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Literature summary for 2.1.1.267 extracted from

  • Du, H.; Wu, J.; Ji, K.X.; Zeng, Q.Y.; Bhuiya, M.W.; Su, S.; Shu, Q.Y.; Ren, H.X.; Liu, Z.A.; Wang, L.S.
    Methylation mediated by an anthocyanin, O-methyltransferase, is involved in purple flower coloration in Paeonia (2015), J. Exp. Bot., 66, 6563-6577 .
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

Cloned (Comment) Organism
sequence comparisons, recombinant expression of MBP-tagged enzyme in Nicotiana tabacum cv. Nc89 leaves and in Fragaria x ananassa cv. Hongyan ripening fruits via transfection with Agrobacterium strain EHA105, quantitative PCR enzyme expression analysis, analysis of flavonoid contents in the transgenic plants Paeonia suffruticosa
sequence comparisons, recombinant expression of MBP-tagged enzyme in Nicotiana tabacum cv. Nc89 leaves and in Fragaria × ananassa cv. Hongyan ripening fruits via transfection with Agrobacterium strain EHA105, quantitative PCR enzyme expression analysis, analysis of flavonoid contents in the transgenic plants Paeonia tenuifolia

Protein Variants

Protein Variants Comment Organism
G13E site-directed mutagenesis, the mutant shows increased activity compared to wild-type Paeonia tenuifolia
L87A site-directed mutagenesis, the mutant shows highly decreased catalytic efficency, the observed in vitro catalytic efficiency of PtAOMT-L87R mutant is equal to that of Paeonia tenuifolia PtAOMT wild-type Paeonia suffruticosa
L87R site-directed mutagenesis, the mutant shows highly decreased catalytic efficency, the observed in vitro catalytic efficiency of PtAOMT-L87R mutant is equal to that of Paeonia tenuifolia PtAOMT wild-type Paeonia suffruticosa
R87L site-directed mutagenesis, the mutant shows highly increased catalytic efficency, the observed in vitro catalytic efficiency of PtAOMT-R87L mutant is equal to that of Paeonia suffruticosa PsAOMT wild-type Paeonia tenuifolia
T205R site-directed mutagenesis, the mutant shows increased activity compared to wild-type Paeonia tenuifolia
T85A site-directed mutagenesis, the mutant shows increased activity compared to wild-type Paeonia tenuifolia

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.00106
-
cyanidin 3,5-O-diglucoside recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa
0.00176
-
cyanidin 3-O-glucoside recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa
0.00411
-
delphinidin 3-O-glucoside recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa
0.00433
-
quercetin recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa
0.0123
-
quercetin 3-O-rutinoside recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa
0.147
-
luteolin 7-O-glucoside recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa

Metals/Ions

Metals/Ions Comment Organism Structure
Ca2+ activates, less effective compared to Mg2+ Paeonia suffruticosa
Co2+ activates, less effective compared to Mg2+ Paeonia suffruticosa
Mg2+ best activating cation, optimal at 1 mM Paeonia suffruticosa
Mn2+ activates, less effective compared to Mg2+ Paeonia suffruticosa
Zn2+ activates, less effective compared to Mg2+ Paeonia suffruticosa

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
S-adenosyl-L-methionine + a 3'-hydroxyflavonoid Paeonia suffruticosa
-
S-adenosyl-L-homocysteine + a 3'-methoxyflavonoid
-
?
S-adenosyl-L-methionine + a 3'-hydroxyflavonoid Paeonia tenuifolia
-
S-adenosyl-L-homocysteine + a 3'-methoxyflavonoid
-
?

