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Literature summary for 1.14.14.126 extracted from

  • Andre, C.; Legay, S.; Deleruelle, A.; Nieuwenhuizen, N.; Punter, M.; Brendolise, C.; Cooney, J.; Lateur, M.; Hausman, J.; Larondelle, Y.; Laing, W.
    Multifunctional oxidosqualene cyclases and cytochrome P450 involved in the biosynthesis of apple fruit triterpenic acids (2016), New Phytol., 211, 1279-1294 .
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.14.14.126

Cloned(Commentary)

Cloned (Comment) Organism
gene CYP716A175, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis, quantitative real-time PCR expression analysis, transient recombinant expression in Nicotiana benthamiana using the transformation method via Agrobacterium tumefaciens strain GV3101. The higher oxidizing efficiency of CYP716A175 for lupeol and beta-amyrin compared with germanicol preferentially drives the whole reaction chain to the production of betulinate and oleanolate rather than morolic acid. Transient expression in Saccharomyces cerevisiae shows the presence of the intermediate erythrodiol in addition to oleanolate, but not of oleanolic aldehyde. Sequential three-step oxidation reaction leading to oleanolate, low efficiency of CYP716A75 to oxidize erythrodiol in yeast Malus domestica

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
alpha-amyrin + 3 O2 + 3 NADPH + 3 H+ Malus domestica overall reaction ursolate + 3 NADP+ + 4 H2O
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 ?
beta-amyrin + 3 O2 + 3 NADPH + 3 H+ Malus domestica overall reaction oleanolate + 3 NADP+ + 4 H2O
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 ?
germanicol + 3 O2 + 3 NADPH + 3 H+ Malus domestica overall reaction morolate + 3 NADP+ + 4 H2O
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 ?
lupeol + 3 O2 + 3 NADPH + 3 H+ Malus domestica overall reaction betulinate + 3 NADP+ + 4 H2O
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 ?
additional information Malus domestica CYP716A175 catalyses the C-28 oxidation of alpha-amyrin, beta-amyrin, lupeol and germanicol, producing ursolic acid, oleanolic acid, betulinic acid, and putatively morolic acid. CYP716A175 catalyses the three-step oxidation of triterpene backbones at the C-28 position ?
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 ?

Organism

Organism UniProt Comment Textmining
Malus domestica EB148173
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Source Tissue

Source Tissue Comment Organism Textmining
additional information gene expression pattern analysis of CYP716A175 in 20 apple cultivars Malus domestica
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
alpha-amyrin + 3 O2 + 3 NADPH + 3 H+ overall reaction Malus domestica ursolate + 3 NADP+ + 4 H2O
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 ?
beta-amyrin + 3 O2 + 3 NADPH + 3 H+ overall reaction Malus domestica oleanolate + 3 NADP+ + 4 H2O
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 ?
germanicol + 3 O2 + 3 NADPH + 3 H+ overall reaction Malus domestica morolate + 3 NADP+ + 4 H2O
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 ?
lupeol + 3 O2 + 3 NADPH + 3 H+ overall reaction Malus domestica betulinate + 3 NADP+ + 4 H2O
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 ?
additional information CYP716A175 catalyses the C-28 oxidation of alpha-amyrin, beta-amyrin, lupeol and germanicol, producing ursolic acid, oleanolic acid, betulinic acid, and putatively morolic acid. CYP716A175 catalyses the three-step oxidation of triterpene backbones at the C-28 position Malus domestica ?
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 ?
additional information CYP716A175 catalyses the three-step oxidation of triterpene backbones at the C-28 position. CYP716A175 has a similar oxidizing capacity for the triterpene scaffold alpha-amyrin, beta-amyrin, and lupeol but not for germanicol Malus domestica ?
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 ?

Synonyms

Synonyms Comment Organism
C-28 oxidase
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 Malus domestica
CYP716A175
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 Malus domestica
multifunctional P450
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 Malus domestica
triterpene monooxygenase
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 Malus domestica

Cofactor

Cofactor Comment Organism Structure
cytochrome P450
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 Malus domestica

General Information

General Information Comment Organism
evolution CYP716A175 is clearly grouped with the CYP716A subfamily. Expression patterns of triterpene-related genes in different apple cultivars, overview Malus domestica