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Literature summary for 2.1.1.B84 extracted from

  • Nomura, T.; Kutchan, T.M.
    Three new O-methyltransferases are sufficient for all O-methylation reactions of ipecac alkaloid biosynthesis in root culture of Psychotria ipecacuanha (2010), J. Biol. Chem., 285, 7722-7738.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Carapichea ipecacuanha

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.042
-
S-adenosyl-L-homocysteine pH 7.5, 30°C, cosubstrate: N-deacetylisoipecoside Carapichea ipecacuanha
0.08
-
cephaeline pH 7.5, 30°C Carapichea ipecacuanha
0.105
-
7-O-methyl-N-deacetylisoipecoside pH 7.5, 30°C Carapichea ipecacuanha
0.107
-
N-deacetylisoipecoside pH 7.5, 30°C Carapichea ipecacuanha

Localization

Localization Comment Organism GeneOntology No. Textmining
cytosol
-
Carapichea ipecacuanha 5829
-

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
38700
-
x * 38700, calculated from sequence Carapichea ipecacuanha

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
S-adenosyl-L-methionine + cephaeline Carapichea ipecacuanha the enzyme is involved in emetine biosynthesis. It does not catalyze the 7'-O-methylation of 7'-O-demethylcephaeline, the preceding step in the biosynthesis of emetine S-adenosyl-L-homocysteine + emetine
-
?

Organism

Organism UniProt Comment Textmining
Carapichea ipecacuanha D3KY98 i.e. Psychotria ipecacuanha
-

Purification (Commentary)

Purification (Comment) Organism
N-terminal His-tagged IpeOMT1 enzyme Carapichea ipecacuanha

Source Tissue

Source Tissue Comment Organism Textmining
root
-
Carapichea ipecacuanha
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information IpeOMT1 does not catalyze the 7'-O-methylation of 7'-O-demethylcephaeline. IpeOMT1 shows broad substrate specificity towards the intermediates in emetine biosynthesis. IpeOMT1 dominantly catalyzes 6-O-methylation of the 6,7-dihydroxy- and 6-hydroxy-7-methoxyisoquinolines. The regional substrate specificity at the last step of emetine biosynthesis is restricted to 6'-O-methylation Carapichea ipecacuanha ?
-
?
S-adenosyl-L-methionine + (R)-norprotosinomenine
-
Carapichea ipecacuanha S-adenosyl-L-homocysteine + ?
-
?
S-adenosyl-L-methionine + (R,S)-isococlaurine
-
Carapichea ipecacuanha S-adenosyl-L-homocysteine + ?
-
?
S-adenosyl-L-methionine + (R,S)-isoorientaline
-
Carapichea ipecacuanha S-adenosyl-L-homocysteine + ?
-
?
S-adenosyl-L-methionine + (R,S)-norcoclaurine
-
Carapichea ipecacuanha S-adenosyl-L-homocysteine + ?
-
?
S-adenosyl-L-methionine + (R,S)-protosinomenine
-
Carapichea ipecacuanha S-adenosyl-L-homocysteine + ?
-
?
S-adenosyl-L-methionine + (S)-4'-O-methyllaudanosoline
-
Carapichea ipecacuanha S-adenosyl-L-homocysteine + ?
-
?
S-adenosyl-L-methionine + (S)-norprotosinomenine
-
Carapichea ipecacuanha S-adenosyl-L-homocysteine + ?
-
?
S-adenosyl-L-methionine + 7-O-methyl-N-deacetylisoipecoside
-
Carapichea ipecacuanha S-adenosyl-L-homocysteine + 6,7-O,O-dimethyl-N-deacetylisoipecoside
-
?
S-adenosyl-L-methionine + cephaeline the enzyme is involved in emetine biosynthesis. It does not catalyze the 7'-O-methylation of 7'-O-demethylcephaeline, the preceding step in the biosynthesis of emetine Carapichea ipecacuanha S-adenosyl-L-homocysteine + emetine
-
?
S-adenosyl-L-methionine + cephaeline 6'-O-methylation Carapichea ipecacuanha S-adenosyl-L-homocysteine + emetine
-
?
S-adenosyl-L-methionine + N-deacetylisoipecoside
-
Carapichea ipecacuanha S-adenosyl-L-homocysteine + 6-O-methyl-N-deacetylipecoside
-
?

Subunits

Subunits Comment Organism
? x * 38700, calculated from sequence Carapichea ipecacuanha

Synonyms

Synonyms Comment Organism
IpeOMT1
-
Carapichea ipecacuanha

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
assay at Carapichea ipecacuanha
40
-
-
Carapichea ipecacuanha

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.00028
-
cephaeline pH 7.5, 30°C Carapichea ipecacuanha
0.0071
-
S-adenosyl-L-homocysteine pH 7.5, 30°C, cosubstrate: N-deacetylisoipecoside Carapichea ipecacuanha
0.0113
-
N-deacetylisoipecoside pH 7.5, 30°C Carapichea ipecacuanha
0.0204
-
7-O-methyl-N-deacetylisoipecoside pH 7.5, 30°C Carapichea ipecacuanha

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
assay at Carapichea ipecacuanha
8
-
6-methylation of N-deacetylisoipecoside Carapichea ipecacuanha

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.0035
-
cephaeline pH 7.5, 30°C Carapichea ipecacuanha
0.106
-
N-deacetylisoipecoside pH 7.5, 30°C Carapichea ipecacuanha
0.169
-
S-adenosyl-L-homocysteine pH 7.5, 30°C, cosubstrate: N-deacetylisoipecoside Carapichea ipecacuanha
0.194
-
7-O-methyl-N-deacetylisoipecoside pH 7.5, 30°C Carapichea ipecacuanha