Organism

Organism UniProt Comment Textmining
Paeonia suffruticosa
-
cv. Gunpohden
-
Paeonia tenuifolia
-
-
-

Source Tissue

Source Tissue Comment Organism Textmining
flower
-
Paeonia suffruticosa
-
flower
-
Paeonia tenuifolia
-
leaf
-
Paeonia suffruticosa
-
leaf low level Paeonia tenuifolia
-
additional information developmental expression of enzyme PsAOMT, and determination of flavonoid profile, overview Paeonia suffruticosa
-
additional information developmental expression of enzyme PtAOMT, and determination of flavonoid profile, overview Paeonia tenuifolia
-
petal
-
Paeonia suffruticosa
-
petal
-
Paeonia tenuifolia
-
root low level Paeonia suffruticosa
-
root low level Paeonia tenuifolia
-
sepal
-
Paeonia suffruticosa
-
sepal
-
Paeonia tenuifolia
-
stem
-
Paeonia tenuifolia
-
stem low level Paeonia suffruticosa
-

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
0.000003
-
recombinant enzyme, pH 7.5, temperature not specified in the publication, substrate luteolin Paeonia suffruticosa
0.000024
-
recombinant enzyme, pH 7.5, temperature not specified in the publication, substrate cyanidin Paeonia suffruticosa
0.000125
-
recombinant enzyme, pH 7.5, temperature not specified in the publication, substrate luteolin Paeonia tenuifolia
0.000134
-
recombinant enzyme, pH 7.5, temperature not specified in the publication, substrate luteolin 7-O-glucoside Paeonia tenuifolia
0.00105
-
recombinant enzyme, pH 7.5, temperature not specified in the publication, substrate quercetin Paeonia tenuifolia
0.0013
-
recombinant enzyme, pH 7.5, temperature not specified in the publication, substrate delphinidin 3-O-glucoside Paeonia tenuifolia
0.00178
-
recombinant enzyme, pH 7.5, temperature not specified in the publication, substrate cyanidin 3,5-di-O-glucoside Paeonia tenuifolia
0.00181
-
recombinant enzyme, pH 7.5, temperature not specified in the publication, substrate quercetin 3-O-rutinoside Paeonia tenuifolia
0.0023
-
recombinant enzyme, pH 7.5, temperature not specified in the publication, substrate cyanidin 3-O-glucoside Paeonia tenuifolia
0.082
-
recombinant enzyme, pH 7.5, temperature not specified in the publication, substrate delphinidin 3-O-glucoside Paeonia suffruticosa
0.085
-
recombinant enzyme, pH 7.5, temperature not specified in the publication, substrate quercetin Paeonia suffruticosa
0.107
-
recombinant enzyme, pH 7.5, temperature not specified in the publication, substrate cyanidin 3,5-O-diglucoside Paeonia suffruticosa
0.121
-
recombinant enzyme, pH 7.5, temperature not specified in the publication, substrate luteolin 7-O-glucoside Paeonia suffruticosa
0.139
-
recombinant enzyme, pH 7.5, temperature not specified in the publication, substrate cyanidin 3-O-glucoside Paeonia suffruticosa
0.165
-
recombinant enzyme, pH 7.5, temperature not specified in the publication, substrate quercetin 3-O-rutinoside Paeonia suffruticosa

