MetaCyc Reaction:

Superclasses: Reactions Classified By Conversion Type Simple Reactions Chemical Reactions
Reactions Classified By Substrate Small-Molecule Reactions

EC Number:

Enzymes and Genes:

Glycyrrhiza echinata : 2,7,4'-trihydroxyisoflavanone-4'-O-methyltransferase Inferred from experiment Traceable author statement to experimental support : HI4'OMT
Lotus japonicus : 2,7,4'-trihydroxyisoflavanone-4'-O-methyltransferase Traceable author statement to experimental support Inferred from experiment : HI4'OMT

In Pathway: formononetin biosynthesis

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the direction in which it was curated.

Most BioCyc compounds have been protonated to a reference pH value of 7.3, and some reactions have been computationally balanced for hydrogen by adding free protons. Please see the PGDB Concepts Guide for more information.

Mass balance status: Balanced.

Enzyme Commission Primary Name: 2,7,4′-trihydroxyisoflavanone 4′-O-methyltransferase

Enzyme Commission Synonyms: SAM:2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase, HI4'OMT, HMM1, MtIOMT5, S-adenosyl-L-methionine:2,7,4'-trihydroxyisoflavanone 4'-O-methyltransferase

Standard Gibbs Free Energy (ΔrG in kcal/mol): -4.360016 Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
Specifically methylates 2,4',7-trihydroxyisoflavanone on the 4'-position. No activity with isoflavones [Deavours06]. The enzyme is involved in formononetin biosynthesis in legumes [Akashi03]. The protein from pea (Pisum sativum) also methylates (+)-6a-hydroxymaackiain at the 3-position (cf. EC, (+)-6a-hydroxymaackiain 3-O-methyltransferase) [Akashi06].

Citations: [Liu06c]

Gene-Reaction Schematic: ?

Gene-Reaction Schematic

Unification Links: KEGG:R07722 , Rhea:31374

Relationship Links: BRENDA:EC: , ENZYME:EC: , IUBMB-ExplorEnz:EC:

Revised 24-Jun-2011 by Caspi R , SRI International


Akashi03: Akashi T, Sawada Y, Shimada N, Sakurai N, Aoki T, Ayabe S (2003). "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." Plant Cell Physiol 44(2);103-12. PMID: 12610212

Akashi06: Akashi T, VanEtten HD, Sawada Y, Wasmann CC, Uchiyama H, Ayabe S (2006). "Catalytic specificity of pea O-methyltransferases suggests gene duplication for (+)-pisatin biosynthesis." Phytochemistry 67(23);2525-30. PMID: 17067644

Deavours06: Deavours BE, Liu CJ, Naoumkina MA, Tang Y, Farag MA, Sumner LW, Noel JP, Dixon RA (2006). "Functional analysis of members of the isoflavone and isoflavanone O-methyltransferase enzyme families from the model legume Medicago truncatula." Plant Mol Biol 62(4-5);715-33. PMID: 17001495

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Liu06c: Liu CJ, Deavours BE, Richard SB, Ferrer JL, Blount JW, Huhman D, Dixon RA, Noel JP (2006). "Structural basis for dual functionality of isoflavonoid O-methyltransferases in the evolution of plant defense responses." Plant Cell 18(12);3656-69. PMID: 17172354

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Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 19.0 on Wed Oct 7, 2015, BIOCYC14A.