Information on EC 1.14.13.201 - beta-amyrin 28-monooxygenase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
1.14.13.201
tranferred to EC 1.14.14.126
RECOMMENDED NAME
GeneOntology No.
beta-amyrin 28-monooxygenase
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
ginsenoside metabolism
-
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
collected from Tonggubao Village, Machi Town, Changyang County, Hubei Province of China in May of 2014
UniProt
Manually annotated by BRENDA team
-
A0A1L7NXK5
UniProt
Manually annotated by BRENDA team
-
A0A1L7NXK5
UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
the enzyme belongs to the CYP716A subfamily of cytochrome P450 monooxygenases; the enzyme belongs to the CYP716A subfamily of cytochrome P450 monooxygenases
metabolism
physiological function
additional information
enzyme CYP716A253 contains conserved amino acid motifs characteristic of bona fide CYP450s includig the highly conserved heme-binding motif FxxGxRxCxG at the C-terminal end, an EXXR.-.R motif (ERR triad) that maintains protein tertiary structure and positioning of the heme pocket, an A/GGXD/ET motif that participates in oxygen binding and activation, and a proline-rich and a hydrophobic regions at the N-terminal end
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
alpha-amyrin + 3 NADPH + 3 H+ + 3 O2
ursolic acid + 3 NADP+ + 4 H2O
show the reaction diagram
A0A1L7NXK5
overall reaction
-
-
?
alpha-amyrin + NADPH + H+ + O2
uvaol + NADP+ + H2O
show the reaction diagram
A0A1L7NXK5
-
-
-
?
beta-amyrin + 3 NADPH + 3 H+ + 3 O2
oleanolate + 3 NADP+ + 4 H2O
show the reaction diagram
beta-amyrin + NADPH + H+ + O2
erythrodiol + NADP+ + H2O
show the reaction diagram
beta-amyrin + NADPH + O2
maniladiol + NADP+ + H2O
show the reaction diagram
hydroxylation at C-16beta
-
-
?
beta-amyrin + NADPH + O2
oleanolic acid + NADP+ + H2O
show the reaction diagram
hydroxylation at C-28
-
-
?
betulin + NADPH + H+ + O2
betulinic aldehyde + NADP+ + H2O
show the reaction diagram
A0A1L7NXK5
-
-
-
?
betulinic aldehyde + NADPH + H+ + O2
betulinic acid + NADP+ + H2O
show the reaction diagram
A0A1L7NXK5
-
-
-
?
erythrodiol + NADPH + H+ + O2
oleanolate + NADP+ + H2O
show the reaction diagram
-
-
-
?
erythrodiol + NADPH + H+ + O2
oleanolic aldehyde + NADP+ + 2 H2O
show the reaction diagram
lupeol + 3 NADPH + 3 H+ + 3 O2
betulin + 3 NADP+ + 4 H2O
show the reaction diagram
A0A1L7NXK5
-
-
-
?
lupeol + 3 NADPH + 3 H+ + 3 O2
betulinic acid+ 3 NADP+ + 4 H2O
show the reaction diagram
A0A1L7NXK5
overall reaction
-
-
?
maniladiol + NADPH + O2
cochalic acid + NADP+ + H2O
show the reaction diagram
oleanolic acid + NADPH + O2
cochalic acid + NADP+ + H2O
show the reaction diagram
hydroxylation at C-16beta, reaction of EC 1.14.13.173
-
-
?
oleanolic aldehyde + NADPH + H+ + O2
oleanolate + NADP+ + H2O
show the reaction diagram
urosolic aldehyde + NADPH + H+ + O2
ursolic acid + NADP+ + H2O
show the reaction diagram
A0A1L7NXK5
-
-
-
?
uvaol + NADPH + H+ + O2
urosolic aldehyde + NADP+ + H2O
show the reaction diagram
A0A1L7NXK5
-
-
-
?
additional information
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-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
alpha-amyrin + 3 NADPH + 3 H+ + 3 O2
ursolic acid + 3 NADP+ + 4 H2O
show the reaction diagram
A0A1L7NXK5
overall reaction
-
-
?
alpha-amyrin + NADPH + H+ + O2
uvaol + NADP+ + H2O
show the reaction diagram
A0A1L7NXK5
-
-
-
?