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
additional information substrate specificity study using a number of potential substrates including anthocyanidins, anthocyanins, flavonols, flavones, flavan-3-ols, and phenolic acid as substrates based on optimized conditions, overview. Enzyme PsAOMT uses anthocyanins as methoxyl accepters, and acts to methylate the 3'-hydroxyl group of the B-ring with high affinity and efficiency. Pelargonidin 3-O-glucoside is the only tested anthocyanin compound that is not a substrate for PsAOMT. With delphinidin 3-O-glucoside, a sequential methylation occurs at the 3'- and 5'-hydroxyl group on the B-ring. In comparison with the substrates delphinidin 3-O-glucoside, quercetin 3-O-rutinoside, and quercetin, PsAOMT has a higher affinity for cyanidin 3-O-glucoside and cyanidin 3,5-O-diglucoside. Cyanidin-derived anthocyanins are high-affinity substrates for PsAOMT. No activity with the antocyanin pelargonidin 3-O-glucoside and the cyanidin delphinin. The enzyme also shows no activity with kaempferol 3-O-glucoside, kaempferol, apigenin, naringenin, epicatechin, and caffeic acid Paeonia suffruticosa ?
-
-
additional information substrate specificity study using a number of potential substrates including anthocyanidins, anthocyanins, flavonols, flavones, flavan-3-ols, and phenolic acid as substrates based on optimized conditions, overview. Enzyme PtAOMT uses anthocyanins as methoxyl accepters, and acts to methylate the 3'-hydroxyl group of the B-ring with high affinity and efficiency. Pelargonidin 3-O-glucoside is the only tested anthocyanin compound that is not a substrate for PtAOMT. With delphinidin 3-O-glucoside, a sequential methylation occurs at the 3'- and 5'-hydroxyl group on the B-ring. In comparison with the substrates delphinidin 3-O-glucoside, quercetin 3-O-rutinoside, and quercetin, PtAOMT has a higher affinity for cyanidin 3-O-glucoside and cyanidin 3,5-O-diglucoside. Cyanidin-derived anthocyanins are high-affinity substrates for PtAOMT. No activity with the antocyanin pelargonidin 3-O-glucoside and the cyanidin delphinin. The enzyme also shows no activity with kaempferol 3-O-glucoside, kaempferol, apigenin, naringenin, epicatechin, and caffeic acid Paeonia tenuifolia ?
-
-
S-adenosyl-L-methionine + 3'-methoxydelphinidin 3-O-glucoside
-
Paeonia suffruticosa S-adenosyl-L-homocysteine + 3',5'-dimethoxydelphinidin 3-O-glucoside
-
?
S-adenosyl-L-methionine + 3'-methoxydelphinidin 3-O-glucoside
-
Paeonia tenuifolia S-adenosyl-L-homocysteine + 3',5'-dimethoxydelphinidin 3-O-glucoside
-
?
S-adenosyl-L-methionine + a 3'-hydroxyflavonoid
-
Paeonia suffruticosa S-adenosyl-L-homocysteine + a 3'-methoxyflavonoid
-
?
S-adenosyl-L-methionine + a 3'-hydroxyflavonoid
-
Paeonia tenuifolia S-adenosyl-L-homocysteine + a 3'-methoxyflavonoid
-
?
S-adenosyl-L-methionine + cyanidin very low activity Paeonia suffruticosa S-adenosyl-L-homocysteine + 3'-methoxycyanidin
-
?
S-adenosyl-L-methionine + cyanidin 3,5-O-diglucoside
-
Paeonia tenuifolia S-adenosyl-L-homocysteine + 3'-methoxycyanidin 3,5-O-diglucoside
-
?
S-adenosyl-L-methionine + cyanidin 3,5-O-diglucoside substrate binding structure, modelling, overview Paeonia suffruticosa S-adenosyl-L-homocysteine + 3'-methoxycyanidin 3,5-O-diglucoside
-
?
S-adenosyl-L-methionine + cyanidin 3-O-glucoside
-
Paeonia suffruticosa S-adenosyl-L-homocysteine + 3'-methoxycyanidin 3-O-glucoside
-
?
S-adenosyl-L-methionine + cyanidin 3-O-glucoside
-
Paeonia tenuifolia S-adenosyl-L-homocysteine + 3'-methoxycyanidin 3-O-glucoside
-
?
S-adenosyl-L-methionine + delphinidin 3-O-glucoside
-
Paeonia suffruticosa S-adenosyl-L-homocysteine + 3'-methoxydelphinidin 3-O-glucoside
-
?
S-adenosyl-L-methionine + delphinidin 3-O-glucoside
-
Paeonia tenuifolia S-adenosyl-L-homocysteine + 3'-methoxydelphinidin 3-O-glucoside
-
?
S-adenosyl-L-methionine + luteolin very low activity Paeonia suffruticosa S-adenosyl-L-homocysteine + 3'-methoxyluteolin
-
?
S-adenosyl-L-methionine + luteolin low activity Paeonia tenuifolia S-adenosyl-L-homocysteine + 3'-methoxyluteolin
-
?
S-adenosyl-L-methionine + luteolin 7-O-glucoside low activity Paeonia suffruticosa S-adenosyl-L-homocysteine + 3'-methoxyluteolin 7-O-glucoside
-
?
S-adenosyl-L-methionine + luteolin 7-O-glucoside low activity Paeonia tenuifolia S-adenosyl-L-homocysteine + 3'-methoxyluteolin 7-O-glucoside
-
?
S-adenosyl-L-methionine + quercetin
-
Paeonia suffruticosa S-adenosyl-L-homocysteine + 3'-methoxyquercetin
-
?
S-adenosyl-L-methionine + quercetin
-
Paeonia tenuifolia S-adenosyl-L-homocysteine + 3'-methoxyquercetin
-
?
S-adenosyl-L-methionine + quercetin 3-O-rutinoside
-
Paeonia suffruticosa S-adenosyl-L-homocysteine + 3'-methoxyquercetin 3-O-rutinoside
-
?
S-adenosyl-L-methionine + quercetin 3-O-rutinoside
-
Paeonia tenuifolia S-adenosyl-L-homocysteine + 3'-methoxyquercetin 3-O-rutinoside
-
?

