Cloned (Comment) | Organism |
---|---|
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 | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
alpha-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 | Glycyrrhiza uralensis | overall reaction | ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O | - |
? | |
alpha-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 | Glycyrrhiza uralensis 308-19 | overall reaction | ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O | - |
? | |
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2 | Glycyrrhiza uralensis | - |
uvaol + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2 | Glycyrrhiza uralensis 308-19 | - |
uvaol + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 | Glycyrrhiza uralensis | overall reaction | oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O | - |
? | |
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 | Glycyrrhiza uralensis | - |
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 | Glycyrrhiza uralensis 308-19 | - |
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
betulin + [reduced NADPH-hemoprotein reductase] + O2 | Glycyrrhiza uralensis | - |
betulinic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
betulinic aldehyde + [reduced NADPH-hemoprotein reductase] + O2 | Glycyrrhiza uralensis | - |
betulinic acid + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
erythrodiol + [reduced NADPH-hemoprotein reductase] + O2 | Glycyrrhiza uralensis | - |
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O | - |
? | |
lupeol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 | Glycyrrhiza uralensis | - |
betulin + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O | - |
? | |
lupeol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 | Glycyrrhiza uralensis | overall reaction | betulinic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O | - |
? | |
oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2 | Glycyrrhiza uralensis | - |
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2 | Glycyrrhiza uralensis 308-19 | - |
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
ursolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2 | Glycyrrhiza uralensis | - |
ursolic acid + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
uvaol + [reduced NADPH-hemoprotein reductase] + O2 | Glycyrrhiza uralensis | - |
ursolic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Glycyrrhiza uralensis | A0A1L7NXK5 | - |
- |
Glycyrrhiza uralensis 308-19 | A0A1L7NXK5 | - |
- |
Source Tissue | Comment | Organism | Textmining |
---|---|---|---|
leaf | - |
Glycyrrhiza uralensis | - |
additional information | transcript level of CYP716A179 in leaves is lower than that in intact roots | Glycyrrhiza uralensis | - |
root | - |
Glycyrrhiza uralensis | - |
stolon | tissue-cultured stolons | Glycyrrhiza uralensis | - |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
alpha-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 | overall reaction | Glycyrrhiza uralensis | ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O | - |
? | |
alpha-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 | overall reaction | Glycyrrhiza uralensis 308-19 | ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O | - |
? | |
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2 | - |
Glycyrrhiza uralensis | uvaol + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2 | - |
Glycyrrhiza uralensis 308-19 | uvaol + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 | overall reaction | Glycyrrhiza uralensis | oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O | - |
? | |
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 | - |
Glycyrrhiza uralensis | erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 | - |
Glycyrrhiza uralensis 308-19 | erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
betulin + [reduced NADPH-hemoprotein reductase] + O2 | - |
Glycyrrhiza uralensis | betulinic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
betulinic aldehyde + [reduced NADPH-hemoprotein reductase] + O2 | - |
Glycyrrhiza uralensis | betulinic acid + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
erythrodiol + [reduced NADPH-hemoprotein reductase] + O2 | - |
Glycyrrhiza uralensis | oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O | - |
? | |
lupeol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 | - |
Glycyrrhiza uralensis | betulin + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O | - |
? | |
lupeol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2 | overall reaction | Glycyrrhiza uralensis | betulinic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O | - |
? | |
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 | ? | - |
? | |
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 | ? | - |
? | |
oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2 | - |
Glycyrrhiza uralensis | oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2 | - |
Glycyrrhiza uralensis 308-19 | oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
ursolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2 | - |
Glycyrrhiza uralensis | ursolic acid + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? | |
uvaol + [reduced NADPH-hemoprotein reductase] + O2 | - |
Glycyrrhiza uralensis | ursolic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O | - |
? |
Synonyms | Comment | Organism |
---|---|---|
CYP716A179 | - |
Glycyrrhiza uralensis |
triterpene C-28 oxidase | - |
Glycyrrhiza uralensis |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
cytochrome P450 | - |
Glycyrrhiza uralensis | |
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 |