1.14.14.126: beta-amyrin 28-monooxygenase
This is an abbreviated version!
For detailed information about beta-amyrin 28-monooxygenase, go to the full flat file.
Word Map on EC 1.14.14.126
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1.14.14.126
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triterpenoids
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oleanolic
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cyp716as
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2,3-oxidosqualene
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oleanane-type
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lupeol
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erythrodiol
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sapogenins
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oxidosqualene
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hederagenin
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amyrins
- 1.14.14.126
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triterpenoids
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oleanolic
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cyp716as
- 2,3-oxidosqualene
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oleanane-type
- lupeol
- erythrodiol
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sapogenins
- oxidosqualene
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hederagenin
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amyrins
Reaction
+ 3 O2 + 3 [reduced NADPH-hemoprotein reductase] = + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
Synonyms
101251676, 101252702, alpha-amyrin 28-hydroxylase, amyrin C-28 oxidase, beta-amyrin 28-hydroxylase, beta-amyrin 28-oxidase, C-28 oxidase, CYP716A12, CYP716A140v2, CYP716A141, CYP716A15, CYP716A17, CYP716A175, CYP716A179, CYP716A244, CYP716A253, CYP716A254, CYP716A44, CYP716A46, CYP716A52v2, CYP716A94, EC 1.14.13.201, lupeol 28-hydroxylase, More, multifunctional oxidase, multifunctional P450, multifunctional triterpene C-28 oxidase, triterpene C-28 oxidase, triterpene monooxygenase
ECTree
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Substrates Products
Substrates Products on EC 1.14.14.126 - beta-amyrin 28-monooxygenase
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REACTION DIAGRAM
alpha-amyrin + 3 O2 + 3 NADPH + 3 H+
ursolate + 3 NADP+ + 4 H2O
EB148173
overall reaction
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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
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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
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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
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betulin + [reduced NADPH-hemoprotein reductase] + O2
betulinic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
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betulinic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
betulinic acid + [oxidized NADPH-hemoprotein reductase] + H2O
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erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
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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
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lupeol + 3 O2 + 3 NADPH + 3 H+
betulinate + 3 NADP+ + 4 H2O
EB148173
overall reaction
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lupeol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
betulin + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
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lupeol + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
betulinic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
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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
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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
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uvaol + [reduced NADPH-hemoprotein reductase] + O2
ursolic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
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ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
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alpha-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
ursolic acid + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
Glycyrrhiza uralensis 308-19
overall reaction
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ursolate + [oxidized NADPH-hemoprotein reductase] + H2O
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alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
ursolate + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
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uvaol + [oxidized NADPH-hemoprotein reductase] + H2O
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alpha-amyrin + [reduced NADPH-hemoprotein reductase] + O2
uvaol + [oxidized NADPH-hemoprotein reductase] + H2O
Glycyrrhiza uralensis 308-19
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oleanolate + 3 NADP+ + 4 H2O
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beta-amyrin + 3 O2 + 3 NADPH + 3 H+
oleanolate + 3 NADP+ + 4 H2O
EB148173
overall reaction
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beta-amyrin + 3 O2 + 3 NADPH + 3 H+
oleanolate + 3 NADP+ + 4 H2O
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oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
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beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
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beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
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?
beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
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beta-amyrin + 3 [reduced NADPH-hemoprotein reductase] + 3 O2
oleanolate + 3 [oxidized NADPH-hemoprotein reductase] + 4 H2O
overall reaction
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erythrodiol + NADP+ + H2O
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beta-amyrin + O2 + NADPH + H+
erythrodiol + NADP+ + H2O
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erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
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beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
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beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
Glycyrrhiza uralensis 308-19
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beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
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beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
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beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
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beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
erythrodiol + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
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oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
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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
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beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
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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
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beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
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beta-amyrin + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
production of oleanolate in grape skin
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oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
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erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
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erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + 2 H2O
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oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
F8J4R7
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erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
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erythrodiol + [reduced NADPH-hemoprotein reductase] + O2
oleanolic aldehyde + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
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betulinate + [oxidized NADPH-hemoprotein reductase] + H2O
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lupeol + [reduced NADPH-hemoprotein reductase] + O2
betulinate + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
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lupeol + [reduced NADPH-hemoprotein reductase] + O2
betulinate + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
lupane saponin biosynthesis in grape
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cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
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maniladiol + [reduced NADPH-hemoprotein reductase] + O2
cochalic acid + [oxidized NADPH-hemoprotein reductase] + H2O
hydroxylation at C-28
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oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
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oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
Glycyrrhiza uralensis 308-19
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oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
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oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
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oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
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oleanolic aldehyde + [reduced NADPH-hemoprotein reductase] + O2
oleanolate + [oxidized NADPH-hemoprotein reductase] + H2O
F1T282, F1T283
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metabolite identification by mass spectrometry
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additional information
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metabolite identification by mass spectrometry
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additional information
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CYP716A244 is a beta-amyrin 28-oxidase that converts beta-amyrin into oleanolic acid via formation of erythrodiol
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additional information
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CYP716A244 is a beta-amyrin 28-oxidase that converts beta-amyrin into oleanolic acid via formation of erythrodiol
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additional information
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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
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additional information
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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
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additional information
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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
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additional information
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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
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additional information
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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
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additional information
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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
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additional information
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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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additional information
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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
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additional information
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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
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additional information
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CYP716A141 is capable of catalyzing oxidation at both C-16beta and C-28, metabolites analysis by mass spectrometry
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additional information
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CYP716A141 is capable of catalyzing oxidation at both C-16beta and C-28, metabolites analysis by mass spectrometry
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additional information
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CYP716A141 is capable of catalyzing oxidation at both C-16beta and C-28, metabolites analysis by mass spectrometry
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additional information
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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
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additional information
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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
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additional information
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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
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additional information
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the enzyme produces erythrodiol and oleanolic acid as C-28 oxidation products of beta-amyrin
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additional information
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the enzyme produces erythrodiol and oleanolic acid as C-28 oxidation products of beta-amyrin
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