KEGG ENZYME: 1.14.14.115

ENZYME: 1.14.14.115

Entry

EC 1.14.14.115              Enzyme

Name

11-oxo-beta-amyrin 30-oxidase;
CYP72A;
CYP72A154;
11-oxo-beta-amyrin 30-monooxygenase

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

11-oxo-beta-amyrin,[reduced NADPH---hemoprotein reductase]:oxygen oxidoreductase (30-hydroxylating)

Reaction(IUBMB)

11-oxo-beta-amyrin + 3 O2 + 3 [reduced NADPH---hemoprotein reductase] = glycyrrhetinate + 3 [oxidized NADPH---hemoprotein reductase] + 4 H2O (overall reaction) [RN:R10316];
(1a) 11-oxo-beta-amyrin + O2 + [reduced NADPH---hemoprotein reductase] = 30-hydroxy-11-oxo-beta-amyrin + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R10313];
(1b) 30-hydroxy-11-oxo-beta-amyrin + O2 + [reduced NADPH---hemoprotein reductase] = glycyrrhetaldehyde + [oxidized NADPH---hemoprotein reductase] + 2 H2O [RN:R10314];
(1c) glycyrrhetaldehyde + O2 + [reduced NADPH---hemoprotein reductase] = glycyrrhetinate + [oxidized NADPH---hemoprotein reductase] + H2O [RN:R10315]

Reaction(KEGG)

R10313 R10314 R10315 R10316

Substrate

11-oxo-beta-amyrin [CPD:C19943];
O2 [CPD:C00007];
[reduced NADPH---hemoprotein reductase] [CPD:C03024];
30-hydroxy-11-oxo-beta-amyrin [CPD:C20510];
glycyrrhetaldehyde [CPD:C20511]

Product

glycyrrhetinate [CPD:C02283];
[oxidized NADPH---hemoprotein reductase] [CPD:C03161];
H2O [CPD:C00001];
30-hydroxy-11-oxo-beta-amyrin [CPD:C20510];
glycyrrhetaldehyde [CPD:C20511]

Comment

A cytochrome P-450 (heme-thiolate) protein. The enzyme from the plant Glycyrrhiza uralensis (licorice) is involved in the biosynthesis of the triterpenoid saponin glycyrrhizin. The enzyme from the plant Medicago truncatula can also hydroxylate beta-amyrin.

History

EC 1.14.14.115 created 2013 as EC 1.14.13.173, transferred 2018 to EC 1.14.14.115

Orthology

K17873

11-oxo-beta-amyrin 30-oxidase

Genes

GMX:	100781923 100790445 102667924

GSJ:	114376255 114386791 114416844

PVU:	PHAVU_005G0634001 PHAVU_011G161700g

VRA:	106762812 106780026 106780477

VAR:	108334287 108338792 108338865

VUN:	114168348 114169728 114169729 114185885

VUM:

124844782

CCAJ:

109795352 109798847 109798864 109813753

APRC:

113853697 113864694 113864769

MTR:	11410378 11411801 11415378 25487125

TPRA:

123894540 123894972 123894993

CAM:	101495615 101500151 101506810

PSAT:

127075638 127075642

VVO:	131618521 131635069

LJA:	Lj0g3v0329019.1(Lj0g3v0329019.1) Lj6g3v0920050.3(Lj6g3v0920050.3)

ADU:	107459746 107459880 107476421 107485529

AIP:	107613581 107618986 107629316

AHF:	112703474 112703487 112736390 112772325 112776928 112784743 112797321

LANG:

109354704

» show all

Reference

1 [PMID:22128119]

Authors

Seki H, Sawai S, Ohyama K, Mizutani M, Ohnishi T, Sudo H, Fukushima EO, Akashi T, Aoki T, Saito K, Muranaka T

Title

Triterpene functional genomics in licorice for identification of CYP72A154 involved in the biosynthesis of glycyrrhizin.

Journal

Plant Cell 23:4112-23 (2011)
DOI:10.1105/tpc.110.082685

Sequence

[ag:BAL45207]

Other DBs

ExplorEnz - The Enzyme Database:

1.14.14.115

IUBMB Enzyme Nomenclature:

1.14.14.115

ExPASy - ENZYME nomenclature database:

1.14.14.115

BRENDA, the Enzyme Database:

1.14.14.115

DBGET integrated database retrieval system