Isoflavonoid biosynthesis

Inpath 1:

LIQUIRITIGENIN;4',7-DIHYDROXYFLAVANONE

Inpath 1 - Reaction 1:

FLAVANONE,2-OXOGLUTARATE: OXYGEN OXIDOREDUCTASE (DEHYDRATING)

Inpath 1 - Reaction 2:

LIQUIRITIGENIN, [REDUCED NADPH---HEMOPROTEIN REDUCTASE]: OXYGEN

OXIDOREDUCTASE (7,4'-DIHYDROXYFLAVONE-FORMING)
Outpath 1

7,4'-DIHYDROXYFLAVONE

Inpath 1 - Reaction 3

LIQUIRITIGENIN, [REDUCED NADPH---HEMOPROTEIN REDUCTASE]: OXYGEN

OXIDOREDUCTASE (HYDROXYLATING, ARYL MIGRATION)
Inpath: 1.1

2,7,4'-TRIHYDROXYISOFLAVANONE;
2,4',7-TRIHYDROXYISOFLAVANONE

Inpath 1.1 – Reacción 1:

2,7,4'-TRIHYDROXYISOFLAVANONE HYDRO-LYASE (DAIDZEIN-FORMING)

Inpath 1.1.1:

DAIDZEIN
Inpath 1.1.1 – Reaction 1:

S-ADENOSYL-L-METHIONINE: HYDROXYISOFLAVONE 7-O-METHYLTRANSFERASE

Outpath 1.1:

ISOFORMONONETIN;
4'-HYDROXY-7-METHOXYISOFLAVONE
Inpath 1.1 – Reaction 1:

S-ADENOSYL-L-METHIONINE: HYDROXYISOFLAVONE 7-O-METHYLTRANSFERASE

Impath 1.1.2:

2,7-DIHYDROXY-4'-METHOXYISOFLAVANONE
 Inpath 1 – Reaction 4:

LIQUIRITIGENIN + NADPH + H+ + OXYGEN <=> 6,7,4'-TRIHYDROXYFLAVANONE + NADP+ + H2O

Inpath 1.2:

6,7,4'-TRIHYDROXYFLAVANONE
Inpath 1.2 – Reaction 1:

6,7,4'-TRIHYDROXYFLAVANONE, [REDUCED NADPH---HEMOPROTEIN REDUCTASE]:

OXYGEN OXIDOREDUCTASE (HYDROXYLATING, ARYL MIGRATION)

Impath 1.2.1:

2,6,7,4'-TETRAHYDROXYISOFLAVANONE
Inpath 2:

NARINGENIN; 4',5,7-TRIHYDROXYFLAVANONE;
(2S)-NARINGENIN; (-) -(2S)-NARINGENIN

Impath 2 – Reaction 1:

FLAVANONE,2-OXOGLUTARATE: OXYGEN OXIDOREDUCTASE (DEHYDRATING)

Impath 2 – Reaction 2:

NARINGENIN, [REDUCED NADPH---HEMOPROTEIN REDUCTASE]: OXYGEN

OXIDOREDUCTASE (APIGENIN-FORMING)

Outpath 2:

APIGENIN; 4',5,7-TRIHYDROXYFLAVONE;
5,7,4'-TRIHYDROXYFLAVONE
 SALIDA 1
REACCIÓN 1.1
SALIDA 1

REACCIÓN 2

SALIDA 2
SALIDA 3

REACCIÓN 3

SALIDA 4
REACCIÓN 4.1

REACCIÓN 4.2

REACCIÓN 5
REACCIÓN 5.1

REACCIÓN 6

REACCIÓN 7
REACCIÓN 7.1

REACCIÓN 7.2

REACCIÓN 7.7.1
REACCIÓN QUE DERIVA DE LA 7.7.1

REACCIÓN 8

REACCIÓN 9
 Formononetin

VIA 4
REACCION 1
isoflavone 3'-hydroxylase 

formononetin oxygen oxidoreductase (3'-hydroxylating)

REACCION
Isoflavonoid
biosynthesis
Biosynthesis of secondary
metabolites
 Oxigen oxidoreductase

REACCION

isoflavone/4'-methoxyisoflavone 2'-hydroxylase

pseudobaptigenin,:oxygen oxidoreductase (2'-hydroxylating)

VIA 1

REACCION
  2'-hydroxyisoflavone
reductase 
(+)-sophorol
REACCION
(+)-6a-hydroxymaackiain 3-O-methyltransferase

(+)-6a-hydroxymaackiain 3-O-methyltransferase

VIA 2

REACCION

2'-hydroxyisoflavone reductase 
 (-)-sophorol:NADP+ oxidoreductase

REACCION

isoflavone 7-O-glucosyltransferase
 isoflavone 7-O-beta-D-glucosyltransferase

REACCION
isoflavone 7-O-glucoside-6''-O-malonyltransferase 

pterocarpan-7-O-beta-D-glucoside 6''-O-malonyltransferase