KEGG   ORTHOLOGY: K13259
Entry
K13259                      KO                                     

Name
HI4OMT
Definition
2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase / isoflavone 4'-O-methyltransferase [EC:2.1.1.212 2.1.1.46]
Pathway
ko00943  Isoflavonoid biosynthesis
ko01100  Metabolic pathways
ko01110  Biosynthesis of secondary metabolites
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09110 Biosynthesis of other secondary metabolites
   00943 Isoflavonoid biosynthesis
    K13259  HI4OMT; 2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase / isoflavone 4'-O-methyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.1  Transferring one-carbon groups
   2.1.1  Methyltransferases
    2.1.1.46  isoflavone 4'-O-methyltransferase
     K13259  HI4OMT; 2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase / isoflavone 4'-O-methyltransferase
    2.1.1.212  2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase
     K13259  HI4OMT; 2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase / isoflavone 4'-O-methyltransferase
Other DBs
RN: R02931 R06564 R07722
GO: 0030746
Genes
GMX: 100807589 106795493
GSJ: 114374101 114374126
PVU: PHAVU_003G051600g
VRA: 106780380
VAR: 108341659
VUN: 114175643
CCAJ: 109816528
MTR: MTR_4g088190 MTR_4g088200
CAM: 101494507 101494823 101495151
LJA: Lj4g3v0484930.1(Lj4g3v0484930.1) Lj4g3v0485870.1(Lj4g3v0485870.1)
ADU: 107480758
AIP: 107631191
LANG: 109349376
AG: AAY18581(HI4'OMT) BAC58011(HI4'OMT) BAC58013(HI4'OMT)
 » show all
Reference
  Authors
Akashi T, Sawada Y, Shimada N, Sakurai N, Aoki T, Ayabe S
  Title
cDNA cloning and biochemical characterization of S-adenosyl-L-methionine: 2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase, a critical enzyme of the legume isoflavonoid phytoalexin pathway.
  Journal
Plant Cell Physiol 44:103-12 (2003)
DOI:10.1093/pcp/pcg034
  Sequence

KEGG   ENZYME: 2.1.1.212
Entry
EC 2.1.1.212                Enzyme                                 

Name
2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase;
SAM:2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase;
HI4'OMT;
HMM1;
MtIOMT5;
S-adenosyl-L-methionine:2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase
Class
Transferases;
Transferring one-carbon groups;
Methyltransferases
Sysname
S-adenosyl-L-methionine:2,4',7-trihydroxyisoflavanone 4'-O-methyltransferase
Reaction(IUBMB)
S-adenosyl-L-methionine + 2,4',7-trihydroxyisoflavanone = S-adenosyl-L-homocysteine + 2,7-dihydroxy-4'-methoxyisoflavanone [RN:R07722]
Reaction(KEGG)
R07722;
(other) R02931 R06564
Substrate
S-adenosyl-L-methionine [CPD:C00019];
2,4',7-trihydroxyisoflavanone [CPD:C15567]
Product
S-adenosyl-L-homocysteine [CPD:C00021];
2,7-dihydroxy-4'-methoxyisoflavanone [CPD:C16190]
Comment
Specifically methylates 2,4',7-trihydroxyisoflavanone on the 4'-position. No activity with isoflavones [2]. The enzyme is involved in formononetin biosynthesis in legumes [1]. The protein from pea (Pisum sativum) also methylates (+)-6a-hydroxymaackiain at the 3-position (cf. EC 2.1.1.270, (+)-6a-hydroxymaackiain 3-O-methyltransferase) [4].
History
EC 2.1.1.212 created 2011
Pathway
ec00943  Isoflavonoid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K13259  2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase / isoflavone 4'-O-methyltransferase
Genes
GMX: 100807589 106795493
GSJ: 114374101 114374126
PVU: PHAVU_003G051600g
VRA: 106780380
VAR: 108341659
VUN: 114175643
CCAJ: 109816528
MTR: MTR_4g088190 MTR_4g088200
CAM: 101494507 101494823 101495151
LJA: Lj4g3v0484930.1(Lj4g3v0484930.1) Lj4g3v0485870.1(Lj4g3v0485870.1)
ADU: 107480758
AIP: 107631191
LANG: 109349376
 » show all
Reference
1  [PMID:12610212]
  Authors
Akashi T, Sawada Y, Shimada N, Sakurai N, Aoki T, Ayabe S
  Title
cDNA cloning and biochemical characterization of S-adenosyl-L-methionine: 2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase, a critical enzyme of the legume isoflavonoid phytoalexin pathway.
  Journal
Plant Cell Physiol 44:103-12 (2003)
DOI:10.1093/pcp/pcg034
  Sequence
Reference
2  [PMID:17001495]
  Authors
Deavours BE, Liu CJ, Naoumkina MA, Tang Y, Farag MA, Sumner LW, Noel JP, Dixon RA
  Title
Functional analysis of members of the isoflavone and isoflavanone O-methyltransferase enzyme families from the model legume Medicago truncatula.
  Journal
Plant Mol Biol 62:715-33 (2006)
DOI:10.1007/s11103-006-9050-x
Reference
3  [PMID:17172354]
  Authors
Liu CJ, Deavours BE, Richard SB, Ferrer JL, Blount JW, Huhman D, Dixon RA, Noel JP
  Title
Structural basis for dual functionality of isoflavonoid O-methyltransferases in the evolution of plant defense responses.
  Journal
Plant Cell 18:3656-69 (2006)
DOI:10.1105/tpc.106.041376
  Sequence
Reference
4  [PMID:17067644]
  Authors
Akashi T, VanEtten HD, Sawada Y, Wasmann CC, Uchiyama H, Ayabe S
  Title
Catalytic specificity of pea O-methyltransferases suggests gene duplication for (+)-pisatin biosynthesis.
  Journal
Phytochemistry 67:2525-30 (2006)
DOI:10.1016/j.phytochem.2006.09.010
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 2.1.1.212
IUBMB Enzyme Nomenclature: 2.1.1.212
ExPASy - ENZYME nomenclature database: 2.1.1.212
BRENDA, the Enzyme Database: 2.1.1.212

KEGG   REACTION: R02931
Entry
R02931                      Reaction                               

Name
S-Adenosyl-L-methionine:isoflavone 4-O'-methyltransferase
Definition
S-Adenosyl-L-methionine + Genistein <=> S-Adenosyl-L-homocysteine + Biochanin A
Equation
Reaction class
RC00003  C00019_C00021
RC00392  C00814_C06563
Enzyme
Pathway
rn00943  Isoflavonoid biosynthesis
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Orthology
K13259  2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase / isoflavone 4'-O-methyltransferase [EC:2.1.1.212 2.1.1.46]

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