KEGG   ENZYME: 1.14.14.115Help
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
BRITE hierarchy
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)
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
MTR: MTR_8g042000 MTR_8g042020 MTR_8g042040 MTR_8g042060
CAM: 101495615
Taxonomy
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
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

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