2.1.1.46: isoflavone 4'-O-methyltransferase
This is an abbreviated version!
For detailed information about isoflavone 4'-O-methyltransferase, go to the full flat file.
Reaction
Synonyms
2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase/isoflavone 4'-O-methyltransferase, HI4OMT, I4'OMT, isoflavone-specific 4'-O-methyltransferase, More, OMT9, S-adenosylmethionine:isoflavone 4'-O-methyltransferase
ECTree
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Substrates Products
Substrates Products on EC 2.1.1.46 - isoflavone 4'-O-methyltransferase
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REACTION DIAGRAM
S-adenosyl-L-methionine + 5,7,4'trihydroxyisoflavone
S-adenosyl-L-homocysteine + 5,7-dihydroxy-4'-O-methylisoflavone
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?
S-adenosyl-L-methionine + 7,4'-dihydroxyisoflavone
S-adenosyl-L-homocysteine + 7-hydroxy-4'-methoxylisoflavone
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i.e. daidzein. The reaction follows an ordered BiBi mechanism with S-adenosylmethionine and S-adenosylhomocysteine as leading reaction partners
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S-adenosyl-L-methionine + 7,4'-dihydroxyisoflavone
S-adenosyl-L-homocysteine + 7-hydroxy-4'-O-methylisoflavone
S-adenosyl-L-methionine + a 4'-hydroxyisoflavone
S-adenosyl-L-homocysteine + a 4'-methoxyisoflavone
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?
S-adenosyl-L-methionine + isoformononetin
S-adenosyl-L-homocysteine + 4',7-dimethoxyisoflavone
5.2% activity compared to genistein
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S-adenosyl-L-methionine + prunetin
S-adenosyl-L-homocysteine + 4',7-dimethoxy-5-hydroxyisoflavone
6.2% activity compared to genistein
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?
S-adenosyl-L-homocysteine + 7-hydroxy-4'-O-methylisoflavone
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i.e. daidzein. Methylation is the last step in the biosynthesis of 4-methoxyisoflavones
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?
S-adenosyl-L-methionine + 7,4'-dihydroxyisoflavone
S-adenosyl-L-homocysteine + 7-hydroxy-4'-O-methylisoflavone
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i.e. daidzein. Methylation is the last step in the biosynthesis of 4'-methoxyisoflavones
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?
S-adenosyl-L-homocysteine + formononetin
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S-adenosyl-L-methionine + daidzein
S-adenosyl-L-homocysteine + formononetin
48.8% activity compared to genistein
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?
S-adenosyl-L-homocysteine + biochanin A
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S-adenosyl-L-methionine + genistein
S-adenosyl-L-homocysteine + biochanin A
100% activity
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no methylation of: p-hydroxycinnamic acid, p-hydroxybenzoic acid, 3,4-dihydroxycinnamic acid, naringenin, (5,7,4'-trihydroxyflavanone), apigenin (5,7,4'-trihydroxyflavone), luteolin (5,7,3',4'-tetrahydroxyflavone), kaempferol (3,5,7,4'-tetrahydroxyflavone), wedelolactone (5,3',4'-trihydroxy-7-methoxycoumestone)
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additional information
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the bifunctionally enzyme also catalyzes the formation of a 2,7-dihydroxy-4'-methoxyisoflavanone from a 2,4',7-trihydroxyisoflavanone (reaction of EC 2.1.1.212)
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additional information
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the enzyme is not able to methylate 2,7,4'-trihydroxyisoflavanone, biochanin A, formononetin, apigenin, luteolin, liquirtitigenin, kaempferol, quercetin, isoliquiritigenin, and caffeic acid
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additional information
?
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the enzyme is not able to methylate 2,7,4'-trihydroxyisoflavanone, biochanin A, formononetin, apigenin, luteolin, liquirtitigenin, kaempferol, quercetin, isoliquiritigenin, and caffeic acid
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