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EC Tree
IUBMB Comments Not identical to EC 2.1.1.65, licodione 2'-O-methyltransferase . While EC 2.1.1.154, isoliquiritigenin 2'-O-methyltransferase can use licodione as a substrate, EC 2.1.1.65 cannot use isoliquiritigenin as a substrate.
The enzyme appears in viruses and cellular organisms
Synonyms
chalcone omt, s-adenosyl-l-methionine:isoliquiritigenin 2'-o-methyltransferase,
more
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isoliquiritigenin 2'-O-methyltransferasechalcone
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S-adenosyl-L-methionine + isoliquiritigenin = S-adenosyl-L-homocysteine + 2'-O-methylisoliquiritigenin
S-adenosyl-L-methionine + isoliquiritigenin = S-adenosyl-L-homocysteine + 2'-O-methylisoliquiritigenin
sequential Bi Bi mechanism
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S-adenosyl-L-methionine + isoliquiritigenin = S-adenosyl-L-homocysteine + 2'-O-methylisoliquiritigenin
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methyl group transfer
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S-adenosyl-L-methionine:isoliquiritigenin 2'-O-methyltransferase
Not identical to EC 2.1.1.65, licodione 2'-O-methyltransferase [2]. While EC 2.1.1.154, isoliquiritigenin 2'-O-methyltransferase can use licodione as a substrate, EC 2.1.1.65 cannot use isoliquiritigenin as a substrate.
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S-adenosyl-L-methionine + 2',4'-dihydroxy-4-methoxychalcone
S-adenosyl-L-homocysteine + 4'-hydroxy-2',4-dimethoxychalcone
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77% of the activity with isoliquiritigenin
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?
S-adenosyl-L-methionine + 4',7-dihydroxyflavanone
S-adenosyl-L-homocysteine + ?
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32% of the activity with isoliquiritigenin
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?
S-adenosyl-L-methionine + isoliquiritigenin
S-adenosyl-L-homocysteine + 2'-O-methylisoliquiritigenin
additional information
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S-adenosyl-L-methionine + isoliquiritigenin
S-adenosyl-L-homocysteine + 2'-O-methylisoliquiritigenin
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S-adenosyl-L-methionine + isoliquiritigenin
S-adenosyl-L-homocysteine + 2'-O-methylisoliquiritigenin
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the product of the reaction, 2'-O-methylisoliquiritigenin, is the most potent inducer of nodulation genes of Rhizobium meliloti, the symbiont of Medicago sativa which forms nitrogen-fixing nodules
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additional information
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the enzyme specifically involved in the biosynthesis of an inducer of Rhizobium meliloti nodulation genes
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?
additional information
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no activity towards naringenin chalcone, caffeic acid or daidzein
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S-adenosyl-L-methionine + isoliquiritigenin
S-adenosyl-L-homocysteine + 2'-O-methylisoliquiritigenin
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the product of the reaction, 2'-O-methylisoliquiritigenin, is the most potent inducer of nodulation genes of Rhizobium meliloti, the symbiont of Medicago sativa which forms nitrogen-fixing nodules
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additional information
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the enzyme specifically involved in the biosynthesis of an inducer of Rhizobium meliloti nodulation genes
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4,4'-dihydroxy-2'-methoxychalcone
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noncompetitive
Co2+
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1 mM, 22% inhibition
Cu2+
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1 mM, 12% inhibition
Fe2+
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1 mM, 44% inhibition
S-adenosyl-L-homocysteine
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competitive with respect to S-adenosyl-L-methionine
Zn2+
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1 mM, 45% inhibition
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2.2
isoliquiritigenin
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17.7
S-adenosyl-L-methionine
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0.0652
4,4'-dihydroxy-2'-methoxychalcone
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0.0022
S-adenosyl-L-homocysteine
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no activity in Glycyrrhiza echinata
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brenda
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brenda
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UniProt
brenda
cv. Apollo
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brenda
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regardless of plant age, expression to low extent
brenda
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brenda
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rapid and transient increase in extractable activities after treatment with yeast extract
brenda
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of seedlings
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of seedling
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enzyme activity increases during early stages of seedling development and is predomonantly located in the root
brenda
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regardless of plant age
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enzyme activity increases during early stages of seedling development and is predomonantly located in the root
brenda
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root, not in shoot
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98% of the activity is in the soluble fraction
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brenda
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OMT2_HUMLU
360
0
39792
Swiss-Prot
other Location (Reliability: 2 )
CHOMT_MEDSA
372
0
41138
Swiss-Prot
other Location (Reliability: 1 )
A0A072VZR2_MEDTR
372
0
41200
TrEMBL
other Location (Reliability: 1 )
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43000
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1 * 43000, SDS-PAGE
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monomer
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1 * 43000, SDS-PAGE
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stabilized in presence of 5 mM EDTA
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-80°C, 12% loss of activity after 1.5 months
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4°C, half-life: 3-4 days
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expression in Escherichia coli
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isoflavone reductase, isoliquiritigenin 2'-O-methyltransferase, chalcone reductase, and chalcone isomerase are upregulated by salt stress under 100 mM in the seedling root
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Ichimura, M.; Furuno, T.; Takahashi, T.; Dixon, R.A.; Ayabe, S.
Enzymic O-methylation of isoliquiritigenin and licodione in alfalfa and licorice cultures
Phytochemistry
44
991-995
1997
Medicago sativa, no activity in Glycyrrhiza echinata
brenda
Maxwell, C.A.; Edwards, R.; Dixon, R.A.
Identification, purification, and characterization of S-adenosyl-L-methionine: isoliquiritigenin 2'-O-methyltransferase from alfalfa (Medicago sativa L.)
Arch. Biochem. Biophys.
293
158-166
1992
Medicago sativa
brenda
Maxwell, C.A.; Harrison, M.J.; Dixon, R.A.
Molecular characterization and expression of alfalfa isoliquiritigenin 2'-O-methyltransferase, an enzyme specifically involved in the biosynthesis of an inducer of Rhizobium meliloti nodulation genes
Plant J.
4
971-981
1993
Medicago sativa
brenda
Xiong, J.; Sun, Y.; Yang, Q.; Tian, H.; Zhang, H.; Liu, Y.; Chen, M.
Proteomic analysis of early salt stress responsive proteins in alfalfa roots and shoots
Proteome Sci.
15
19
2017
Medicago sativa (P93324)
brenda
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