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S-adenosyl-L-methionine + kaempferol = S-adenosyl-L-homocysteine + kaempferide
S-adenosyl-L-methionine + kaempferol = S-adenosyl-L-homocysteine + kaempferide
the enzyme acts on the hydroxy group in the 4'-position of some flavones, flavanones and isoflavones, kaempferol, apigenin and kaempferol triglucoside are substrates, as is genistein, which reacts more slowly, compounds with a hydroxy group in the 3' and 4' positions, such as quercetin and eriodictyol, do not act as substrates, similar to EC 2.1.1.75, apigenin 4'-O-methyltransferase and EC 2.1.1.83, 3,7-dimethylquercitin 4'-O-methyltransferase, ping-pong mechanism excluding the formation of a ternary complex
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S-adenosyl-L-methionine + kaempferol = S-adenosyl-L-homocysteine + kaempferide
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S-adenosyl-L-methionine + 4'-hydroxyflavanone
S-adenosyl-L-homocysteine + 4'-methoxyflavanone
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Substrates: -
Products: -
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S-adenosyl-L-methionine + a flavonoid
S-adenosyl-L-homocysteine + a 4'-methoxyflavonoid
S-adenosyl-L-methionine + apigenin
S-adenosyl-L-homocysteine + acacetin
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Substrates: -
Products: 4-methoxyapigenin
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S-adenosyl-L-methionine + chrysoeriol
S-adenosyl-L-homocysteine + 4'-methoxychrysoeriol
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Substrates: good substrate
Products: -
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S-adenosyl-L-methionine + eriodictyol
S-adenosyl-L-homocysteine + 4'-methoxyeriodictyol
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Substrates: lower activity than with homoeriodictyol, isorhamnetin or chrysoeriol
Products: -
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S-adenosyl-L-methionine + genistein
S-adenosyl-L-homocysteine + biochanin A
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Substrates: -
Products: 4-methoxygenistein
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S-adenosyl-L-methionine + homoeriodictyol
S-adenosyl-L-homocysteine + 4'-methoxyhomoeriodictyol
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Substrates: best substrate
Products: -
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S-adenosyl-L-methionine + isorhamnetin
S-adenosyl-L-homocysteine + 4'-methoxyisorhamnetin
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Substrates: good substrate
Products: -
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S-adenosyl-L-methionine + kaempferol
S-adenosyl-L-homocysteine + kaempferide
S-adenosyl-L-methionine + kaempferol 3-O-beta-D-glucopyranosyl-1,4-O-alpha-L-rhamnopyranosyl-1,2-beta-D-glucopyranoside
S-adenosyl-L-homocysteine + 4'-O-methylkaempferol 3-O-beta-D-glucopyranosyl-1,4-O-alpha-L-rhamnopyranosyl-1,2-beta-D-glucopyranoside
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Substrates: -
Products: -
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S-adenosyl-L-methionine + quercetin
S-adenosyl-L-homocysteine + 4'-methoxyquercetin
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Substrates: lower activity than with homoeriodictyol, isorhamnetin or chrysoeriol
Products: -
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additional information
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S-adenosyl-L-methionine + a flavonoid
S-adenosyl-L-homocysteine + a 4'-methoxyflavonoid
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Substrates: 4-OMT methylates the position 4 in the B-ring of flavonoids, uses flavonoids methylated in the 3-position of the B-ring to synthesize a 3,4-methylated product, a methylated flavanone, homoeriodictyol, is the best substrate
Products: -
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S-adenosyl-L-methionine + a flavonoid
S-adenosyl-L-homocysteine + a 4'-methoxyflavonoid
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Substrates: F 4-OMT specifically methylates the hydroxy substituent in 4-position of the flavones, flavanones and isoflavones in the presence of S-adenosyl-L-methionine, enzyme affinity for the substrate and catalytic efficiency decreases in the following order: 4-hydroxyflavones, 4-hydroxyflavanones, 4-hydroxyisoflavones, ping-pong mechanism, which excludes the formation of a ternary complex
Products: -
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S-adenosyl-L-methionine + kaempferol
S-adenosyl-L-homocysteine + kaempferide
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Substrates: lower activity than with homoeriodictyol, isorhamnetin or chrysoeriol
Products: -
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S-adenosyl-L-methionine + kaempferol
S-adenosyl-L-homocysteine + kaempferide
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Substrates: -
Products: -
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additional information
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Substrates: not: naringenin, pentahydroxyflavanone, hesperetin, myricetin, 7,3-O-dimethylquercetin, 7-O-methylquercetin, syringetin, apigenin, luteolin, tricetin, velutin, dihydrokaempferol, dihydroquercetin, dihydromyricetin, 3-O-methyl-dihydroquercetin
Products: -
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additional information
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Substrates: the role of F 4-OMT is mainly defensive against parasites, rather than structural
Products: -
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additional information
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Substrates: not: 4-hydroxybenzoic acid, gallic acid, p-coumaric acid, caffeic acid, caffeoyl-CoA, quercetin, rutin, luteolin, eriodictyol, 3,4,7-trihydroxyisoflavone, datiscetin
Products: -
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Curir, P.; Lanzotti, V.; Dolci, M.; Dolci, P.; Pasini, C.; Tollin, G.
Purification and properties of a new S-adenosyl-L-methionine:flavonoid 4'-O-methyltransferase from carnation (Dianthus caryophyllus L.)
Eur. J. Biochem.
270
3422-3431
2003
Dianthus caryophyllus
brenda
Schroeder, G.; Wehinger, E.; Lukacin, R.; Wellmann, F.; Seefelder, W.; Schwab, W.; Schroeder, J.
Flavonoid methylation: a novel 4'-O-methyltransferase from Catharanthus roseus, and evidence that partially methylated flavanones are substrates of four different flavonoid dioxygenases
Phytochemistry
65
1085-1094
2004
Catharanthus roseus
brenda
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