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Literature summary extracted from

  • Tamura, K.; Seki, H.; Suzuki, H.; Kojoma, M.; Saito, K.; Muranaka, T.
    CYP716A179 functions as a triterpene C-28 oxidase in tissue-cultured stolons of Glycyrrhiza uralensis (2017), Plant Cell Rep., 36, 437-445 .
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.14.126 gene CYP716A179, DNA and amino acid sequence determination and analysis, phylogenetic analysis, quantitative real-time PCR enzyme analysis, recombinant expression in Saccharomyces cerevisiae results in production of oleanolic acid, ursolic acid, and betulinic acid from beta-amyrin, alpha-amyrin, and lupeol, respectively, galactose-inducible dual expression of Lotus japonicus CPR1 and CYP716A179 Glycyrrhiza uralensis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.14.126 alpha-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 Glycyrrhiza uralensis overall reaction ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
 ?
1.14.14.126 alpha-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 Glycyrrhiza uralensis 308-19 overall reaction ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
 ?
1.14.14.126 alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2 Glycyrrhiza uralensis
-
 uvaol + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2 Glycyrrhiza uralensis 308-19
-
 uvaol + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 Glycyrrhiza uralensis overall reaction oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
 ?
1.14.14.126 beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 Glycyrrhiza uralensis
-
 erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 Glycyrrhiza uralensis 308-19
-
 erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 betulin + [reduced NADPH-hemoprotein reductase] + O2 Glycyrrhiza uralensis
-
 betulinic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 betulinic aldehyde + [reduced NADPH-hemoprotein reductase] + O2 Glycyrrhiza uralensis
-
 betulinic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 erythrodiol + [reduced NADPH-hemoprotein reductase] + O2 Glycyrrhiza uralensis
-
 oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
 ?
1.14.14.126 lupeol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 Glycyrrhiza uralensis
-
 betulin + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
 ?
1.14.14.126 lupeol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 Glycyrrhiza uralensis overall reaction betulinic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
 ?
1.14.14.126 oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2 Glycyrrhiza uralensis
-
 oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2 Glycyrrhiza uralensis 308-19
-
 oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 ursolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2 Glycyrrhiza uralensis
-
 ursolic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 uvaol + [reduced NADPH-hemoprotein reductase] + O2 Glycyrrhiza uralensis
-
 ursolic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.14.14.126 Glycyrrhiza uralensis A0A1L7NXK5
-
-
1.14.14.126 Glycyrrhiza uralensis 308-19 A0A1L7NXK5
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.14.126 leaf
-
 Glycyrrhiza uralensis
-
1.14.14.126 additional information transcript level of CYP716A179 in leaves is lower than that in intact roots Glycyrrhiza uralensis
-
1.14.14.126 root
-
 Glycyrrhiza uralensis
-
1.14.14.126 stolon tissue-cultured stolons Glycyrrhiza uralensis
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.14.126 alpha-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 overall reaction Glycyrrhiza uralensis ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
 ?
1.14.14.126 alpha-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 overall reaction Glycyrrhiza uralensis 308-19 ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
 ?
1.14.14.126 alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
-
 Glycyrrhiza uralensis uvaol + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
-
 Glycyrrhiza uralensis 308-19 uvaol + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 overall reaction Glycyrrhiza uralensis oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
 ?
1.14.14.126 beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
-
 Glycyrrhiza uralensis erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
-
 Glycyrrhiza uralensis 308-19 erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 betulin + [reduced NADPH-hemoprotein reductase] + O2
-
 Glycyrrhiza uralensis betulinic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 betulinic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
-
 Glycyrrhiza uralensis betulinic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
-
 Glycyrrhiza uralensis oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
 ?
1.14.14.126 lupeol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
-
 Glycyrrhiza uralensis betulin + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
 ?
1.14.14.126 lupeol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 overall reaction Glycyrrhiza uralensis betulinic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
 ?
1.14.14.126 additional information the enzyme catalyzes a three-step oxidation reaction at the C-28 position of beta-amyrin, alpha-amyrin, and lupeol to produce oleanolic acid, ursolic acid, and betulinic acid, respectively Glycyrrhiza uralensis ?
-
 ?
1.14.14.126 additional information the enzyme catalyzes a three-step oxidation reaction at the C-28 position of beta-amyrin, alpha-amyrin, and lupeol to produce oleanolic acid, ursolic acid, and betulinic acid, respectively Glycyrrhiza uralensis 308-19 ?
-
 ?
1.14.14.126 oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
-
 Glycyrrhiza uralensis oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
-
 Glycyrrhiza uralensis 308-19 oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 ursolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
-
 Glycyrrhiza uralensis ursolic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?
1.14.14.126 uvaol + [reduced NADPH-hemoprotein reductase] + O2
-
 Glycyrrhiza uralensis ursolic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.14.14.126 CYP716A179
-
 Glycyrrhiza uralensis
1.14.14.126 triterpene C-28 oxidase
-
 Glycyrrhiza uralensis

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.14.126 cytochrome P450
-
 Glycyrrhiza uralensis
1.14.14.126 NADPH-hemoprotein reductase A flavoprotein containing both FMN and FAD. This enzyme catalyses the transfer of electrons from NADPH, an obligatory two-electron donor, to microsomal P-450 monooxygenases, EC 1.14.14._ Glycyrrhiza uralensis