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Literature summary extracted from

  • Istiandari, P.; Yasumoto, S.; Srisawat, P.; Tamura, K.; Chikugo, A.; Suzuki, H.; Seki, H.; Fukushima, E.O.; Muranaka, T.
    Comparative analysis of NADPH-cytochrome P450 reductases from legumes for heterologous production of triterpenoids in transgenic Saccharomyces cerevisiae (2021), Front. Plant Sci., 12, 762546.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.14.14.115 expression in Saccharomyces cerevisiae Glycyrrhiza uralensis
1.14.14.115 expression in Saccharomyces cerevisiae Medicago truncatula
1.14.14.152 gene CYP88D6, library construction, DNA and amino acid sequence determination and analysis, phylogenetic analysis, recombinant expression in Saccharomyces cerevisiae strains NVSc1 and PSIII Glycyrrhiza uralensis

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
1.14.14.152 Fe2+ in the cytochrome P450 heme Glycyrrhiza uralensis

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.14.115 11-oxo-beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase] Glycyrrhiza uralensis
-
30-hydroxy-11-oxo-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
1.14.14.115 11-oxo-beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase] Medicago truncatula
-
30-hydroxy-11-oxo-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
1.14.14.152 11alpha-hydroxy-beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 Glycyrrhiza uralensis
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11-oxo-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
?
1.14.14.152 beta-amyrin + 2 [reduced NADPH-hemoprotein reductase] + 2 O2 Glycyrrhiza uralensis overall reaction 11-oxo-beta-amyrin + 2 [oxidized NADPH-hemoprotein reductase] + 3 H2O
-
?
1.14.14.152 beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2 Glycyrrhiza uralensis
-
11alpha-hydroxy-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
1.14.14.152 additional information Glycyrrhiza uralensis cytochrome P450 monooxygenases (CYPs) require the electrons that are transferred by NADPH-cytochrome P450 reductase (CPR). Plants possess two main CPR classes, class I and class II. CPR classes I and II are responsible for primary and specialized (secondary) metabolism, respectively ?
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.14.14.115 Glycyrrhiza uralensis H1A988
-
-
1.14.14.115 Medicago truncatula H1A981
-
-
1.14.14.152 Glycyrrhiza uralensis B5BSX1 Glycyrrhiza shiheziensis
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Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.14.115 11-oxo-beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase]
-
Glycyrrhiza uralensis 30-hydroxy-11-oxo-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
1.14.14.115 11-oxo-beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase]
-
Medicago truncatula 30-hydroxy-11-oxo-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
1.14.14.152 11alpha-hydroxy-beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
-
Glycyrrhiza uralensis 11-oxo-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
?
1.14.14.152 beta-amyrin + 2 [reduced NADPH-hemoprotein reductase] + 2 O2 overall reaction Glycyrrhiza uralensis 11-oxo-beta-amyrin + 2 [oxidized NADPH-hemoprotein reductase] + 3 H2O
-
?
1.14.14.152 beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
-
Glycyrrhiza uralensis 11alpha-hydroxy-beta-amyrin + [oxidized NADPH-hemoprotein reductase] + H2O
-
?
1.14.14.152 additional information cytochrome P450 monooxygenases (CYPs) require the electrons that are transferred by NADPH-cytochrome P450 reductase (CPR). Plants possess two main CPR classes, class I and class II. CPR classes I and II are responsible for primary and specialized (secondary) metabolism, respectively Glycyrrhiza uralensis ?
-
?

Synonyms

EC Number Synonyms Comment Organism
1.14.14.115 GuCYP72A154
-
Glycyrrhiza uralensis
1.14.14.115 MtCYP72A63
-
Medicago truncatula
1.14.14.152 CYP88D6
-
Glycyrrhiza uralensis
1.14.14.152 GuCYP88D6
-
Glycyrrhiza uralensis

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.14.152 cytochrome P450
-
Glycyrrhiza uralensis
1.14.14.152 heme
-
Glycyrrhiza uralensis
1.14.14.152 additional information cytochrome P450 monooxygenases (CYPs) require the electrons that are transferred by NADPH-cytochrome P450 reductase (CPR). Plants possess two main CPR classes, class I and class II. CPR classes I and II (EC 1.6.2.4) are responsible for primary and specialized (secondary) metabolism, respectively. CPR-Is are constitutively expressed with lower and more stable expression levels. In contrast, CPR-IIs generally have higher expression levels than CPR-Is, which varies depending on tissues and treatments. Calculation of the Pearson's correlation coefficients (PCCs) values of different CPR classes in combination with CYP families 716A, 72A, and 93E from three legume species, in addition to CYP88D6 from Glycyrrhiza uralensis. CYPs show reference toward a certain CPR class when recombinantly coexpressed in yeast, overview. CYP88D6 from Glycyrrhiza uralensis prefers GuCPR-II (GuCPR2) before GuCPR-I (GuCPR1). Possible iImprovment of triterpenoid production using an engineered yeast. Coexpressing GuCYP88D6 with class II GuCPR in the yeast PSIII strain shows the highest conversion of beta-amyrin into 11-oxo beta-amyrin, as compared to the other CPRs tested Glycyrrhiza uralensis

General Information

EC Number General Information Comment Organism
1.14.14.152 physiological function enzyme GuCYP88D6 catalyzes the two-step oxidation at the C-11 position of beta-amyrin to produce 11-oxo beta-amyrin Glycyrrhiza uralensis