7.5, 30C
8923
0.106
N-deacetylisoipecoside
Carapichea ipecacuanha
D3KY98
pH 7.5, 30C
41648
0.169
S-adenosyl-L-homocysteine
Carapichea ipecacuanha
D3KY98
pH 7.5, 30C, cosubstrate: N-deacetylisoipecoside
36
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8
6-methylation of N-deacetylisoipecoside
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 38700, calculated from sequence
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
N-terminal His-tagged IpeOMT1 enzyme
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
OMT2, DNA and amino acid sequence determination and analysis, phylogenetic tree, expression in Escherichia coli strain BL21(DE3)