Information on EC 2.1.1.270 - (+)-6a-hydroxymaackiain 3-O-methyltransferase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
2.1.1.270
-
RECOMMENDED NAME
GeneOntology No.
(+)-6a-hydroxymaackiain 3-O-methyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
S-adenosyl-L-methionine + (+)-6a-hydroxymaackiain = S-adenosyl-L-homocysteine + (+)-pisatin
show the reaction diagram
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-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
methyl group transfer
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of secondary metabolites
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Isoflavonoid biosynthesis
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pisatin biosynthesis
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superpathway of pterocarpan biosynthesis (via formononetin)
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SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine:(+)-6a-hydroxymaackiain 3-O-methyltransferase
The protein from the plant Pisum sativum (garden pea) methylates (+)-6a-hydroxymaackiain at the 3-position. It also methylates 2,7,4'-trihydroxyisoflavanone on the 4'-position (cf. EC 2.1.1.212, 2,7,4-trihydroxyisoflavanone 4-O-methyltransferase) with lower activity.
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
SwissProt
Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
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hairy roots containing RNAi constructs of HMM are deficient in (+)-pisatin biosynthesis, and accumulate 2,7,4'-trihydroxyisoflavanone, daidzein, isoformononetin, and liquiritigenin. Accumulation of compounds is consistent with the blockage of the synthesis of (+)-pisatin at the HI4'OMT catalyzed step resulting in the accumulation of liquiritigenin and 2,7,4'-trihydroxyisoflavanone and the diversion of the pathway to produce daidzein and isoformononetin
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
S-adenosyl-L-methionine + (+)-6a-hydroxymaackiain
S-adenosyl-L-homocysteine + (+)-pisatin
show the reaction diagram
S-adenosyl-L-methionine + (+)-maackiain
S-adenosyl-L-homocysteine + ?
show the reaction diagram
at 1.7% of the activity with daidzein, the enzyme also catalyzes the reaction of EC 2.1.1.150
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-
?
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
S-adenosyl-L-methionine + (+)-6a-hydroxymaackiain
S-adenosyl-L-homocysteine + (+)-pisatin
show the reaction diagram
additional information
?
-
O24529
in vivo reaction is 4'-O-methylation of isoflavones, in vitro reaction is 7-O-methylation
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0005 - 0.062
(+)-6a-hydroxymaackiain
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
197
(+)-6a-hydroxymaackiain
Medicago truncatula
Q29U70
pH 8.0, 30°C
13235
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
41000
x * 41000, SDS-PAGE, recombinant enzyme
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 41000, SDS-PAGE, recombinant enzyme
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
crystallized from a polyethylene glycol precipitant containing 2.5 mM of the reaction product S-adenosyl-L-homocysteine, 2.5 A resolution
homology modeling of the active sites of both HMM1 and HMM2 with substrate (+)-6a-hydroxymaackiain
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression in Escherichia coli
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
IOMT8 transcripts are rapidly induced following elicitation
Pisum sativum ssp. syriacum P665 shows constitutively an increased expression of the defense related genes as 6a-hydroxymaackiain methyltransferase. the hmm6 gene, encoding a 6a-hydroxymaackiain methyltransferase, is constitutively around 2 times more expressed in P665 than in Messire. After inoculation with Mycosphaerella pinodes this gene is overexpressed in both genotypes but more strongly in Messire. As a result this gene shows a similar level of expression in both genotypes after inoculation