KEGG ENZYME: 1.1.1.348

ENZYME: 1.1.1.348

Entry

EC 1.1.1.348                Enzyme

Name

(3R)-2'-hydroxyisoflavanone reductase;
vestitone reductase;
pterocarpin synthase (incorrect);
pterocarpan synthase (incorrect)

Class

Oxidoreductases;
Acting on the CH-OH group of donors;
With NAD+ or NADP+ as acceptor

Sysname

(3R)-2'-hydroxyisoflavanone:NADP+ 4-oxidoreductase

Reaction(IUBMB)

a (4R)-4,2'-dihydroxyisoflavan + NADP+ = a (3R)-2'-hydroxyisoflavanone + NADPH + H+ [RN:R11877]

Reaction(KEGG)

R11877 > R07737

Substrate

(4R)-4,2'-dihydroxyisoflavan [CPD:C21738];
NADP+ [CPD:C00006]

Product

(3R)-2'-hydroxyisoflavanone [CPD:C21739];
NADPH [CPD:C00005];
H+ [CPD:C00080]

Comment

This plant enzyme participates in the biosynthesis of the pterocarpan phytoalexins medicarpin, maackiain, and several forms of glyceollin. The enzyme has a strict stereo specificity for the 3R-isoflavanones.

History

EC 1.1.1.348 created 1992 as EC 1.1.1.246, part transferred 2013 to EC 1.1.1.348

Pathway

ec00943

Isoflavonoid biosynthesis

ec01100

Metabolic pathways

ec01110

Biosynthesis of secondary metabolites

Orthology

K13265

vestitone reductase

Genes

GMX:	100194416 100793687 100794209 547660

GSJ:	114394465 114394525 114425491 114425668

PVU:	PHAVU_008G076600g PHAVU_008G076700g

VRA:	106779595 106779598

VAR:	108327832 108328041

VUN:	114183399 114184905

VUM:	124826905 124835625

CCAJ:

109802944

APRC:

113866729

MTR:

11435356

TPRA:

123889339 123892808

CAM:

101514431

PSAT:

127127236

VVO:

131612054

LJA:	Lj6g3v0294050.1(Lj6g3v0294050.1)

ADU:	107472037 107485391

AIP:	107624299 107638006

AHF:	112716970 112740569 112784826 112794395

» show all

Reference

Authors

Bless, W. and Barz, W.

Title

Isolation of pterocarpan synthase, the terminal enzyme of pterocarpan phytoalexin biosynthesis in cell-suspension cultures of Cicer arietinum.

Journal

FEBS Lett 235:47-50 (1988)

Reference

2 [PMID:8071365]

Authors

Guo L, Dixon RA, Paiva NL.

Title

Conversion of vestitone to medicarpin in alfalfa (Medicago sativa L.) is catalyzed by two independent enzymes. Identification, purification, and characterization of vestitone reductase and 7,2'-dihydroxy-4'-methoxyisoflavanol dehydratase.

Journal

J Biol Chem 269:22372-8 (1994)

Sequence

[ag:AAB41550]

Reference

3 [PMID:7805842]

Authors

Guo L, Dixon RA, Paiva NL

Title

The 'pterocarpan synthase' of alfalfa: association and co-induction of vestitone reductase and 7,2'-dihydroxy-4'-methoxy-isoflavanol (DMI) dehydratase, the two final enzymes in medicarpin biosynthesis.

Journal

FEBS Lett 356:221-5 (1994)
DOI:10.1016/0014-5793(94)01267-9

Sequence

[ag:AAB41550]

Reference

4 [PMID:7625843]

Authors

Guo L, Paiva NL

Title

Molecular cloning and expression of alfalfa (Medicago sativa L.) vestitone reductase, the penultimate enzyme in medicarpin biosynthesis.

Journal

Arch Biochem Biophys 320:353-60 (1995)
DOI:10.1016/0003-9861(95)90019-5