beta-amyrin + 3 NADPH + 3 H+ + 3 O2
oleanolate + 3 NADP+ + 4 H2O
show the reaction diagram
beta-amyrin + NADPH + H+ + O2
erythrodiol + NADP+ + H2O
show the reaction diagram
beta-amyrin + NADPH + O2
maniladiol + NADP+ + H2O
show the reaction diagram
A0A1I9Q5Z0, A0A1V1FHP8
hydroxylation at C-16beta
-
-
?
beta-amyrin + NADPH + O2
oleanolic acid + NADP+ + H2O
show the reaction diagram
A0A1I9Q5Z0, A0A1V1FHP8
hydroxylation at C-28
-
-
?
betulin + NADPH + H+ + O2
betulinic aldehyde + NADP+ + H2O
show the reaction diagram
A0A1L7NXK5
-
-
-
?
betulinic aldehyde + NADPH + H+ + O2
betulinic acid + NADP+ + H2O
show the reaction diagram
A0A1L7NXK5
-
-
-
?
erythrodiol + NADPH + H+ + O2
oleanolate + NADP+ + H2O
show the reaction diagram
A0A1P8W705
-
-
-
?
erythrodiol + NADPH + H+ + O2
oleanolic aldehyde + NADP+ + 2 H2O
show the reaction diagram
lupeol + 3 NADPH + 3 H+ + 3 O2
betulin + 3 NADP+ + 4 H2O
show the reaction diagram
A0A1L7NXK5
-
-
-
?
lupeol + 3 NADPH + 3 H+ + 3 O2
betulinic acid+ 3 NADP+ + 4 H2O
show the reaction diagram
A0A1L7NXK5
overall reaction
-
-
?
maniladiol + NADPH + O2
cochalic acid + NADP+ + H2O
show the reaction diagram
A0A1I9Q5Z0, A0A1V1FHP8
hydroxylation at C-28
-
-
?
oleanolic acid + NADPH + O2
cochalic acid + NADP+ + H2O
show the reaction diagram
A0A1I9Q5Z0, A0A1V1FHP8
hydroxylation at C-16beta, reaction of EC 1.14.13.173
-
-
?
oleanolic aldehyde + NADPH + H+ + O2
oleanolate + NADP+ + H2O
show the reaction diagram
urosolic aldehyde + NADPH + H+ + O2
ursolic acid + NADP+ + H2O
show the reaction diagram
A0A1L7NXK5
-
-
-
?
uvaol + NADPH + H+ + O2
urosolic aldehyde + NADP+ + H2O
show the reaction diagram
A0A1L7NXK5
-
-
-
?
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
A0A1L7NXK5
tissue-cultured stolons
Manually annotated by BRENDA team
additional information
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 54010, about, sequence calculation
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
CYP716A244, DNA and amino acid sequence determination and analysis, phylogenetic analysis. quantitative RT-PCR enzyme expression analysis, transcriptomics analysis of plant leaves, recombinant expression in Saccharomyces cerevisiae, recombinant expression in trangsgenic Nicotiana tabacum, co-expression with beta-amyrin synthase, EsBAS
gene CYP716A140v2, DNA and amino acid sequence determination and analysis, phylogenetic tree, quantitative real-time PCR enzyme expression analysis, recombinant coexpression of genes CYP716A140v2 and CYP716A141 in Saccharomyces cerevisiae strain 10, that shows increased cochalic acid levels; gene CYP716A141, DNA and amino acid sequence determination and analysis, phylogenetic tree, quantitative real-time PCR enzyme expression analysis, recombinant coexpression of genes CYP716A140v2 and CYP716A141 in Saccharomyces cerevisiae strain 10, that shows increased cochalic acid levels
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
A0A1L7NXK5
gene CYP716A253, semi-quantitative and quantitative RT-PCR enzyme expressison analysis, phylogenetic analysis, recombinant expression in Saccharomyces cerevisiae strain BY4741
gene CYP716A254, DNA and amino acid sequence determination and analysis, phylogenetic tree, heterologous expression in Saccharomyces cerevisiae strain WAT11 results in oxidation of beta-amyrin at the C-28 position to oleanolic acid production
gene CYP716A94, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis, recombinant expression in Saccharomyces cerevisiae strain WAT21 microsomes, coexpression with Arabidopsis thaliana NADPH-CYP reductase leads to production of oleanolic acid, mass spectrometric analysis
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
infection with Sclerotinia sclerotiorum and treatement with methyljasmonate and ACC induce the enzyme up to 6.8, 4.3 and 91fold
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
virus-induced gene silencing (VIGS) in Ocimum basilicum, plasmids are individually transformed into Agrobacterium tumefaciens strain GV3101 by the freeze-thaw method