KEGG   ENZYME: 1.14.14.89
Entry
EC 1.14.14.89               Enzyme                                 

Name
4'-methoxyisoflavone 2'-hydroxylase;
CYP81E1 (gene name);
CYP81E3 (gene name);
CYP81E7 (gene name);
isoflavone 2'-monooxygenase (ambiguous);
isoflavone 2'-hydroxylase (ambiguous)
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
Sysname
formononetin,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (2'-hydroxylating)
Reaction(IUBMB)
formononetin + [reduced NADPH---hemoprotein reductase] + O2 = 2'-hydroxyformononetin + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R06560]
Reaction(KEGG)
R06560
Substrate
formononetin [CPD:C00858];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
O2 [CPD:C00007]
Product
2'-hydroxyformononetin [CPD:C02920];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001]
Comment
A cytochrome P-450 (heme-thiolate) protein. Acts on isoflavones with a 4'-methoxy group, such as formononetin and biochanin A. Involved in the biosynthesis of the pterocarpin phytoalexins medicarpin and maackiain. EC 1.14.14.90, isoflavone 2'-hydroxylase, is less specific and acts on other isoflavones as well as 4'-methoxyisoflavones.
History
EC 1.14.14.89 created 1992 as EC 1.14.13.53, modified 2005, transferred 2018 to EC 1.14.14.89
Pathway
ec00943  Isoflavonoid biosynthesis
ec01100  Metabolic pathways
ec01110  Biosynthesis of secondary metabolites
Orthology
K13260  isoflavone/4'-methoxyisoflavone 2'-hydroxylase
Genes
CPAP: 110822377
CIT: 102624248
CIC: CICLE_v10025420mg
PVY: 116109383 116120583 116120646 116121581 116125665
MINC: 123198536 123198601 123198617 123198618 123198753 123198756 123203003
TCC: 18601853 18601857 18601860 18601861
GRA: 105763176 105789260
GHI: 107916731 107936806 107945765 107953970 107953971
GAB: 108470315 108476762
DZI: 111282012 111282131 111282224 111282978 111283036 111283932 111308417
EGR: 104420349
LJA: Lj0g3v0281229.2(Lj0g3v0281229.2) Lj2g3v1925640.1(Lj2g3v1925640.1) Lj4g3v0189840.1(Lj4g3v0189840.1) Lj4g3v0189850.1(Lj4g3v0189850.1)
POP: 18101164
SLY: 101250559
SPEN: 107011466
SOT: 102601877
NTA: 107782936
NSY: 104238470
NTO: 104120546
NAU: 109213256
OEU: 111367220
DCR: 108196113
 » show all
Reference
1
  Authors
Hinderer, W., Flentje, U. and Barz, W.
  Title
Microsomal isoflavone 2'-hydroxylases and 3'-hydroxylases from chickpea (Cicer arietinum L) cell-suspensions induced for pterocarpan phytoalexin formation.
  Journal
FEBS Lett 214:101-106 (1987)
Reference
2  [PMID:9790908]
  Authors
Akashi T, Aoki T, Ayabe S
  Title
CYP81E1, a cytochrome P450 cDNA of licorice (Glycyrrhiza echinata L.), encodes isoflavone 2'-hydroxylase.
  Journal
Biochem Biophys Res Commun 251:67-70 (1998)
DOI:10.1006/bbrc.1998.9414
  Sequence
Reference
3  [PMID:14617078]
  Authors
Liu CJ, Huhman D, Sumner LW, Dixon RA.
  Title
Regiospecific hydroxylation of isoflavones by cytochrome p450 81E enzymes from Medicago truncatula.
  Journal
Plant J 36:471-84 (2003)
DOI:10.1046/j.1365-313X.2003.01893.x
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.14.89
IUBMB Enzyme Nomenclature: 1.14.14.89
ExPASy - ENZYME nomenclature database: 1.14.14.89
BRENDA, the Enzyme Database: 1.14.14.89
CAS: 110183-49-8

DBGET integrated database retrieval system