Information on EC 1.14.13.112 - 3-epi-6-deoxocathasterone 23-monooxygenase

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The expected taxonomic range for this enzyme is: Arabidopsis thaliana

EC NUMBER
COMMENTARY hide
1.14.13.112
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RECOMMENDED NAME
GeneOntology No.
3-epi-6-deoxocathasterone 23-monooxygenase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one + NADPH + H+ + O2 = 3-dehydro-6-deoxoteasterone + NADP+ + H2O
show the reaction diagram
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3-epi-6-deoxocathasterone + NADPH + H+ + O2 = 6-deoxotyphasterol + NADP+ + H2O
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
brassinosteroid biosynthesis II
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Brassinosteroid biosynthesis
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Biosynthesis of secondary metabolites
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SYSTEMATIC NAME
IUBMB Comments
3-epi-6-deoxocathasterone,NADPH,oxygen oxidoreductase (C-23-hydroxylating)
This enzyme is involved in brassinosteroid biosynthesis. C-23 hydroxylation shortcuts bypass campestanol, 6-deoxocathasterone, and 6-deoxoteasterone and lead directly from (22S,24R)-22-hydroxy-5alpha-ergostan-3-one and 3-epi-6-deoxocathasterone to 3-dehydro-6-deoxoteasterone and 6-deoxotyphasterol [1].
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
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the enzyme catalyses C-23 hydroxylation of several brassinosteroids, phytohormones involved in, for example, organ growth, cell expansion, cell division, and responses to abiotic and biotic stresses
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(22S)-22-hydroxycampest-4-en-3-one + NADPH + H+ + O2
(22R,23R)-22,23-dihydroxycampest-4-en-3-one + NADP+ + H2O
show the reaction diagram
(22S)-22-hydroxycampesterol + NADPH + H+ + O2
(22R,23R)-22,23-dihydroxycampesterol + NADP+ + H2O
show the reaction diagram
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-
-
?
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one + NADPH + H+ + O2
3-dehydro-6-deoxoteasterone + NADP+ + H2O
show the reaction diagram
3-epi-6-deoxocathasterone + NADPH + H+ + O2
6-deoxotyphasterol + NADP+ + H2O
show the reaction diagram
6-deoxocathasterone + NADPH + H+ + O2
6-deoxoteasterone + NADP+ + H2O
show the reaction diagram
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-
-
?
typhasterol + NADPH + H+ + O2
castasterone + NADPH + H+ + O2
show the reaction diagram
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-
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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
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one + NADPH + H+ + O2
3-dehydro-6-deoxoteasterone + NADP+ + H2O
show the reaction diagram
Q9M066
i.e (22S)-22-hydroxycampest-4-en-3-one. C-23 hydroxylation shortcuts bypass campestanol, 6-deoxocathasterone, and 6-deoxoteasterone and lead directly from (22S,24R)-22-hydroxy-5alpha-ergostan-3-one and 3-epi-6-deoxocathasterone to 3-dehydro-6-deoxoteasterone and 6-deoxotyphasterol
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-
?
3-epi-6-deoxocathasterone + NADPH + H+ + O2
6-deoxotyphasterol + NADP+ + H2O
show the reaction diagram
Q9M066
C-23 hydroxylation shortcuts bypass campestanol, 6-deoxocathasterone, and 6-deoxoteasterone and lead directly from (22S,24R)-22-hydroxy-5alpha-ergostan-3-one and 3-epi-6-deoxocathasterone to 3-dehydro-6-deoxoteasterone and 6-deoxotyphasterol
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?
typhasterol + NADPH + H+ + O2
castasterone + NADPH + H+ + O2
show the reaction diagram
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?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome P450
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00494 - 0.77
(22S)-22-hydroxycampest-4-en-3-one
0.0181 - 0.0194
(22S)-22-hydroxycampesterol
0.00861 - 0.73
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one
0.00106 - 0.00661
3-epi-6-deoxocathasterone
0.0169 - 0.0359
6-deoxocathasterone
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.017 - 0.023
(22S)-22-hydroxycampest-4-en-3-one
0.0018 - 0.002
(22S)-22-hydroxycampesterol
0.021 - 0.046
(22S,24R)-22-hydroxy-5alpha-ergostan-3-one
0.018 - 0.05
3-epi-6-deoxocathasterone
0.0023 - 0.0048
6-deoxocathasterone
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.3
assay at; assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30
assay at; assay at
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
heterologous expression in the baculovirus/insect cell system; heterologous expression in the baculovirus/insect cell system