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Information on EC 1.14.14.126 - beta-amyrin 28-monooxygenase
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1.14.14.126 beta-amyrin 28-monooxygenaseIUBMB Comments
A cytochrome P-450 (heme-thiolate) protein found in plants. The enzyme is involved in the biosynthesis of oleanane-type triterpenoids, such as ginsenoside Ro. The enzyme from Medicago truncatula (barrel medic) (CYP716A12) can also convert alpha-amyrin and lupeol to ursolic acid and betulinic acid, respectively. The enzyme from Maesa lanceolata (false assegai) (CYP16A75) does not catalyse the reaction to completion, resulting in accumulation of both intermediates.
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Word Map
- 1.14.14.126
-
triterpenoids
-
oleanolic
-
cyp716as
- 2,3-oxidosqualene
-
oleanane-type
- lupeol
- erythrodiol
-
sapogenins
- oxidosqualene
-
hederagenin
-
amyrins
The enzyme appears in viruses and cellular organisms
Reaction Schemes
Synonyms
multifunctional p450, cyp716a12, multifunctional oxidase, cyp716a52v2, cyp716a179, cyp716a253, c-28 oxidase, triterpene c-28 oxidase, cyp716a244, cyp716a94, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
beta-amyrin 28-oxidase
CYP716A12
CYP716A179
EC 1.14.13.201
-
-
formerly
-
triterpene C-28 oxidase
additional information
additional information
cf. EC 1.14.13.173, beta-amyrin C-16beta oxidase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
beta-amyrin + 3 O2 + 3 [reduced NADPH-hemoprotein reductase] = oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase] = erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
erythrodiol + O2 + [reduced NADPH-hemoprotein reductase] = oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
oleanolic aldehyde + O2 + [reduced NADPH-hemoprotein reductase] = oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
beta-amyrin + 3 O2 + 3 [reduced NADPH-hemoprotein reductase] = oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
-
-
-
beta-amyrin + 3 O2 + 3 [reduced NADPH-hemoprotein reductase] = oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase] = erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
(1a)
-
-
-
beta-amyrin + O2 + [reduced NADPH-hemoprotein reductase] = erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
(1a)
erythrodiol + O2 + [reduced NADPH-hemoprotein reductase] = oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
(1b)
-
-
-
erythrodiol + O2 + [reduced NADPH-hemoprotein reductase] = oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
(1b)
oleanolic aldehyde + O2 + [reduced NADPH-hemoprotein reductase] = oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
(1c)
-
-
-
oleanolic aldehyde + O2 + [reduced NADPH-hemoprotein reductase] = oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
(1c)
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SYSTEMATIC NAME
IUBMB Comments
beta-amyrin,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (28-hydroxylating)
A cytochrome P-450 (heme-thiolate) protein found in plants. The enzyme is involved in the biosynthesis of oleanane-type triterpenoids, such as ginsenoside Ro. The enzyme from Medicago truncatula (barrel medic) (CYP716A12) can also convert alpha-amyrin and lupeol to ursolic acid and betulinic acid, respectively. The enzyme from Maesa lanceolata (false assegai) (CYP16A75) does not catalyse the reaction to completion, resulting in accumulation of both intermediates.
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
alpha-amyrin + 3 O2 + 3 NADPH + 3 H+
ursolate + 3 NADP+ + 4 H2O
EB148173
overall reaction
-
-
?
alpha-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
ursolate + [oxidized NADPH-hemoprotein reductase] + H2O
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
uvaol + [oxidized NADPH-hemoprotein reductase] + H2O
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
maniladiol + [oxidized NADPH-hemoprotein reductase] + H2O
hydroxylation at C-16beta
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolic acid + [oxidized NADPH-hemoprotein reductase] + H2O
hydroxylation at C-28
-
-
?
betulin + [reduced NADPH-hemoprotein reductase] + O2
betulinic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
betulinic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
betulinic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
germanicol + 3 O2 + 3 NADPH + 3 H+
morolate + 3 NADP+ + 4 H2O
EB148173
overall reaction
-
-
?
lupeol + 3 O2 + 3 NADPH + 3 H+
betulinate + 3 NADP+ + 4 H2O
EB148173
overall reaction
-
-
?
lupeol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
betulin + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
-
-
?
lupeol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
betulinic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
-
-
?
lupeol + [reduced NADPH-hemoprotein reductase] + O2
betulinate + [oxidized NADPH-hemoprotein reductase] + H2O
maniladiol + [reduced NADPH-hemoprotein reductase] + O2
cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
oleanolic acid + [reduced NADPH-hemoprotein reductase] + O2
cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
hydroxylation at C-16beta, reaction of EC 1.14.13.173
-
-
?
oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
ursolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
ursolic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
uvaol + [reduced NADPH-hemoprotein reductase] + O2
ursolic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
alpha-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
-
-
?
alpha-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
Glycyrrhiza uralensis 308-19
overall reaction
-
-
?
