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Literature summary for 2.1.1.155 extracted from

  • 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.) (2003), Eur. J. Biochem., 270, 3422-3431.
    View publication on PubMed

Activating Compound

Activating Compound Comment Organism Structure
additional information activity is increased, in both in vitro and in vivo carnation tissues, by the inoculation with Fusarium oxysporum f. sp.dianthi Dianthus caryophyllus

Inhibitors

Inhibitors Comment Organism Structure
Ca2+ 10 mM, 19% inhibition Dianthus caryophyllus
iodoacetamide 1 mM, 60% inhibition Dianthus caryophyllus
Mg2+ 10 mM, 27% inhibition Dianthus caryophyllus
Mn2+ 1 mM: 21% inhibition, 10 mM: 57% inhibition Dianthus caryophyllus
Phenylmercuriacetate 1 mM, 80% inhibition Dianthus caryophyllus
S-adenosyl-L-homocysteine competitive, inhibition kinetics Dianthus caryophyllus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
additional information
-
additional information kinetic mechanism Dianthus caryophyllus
0.0017
-
kaempferol pH 7, 25°C Dianthus caryophyllus
0.0033
-
apigenin pH 7, 25°C Dianthus caryophyllus
0.011
-
4'-hydroxyflavanone pH 7, 25°C Dianthus caryophyllus
0.0735
-
genistein pH 7, 25°C Dianthus caryophyllus

Metals/Ions

Metals/Ions Comment Organism Structure
additional information no divalent metal ion requirement Dianthus caryophyllus

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
43000 45000 gel filtration, native PAGE Dianthus caryophyllus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Dianthus caryophyllus the role of F 4’-OMT is mainly defensive against parasites, rather than structural ?
-
?

Organism

Organism UniProt Comment Textmining
Dianthus caryophyllus
-
cv. Novada
-

Purification (Commentary)

Purification (Comment) Organism
1399fold Dianthus caryophyllus

Reaction

Reaction Comment Organism Reaction ID
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 Dianthus caryophyllus

Source Tissue

Source Tissue Comment Organism Textmining
callus
-
Dianthus caryophyllus
-
stem
-
Dianthus caryophyllus
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
70.5
-
pH 7, 25°C Dianthus caryophyllus

Storage Stability

Storage Stability Organism
-20°C, 2 weeks, 50% loss of activity Dianthus caryophyllus

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information the role of F 4’-OMT is mainly defensive against parasites, rather than structural Dianthus caryophyllus ?
-
?
additional information not: 4-hydroxybenzoic acid, gallic acid, p-coumaric acid, caffeic acid, caffeoyl-CoA, quercetin, rutin, luteolin, eriodictyol, 3’,4’,7’-trihydroxyisoflavone, datiscetin Dianthus caryophyllus ?
-
?
S-adenosyl-L-methionine + 4'-hydroxyflavanone
-
Dianthus caryophyllus S-adenosyl-L-homocysteine + 4'-methoxyflavanone
-
?
S-adenosyl-L-methionine + a flavonoid 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 Dianthus caryophyllus S-adenosyl-L-homocysteine + a 4'-methoxyflavonoid
-
?
S-adenosyl-L-methionine + apigenin
-
Dianthus caryophyllus S-adenosyl-L-homocysteine + acacetin 4’-methoxyapigenin ?
S-adenosyl-L-methionine + genistein
-
Dianthus caryophyllus S-adenosyl-L-homocysteine + biochanin A 4’-methoxygenistein ?
S-adenosyl-L-methionine + kaempferol
-
Dianthus caryophyllus 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
-
Dianthus caryophyllus S-adenosyl-L-homocysteine + 4'-O-methylkaempferol 3-O-beta-D-glucopyranosyl-1,4-O-alpha-L-rhamnopyranosyl-1,2-beta-D-glucopyranoside
-
?

Subunits

Subunits Comment Organism
monomer
-
Dianthus caryophyllus

Synonyms

Synonyms Comment Organism
F 4’-OMT
-
Dianthus caryophyllus
flavonoid methyltransferase
-
Dianthus caryophyllus
flavonoid O-methyltransferase
-
Dianthus caryophyllus
methyltransferase, flavonoid
-
Dianthus caryophyllus
S-adenosyl-L-methionine:flavonoid 4’-O-methyltransferase
-
Dianthus caryophyllus

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
25
-
assay at Dianthus caryophyllus

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6.9 7
-
Dianthus caryophyllus

pH Range

pH Minimum pH Maximum Comment Organism
5 8.5 50% of maximum activity at pH 5.5 and 8.5, 4% of maximum activity at pH 5 Dianthus caryophyllus

pH Stability

pH Stability pH Stability Maximum Comment Organism
5 8.5 50% of maximum activity at pH 5.5 and 8.5, 4% of maximum activity at pH 5 Dianthus caryophyllus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.012
-
S-adenosyl-L-homocysteine pH 7, 25°C Dianthus caryophyllus

pI Value

Organism Comment pI Value Maximum pI Value
Dianthus caryophyllus isoelectric focusing, pH-gradient: 3-9
-
4.2