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

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EC NUMBER
COMMENTARY hide
1.14.13.112
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RECOMMENDED NAME
GeneOntology No.
3-epi-6-deoxocathasterone 23-monooxygenase
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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
Biosynthesis of secondary metabolites
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Brassinosteroid biosynthesis
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brassinosteroid biosynthesis II
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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].
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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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
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
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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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?
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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
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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
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.3
assay at; assay at
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30
assay at; assay at
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
heterologous expression in the baculovirus/insect cell system; heterologous expression in the baculovirus/insect cell system
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LINKS TO OTHER DATABASES (specific for EC-Number 1.14.13.112)
ExplorEnz
ExPASy
KEGG
MetaCyc
SABIO-RK
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
SYSTERS
Protein Mutant Database
InterPro (database of protein families, domains and functional sites)