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
ursolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
ursolate + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
-
-
-
?
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
uvaol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
uvaol + [oxidized NADPH-hemoprotein reductase] + H2O
Glycyrrhiza uralensis 308-19
-
-
-
?
beta-amyrin + 3 O2 + 3 NADPH + 3 H+
oleanolate + 3 NADP+ + 4 H2O
-
-
-
?
beta-amyrin + 3 O2 + 3 NADPH + 3 H+
oleanolate + 3 NADP+ + 4 H2O
EB148173
overall reaction
-
-
?
beta-amyrin + 3 O2 + 3 NADPH + 3 H+
oleanolate + 3 NADP+ + 4 H2O
-
-
-
?
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
-
-
?
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
-
-
?
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
-
-
?
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
-
-
?
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
-
-
?
beta-amyrin + O2 + NADPH + H+
erythrodiol + NADP+ + H2O
-
-
-
?
beta-amyrin + O2 + NADPH + H+
erythrodiol + NADP+ + H2O
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
Glycyrrhiza uralensis 308-19
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
F8J4R7
overall reaction
CYP716A12 mainly catalyzes the sequential three-step oxidation at the C-28 position necessary to transform beta-amyrin into oleanolic acid
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
the enzyme is involved in the biosynthesis of oleanane-type triterpenoids, such as ginsenoside Ro
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
production of oleanolate in grape skin
-
-
?
erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
F8J4R7
-
-
-
?
erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
-
-
-
?
lupeol + [reduced NADPH-hemoprotein reductase] + O2
betulinate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
lupeol + [reduced NADPH-hemoprotein reductase] + O2
betulinate + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
-
-
-
?
lupeol + [reduced NADPH-hemoprotein reductase] + O2
betulinate + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
lupane saponin biosynthesis in grape
-
-
?
maniladiol + [reduced NADPH-hemoprotein reductase] + O2
cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
maniladiol + [reduced NADPH-hemoprotein reductase] + O2
cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
hydroxylation at C-28
-
-
?
oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
Glycyrrhiza uralensis 308-19
-
-
-
?
oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
-
-
-
?
additional information
?
-
metabolite identification by mass spectrometry
-
-
?
additional information
?
-
-
metabolite identification by mass spectrometry
-
-
?
additional information
?
-
CYP716A244 is a beta-amyrin 28-oxidase that converts beta-amyrin into oleanolic acid via formation of erythrodiol
-
-
?
additional information
?
-
-
CYP716A244 is a beta-amyrin 28-oxidase that converts beta-amyrin into oleanolic acid via formation of erythrodiol
-
-
?
additional information
?
-
CYP716A244 is a beta-amyrin 28-oxidase that converts beta-amyrin into oleanolic acid via formation of erythrodiol. The enzyme is a multifunctional oxidase enzymes with beta-amyrin 28-hydroxylase, alpha-amyrin 28-hydroxylase, and lupeol 28-hydroxylase activities
-
-
?
additional information
?
-
-
CYP716A244 is a beta-amyrin 28-oxidase that converts beta-amyrin into oleanolic acid via formation of erythrodiol. The enzyme is a multifunctional oxidase enzymes with beta-amyrin 28-hydroxylase, alpha-amyrin 28-hydroxylase, and lupeol 28-hydroxylase activities
-
-
?
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
-
-
?
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
-
-
?
additional information
?
-
Glycyrrhiza uralensis 308-19
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
-
-
?
additional information
?
-
EB148173
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
-
-
?
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
-
-
?
additional information
?
-
EB148173
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
-
-
?
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
-
-
?
additional information
?
-
CYP716A141 is capable of catalyzing oxidation at both C-16beta and C-28, metabolites analysis by mass spectrometry
-
-
?
additional information
?
-
CYP716A141 is capable of catalyzing oxidation at both C-16beta and C-28, metabolites analysis by mass spectrometry
-
-
?
additional information
?
-
-
CYP716A141 is capable of catalyzing oxidation at both C-16beta and C-28, metabolites analysis by mass spectrometry
-
-
?
additional information
?
-
hydroxylation of beta-amyrin at C-16beta is the main activity of enzyme CYP716A141, but CYP716A141 is capable of catalyzing oxidation at both C-16beta and C-28, metabolites analysis by mass spectrometry. The enzyme hydroxylates oleanolic acid, beta-amyrin, and maniladiol
-
-
?
additional information
?
-
hydroxylation of beta-amyrin at C-16beta is the main activity of enzyme CYP716A141, but CYP716A141 is capable of catalyzing oxidation at both C-16beta and C-28, metabolites analysis by mass spectrometry. The enzyme hydroxylates oleanolic acid, beta-amyrin, and maniladiol
-
-
?
additional information
?