Subunits

Subunits Comment Organism
? x * 66000, recombinant of MBP-tagged enzyme, SDS-PAGE, x * 26000, about, native enzyme, sequence calculation Paeonia suffruticosa
? x * 66000, recombinant of MBP-tagged enzyme, SDS-PAGE, x * 26000, about, native enzyme, sequence calculation Paeonia tenuifolia

Synonyms

Synonyms Comment Organism
anthocyanin O-methyltransferase
-
Paeonia suffruticosa
anthocyanin O-methyltransferase
-
Paeonia tenuifolia
AOMT
-
Paeonia suffruticosa
AOMT
-
Paeonia tenuifolia
PsAOMT
-
Paeonia suffruticosa
PtAOMT
-
Paeonia tenuifolia
type II OMT
-
Paeonia suffruticosa
type II OMT
-
Paeonia tenuifolia

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.00022
-
luteolin 7-O-glucoside recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa
0.00983
-
quercetin recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa
0.0947
-
delphinidin 3-O-glucoside recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa
0.128
-
cyanidin 3,5-O-diglucoside recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa
0.162
-
cyanidin 3-O-glucoside recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa
0.192
-
quercetin 3-O-rutinoside recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7.5
-
recombinant enzyme Paeonia suffruticosa
7.5
-
recombinant enzyme Paeonia tenuifolia

pH Range

pH Minimum pH Maximum Comment Organism
6.5 8.5 activity range, recombinant enzyme Paeonia suffruticosa

Cofactor

Cofactor Comment Organism Structure
S-adenosyl-L-methionine
-
Paeonia suffruticosa
S-adenosyl-L-methionine
-
Paeonia tenuifolia

General Information

General Information Comment Organism
evolution the catalytic activity of Paeonia tenuifolia PtAOMT is much lower than that of Paeonia suffruticosa PsAOMT (approximately 60fold lower), the two enzymes show identical substrate specificity Paeonia suffruticosa
evolution the catalytic activity of Paeonia tenuifolia PtAOMT is much lower than that of Paeonia suffruticosa PsAOMT (approximately 60fold lower), the two enzymes show identical substrate specificity Paeonia tenuifolia
additional information enzyme structure homology modeling using the three-domensional structure of caffeoyl-CoA 3-O-methyltransferase (CCoAOMT, PDB ID 1SUI) from alfalfa, substrate binding sites are predicted by docking Cy3G5G with the PsAOMT dimer 3D model. Molecular model of the PsAOMT active site. Structure-function analysis Paeonia suffruticosa
additional information enzyme structure homology modeling using the three-domensional structure of caffeoyl-CoA 3-O-methyltransferase (CCoAOMT, PDB ID 1SUI) from alfalfa. Structure-function analysis Paeonia tenuifolia

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.0015
-
luteolin 7-O-glucoside recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa
2.27
-
quercetin recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa
15.61
-
quercetin 3-O-rutinoside recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa
23.1
-
delphinidin 3-O-glucoside recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa
92.045
-
cyanidin 3-O-glucoside recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa
120.75
-
cyanidin 3,5-O-diglucoside recombinant enzyme, pH 7.5, temperature not specified in the publication Paeonia suffruticosa