Information on EC 1.14.13.76 - taxane 10beta-hydroxylase

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The expected taxonomic range for this enzyme is: Taxus

EC NUMBER
COMMENTARY hide
1.14.13.76
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RECOMMENDED NAME
GeneOntology No.
taxane 10beta-hydroxylase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
taxa-4(20),11-dien-5alpha-yl acetate + NADPH + H+ + O2 = 10beta-hydroxytaxa-4(20),11-dien-5alpha-yl acetate + NADP+ + H2O
show the reaction diagram
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-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
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-
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redox reaction
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-
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reduction
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-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
taxol biosynthesis
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Diterpenoid biosynthesis
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Biosynthesis of secondary metabolites
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SYSTEMATIC NAME
IUBMB Comments
taxa-4(20),11-dien-5alpha-yl acetate,NADPH:oxygen oxidoreductase (10beta-hydroxylating)
This microsomal cytochrome-P-450-dependent enzyme is involved in the biosynthesis of the diterpenoid antineoplastic drug taxol (paclitaxel).
CAS REGISTRY NUMBER
COMMENTARY hide
337514-75-7
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SwissProt
Manually annotated by BRENDA team
Taxus sp.
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-
Manually annotated by BRENDA team
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-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
cytochrome c + FAD + FMN + O2
?
show the reaction diagram
rat cytochrome b5
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-
?
taxa-4(20),11(12)-dien-5alpha-yl acetate + NADPH + O2
taxa-4(20),11(12)-dien-5alpha-yl acetyl-10beta-ol + NADP+ + H2O
show the reaction diagram
taxa-4(20),11-dien-5alpha-yl acetate + NADPH + H+ + O2
10beta-hydroxytaxa-4(20),11-dien-5alpha-yl acetate + NADP+ + H2O
show the reaction diagram
Taxus sp.
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-
-
-
?
taxadien-5alpha-yl acetate + NADPH + H+ + O2
10beta-hydroxytaxa-4(20),11-dien-5alpha-yl acetate + NADP+ + H2O
show the reaction diagram
the enzyme is involved in the taxol biosynthetic pathway, overview
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-
?
taxadien-5alpha-yl acetate + NADPH + O2
10beta-hydroxytaxa-4(20),11-dien-5alpha-yl acetate + NADP+ + H2O
show the reaction diagram
-
-
-
?
additional information
?
-
Taxus sp.
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catalyzes early step in taxol biosynthesis
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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
taxa-4(20),11(12)-dien-5alpha-yl acetate + NADPH + O2
taxa-4(20),11(12)-dien-5alpha-yl acetyl-10beta-ol + NADP+ + H2O
show the reaction diagram
taxadien-5alpha-yl acetate + NADPH + H+ + O2
10beta-hydroxytaxa-4(20),11-dien-5alpha-yl acetate + NADP+ + H2O
show the reaction diagram
Q9AXM6
the enzyme is involved in the taxol biosynthetic pathway, overview
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?
additional information
?
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Taxus sp.
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catalyzes early step in taxol biosynthesis
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome P450
Taxus sp.
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NADPH
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Fe2+
heme iron
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
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elicitors methyl jasmonate, AgNO3, and ammonium ceric sulfate all induce expression of the enzyme
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
additional information
Taxus sp.
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in vivo and in vitro assay in yeast for recombinant enzyme
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.5
Taxus sp.
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assay at
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
31
Taxus sp.
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assay at
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
8.9
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amino acid sequence calculation
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
Taxus sp.
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Manually annotated by BRENDA team
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young, strong expression level
Manually annotated by BRENDA team
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weak expression level
Manually annotated by BRENDA team
additional information
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tissue expression pattern, no expressionin fruits, overview
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
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x * 57000, about, amino acid sequence calculation
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant FLAG-tagged enzyme from Saccharomyces cerevisiae YPH499 cells
Taxus sp.
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
-
Taxus sp.
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DNA and amino acid sequence determination and analysis
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expression of the FLAG-tagged enzyme in Saccharomyces cerevisiae YPH499 cells, expression of the enzymes from and reconstruction of the taxol biosynthesis pathway 5 early steps by expression of the participating enzymes in yeast, overview
Taxus sp.
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isolation and cloning of a single-copy gene, DNA and amino acid sequence determination and analysis, expression in insect cells, functional co-expression of full-length and truncated enzyme with taxoid 13beta-hydroxylase or with the organisms' taxoid 10beta-hydroxylase in Saccharomyces cerevisiae strain YPH499, subcloning in Escherichia coli; isolation and cloning of a single-copy gene, DNA and amino acid sequence determination and analysis, functional co-expression with the NADPH:cytochrome P450 reductase, also exhibiting taxoid 10beta-hydroxylase activity, in Saccharomyces cerevisiae strain YPH499, subcloning in Escherichia coli
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information