-
-
hydroxylation of beta-amyrin at C-16beta is the main activity of enzyme CYP716A141, but CYP716A141 is capable of catalyzing oxidation at both C-16beta and C-28, metabolites analysis by mass spectrometry. The enzyme hydroxylates oleanolic acid, beta-amyrin, and maniladiol
-
-
?
additional information
?
-
the enzyme produces erythrodiol and oleanolic acid as C-28 oxidation products of beta-amyrin
-
-
?
additional information
?
-
the enzyme produces erythrodiol and oleanolic acid as C-28 oxidation products of beta-amyrin
-
-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
alpha-amyrin + 3 O2 + 3 NADPH + 3 H+
ursolate + 3 NADP+ + 4 H2O
EB148173
overall reaction
-
-
?
alpha-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
ursolate + [oxidized NADPH-hemoprotein reductase] + H2O
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
uvaol + [oxidized NADPH-hemoprotein reductase] + H2O
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
-
-
?
beta-amyrin + O2 + NADPH + H+
erythrodiol + NADP+ + H2O
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
maniladiol + [oxidized NADPH-hemoprotein reductase] + H2O
hydroxylation at C-16beta
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolic acid + [oxidized NADPH-hemoprotein reductase] + H2O
hydroxylation at C-28
-
-
?
betulin + [reduced NADPH-hemoprotein reductase] + O2
betulinic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
betulinic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
betulinic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
germanicol + 3 O2 + 3 NADPH + 3 H+
morolate + 3 NADP+ + 4 H2O
EB148173
overall reaction
-
-
?
lupeol + 3 O2 + 3 NADPH + 3 H+
betulinate + 3 NADP+ + 4 H2O
EB148173
overall reaction
-
-
?
lupeol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
betulin + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
-
-
-
?
lupeol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
betulinic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
-
-
?
lupeol + [reduced NADPH-hemoprotein reductase] + O2
betulinate + [oxidized NADPH-hemoprotein reductase] + H2O
maniladiol + [reduced NADPH-hemoprotein reductase] + O2
cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
hydroxylation at C-28
-
-
?
oleanolic acid + [reduced NADPH-hemoprotein reductase] + O2
cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
hydroxylation at C-16beta, reaction of EC 1.14.13.173
-
-
?
oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
ursolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
ursolic acid + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
uvaol + [reduced NADPH-hemoprotein reductase] + O2
ursolic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
alpha-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
-
-
?
alpha-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
Glycyrrhiza uralensis 308-19
overall reaction
-
-
?
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
ursolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
ursolate + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
-
-
-
?
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
uvaol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
uvaol + [oxidized NADPH-hemoprotein reductase] + H2O
Glycyrrhiza uralensis 308-19
-
-
-
?
beta-amyrin + 3 O2 + 3 NADPH + 3 H+
oleanolate + 3 NADP+ + 4 H2O
EB148173
overall reaction
-
-
?
beta-amyrin + 3 O2 + 3 NADPH + 3 H+
oleanolate + 3 NADP+ + 4 H2O
-
-
-
?
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
-
-
?
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
-
-
?
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
-
-
?
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
Glycyrrhiza uralensis 308-19
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
the enzyme is involved in the biosynthesis of oleanane-type triterpenoids, such as ginsenoside Ro
-
-
?
beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
production of oleanolate in grape skin
-
-
?
erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
-
-
-
?
lupeol + [reduced NADPH-hemoprotein reductase] + O2
betulinate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
lupeol + [reduced NADPH-hemoprotein reductase] + O2
betulinate + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
lupane saponin biosynthesis in grape
-
-
?
oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
Glycyrrhiza uralensis 308-19
-
-
-
?
oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
-
-
-
?
additional information
?
-
CYP716A244 is a beta-amyrin 28-oxidase that converts beta-amyrin into oleanolic acid via formation of erythrodiol
-
-
?
additional information
?
-
-
CYP716A244 is a beta-amyrin 28-oxidase that converts beta-amyrin into oleanolic acid via formation of erythrodiol
-
-
?
additional information
?
-
EB148173
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
-
-
?
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
-
-
?
additional information
?
-
the enzyme produces erythrodiol and oleanolic acid as C-28 oxidation products of beta-amyrin
-
-
?
additional information
?
-
the enzyme produces erythrodiol and oleanolic acid as C-28 oxidation products of beta-amyrin
-
-
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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._
-
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._
-
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._
-
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._
-
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._
-
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._
-
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Fe2+
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DISEASE
TITLE OF PUBLICATION
LINK TO PUBMED
Dehydration
Isolation and reconstitution of cytochrome P450ox and in vitro reconstitution of the entire biosynthetic pathway of the cyanogenic glucoside dhurrin from sorghum.
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
30
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
collected from Tonggubao Village, Machi Town, Changyang County, Hubei Province of China in May of 2014
UniProt
brenda