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Literature summary extracted from

  • Otani, K.; Takahashi, T.; Furuya, T.; Ayabe, S.
    Licodione synthase, a cytochrome P450 monooxygenase catalyzing 2-hydroxylation of 5-deoxyflavanone, in cultured Glycyrrhiza echinata L. cells (1994), Plant Physiol., 105, 1427-1432.
    View publication on PubMedView publication on EuropePMC

Activating Compound

EC Number Activating Compound Comment Organism Structure
1.14.14.162 additional information yeast extract induces LS activity Glycyrrhiza echinata

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.14.162 Ancymidol 0.001 mM: 33% inhibition, 0.01 mM: 68% inhibition, 0.1 mM: 81% inhibition Glycyrrhiza echinata
1.14.14.162 ketoconazole 0.001 mM: 44% inhibition, 0.01 mM: 86% inhibition, 0.1 mM: 72% inhibition Glycyrrhiza echinata
1.14.14.162 Metyrapone 0.001 mM: 23% inhibition, 0.01 mM: 57% inhibition, 0.1 mM: 74% inhibition Glycyrrhiza echinata

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
1.14.14.162 microsome
-
 Glycyrrhiza echinata
-
-

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.14.162 additional information Glycyrrhiza echinata involved in flavonoid biosynthesis, may play a role symbiotic plant-microbe interactions ?
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.14.162 Glycyrrhiza echinata
-
-
-

Reaction

EC Number Reaction Comment Organism Reaction ID
1.14.14.162 a flavanone + [reduced NADPH-hemoprotein reductase] + O2 = a 2-hydroxyflavanone + [oxidized NADPH-hemoprotein reductase] + H2O a heme-thiolate protein, P-450, it probably forms 2-hydroxyliquiritigenin which spontaneously forms licodione, NADH can act instead of NADPH, but more slowly, reaction mechanism Glycyrrhiza echinata
a

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.14.162 cell suspension culture yeast extract-induced Glycyrrhiza echinata
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.14.162 (2S)-liquiritigenin + [reduced NADPH-hemoprotein reductase] + O2 requires NAD(P)H and O2 for activity, the reaction mechanism is likely to be 2-hydroxylation of the flavanone molecule to yield 2-hydroxyliquiritigenin and the subsequent hemiacetal opening to give licodione, introduces one atom of oxygen into the substrate, NADH serves as hydride donor less effectively than NADPH Glycyrrhiza echinata licodione + [oxidized NADPH-hemoprotein reductase] + H2O i.e. 1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1,3-propanedione ?
1.14.14.162 (2S)-liquiritigenin + [reduced NADPH-hemoprotein reductase] + O2 requires NAD(P)H and O2 for activity, the reaction mechanism is likely to be 2-hydroxylation of the flavanone molecule to yield 2-hydroxyliquiritigenin and the subsequent hemiacetal opening to give licodione, introduces one atom of oxygen into the substrate, NADPH serves as hydride donor more effectively than NADH Glycyrrhiza echinata licodione + [oxidized NADPH-hemoprotein reductase] + H2O i.e. 1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-1,3-propanedione ?
1.14.14.162 (2S)-naringenin + [reduced NADPH-hemoprotein reductase] + O2
-
 Glycyrrhiza echinata 2-hydroxynaringenin + [oxidized NADPH-hemoprotein reductase] + H2O the product is further converted into apigenin when treated with acid ?
1.14.14.162 additional information involved in flavonoid biosynthesis, may play a role symbiotic plant-microbe interactions Glycyrrhiza echinata ?
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.14.162 LS
-
 Glycyrrhiza echinata
1.14.14.162 More LS is likely to be identical with flavone synthase II from soybean Glycyrrhiza echinata

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.14.14.162 25
-
 assay at Glycyrrhiza echinata

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.14.162 cytochrome P450 cytochrome P450-dependent, cytochrome P450 monooxygenase Glycyrrhiza echinata