Information on EC 1.14.13.77 - taxane 13alpha-hydroxylase

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
Select one or more organisms in this record:
Show additional data
Do not include text mining results
Include (text mining) results (more...)
Include results (AMENDA + additional results, but less precise; more...)
Please login to have access to the AMENDA and FRENDA data


The expected taxonomic range for this enzyme is: Taxus cuspidata

top print hide
EC NUMBER
COMMENTARY hide
1.14.13.77
-
top print hide
RECOMMENDED NAME
GeneOntology No.
taxane 13alpha-hydroxylase
top print hide
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
taxa-4(20),11-dien-5alpha-ol + NADPH + H+ + O2 = taxa-4(20),11-dien-5alpha,13alpha-diol + NADP+ + H2O
show the reaction diagram
-
-
-
-
top print hide
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
top print hide
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of secondary metabolites
-
-
Diterpenoid biosynthesis
-
-
Metabolic pathways
-
-
taxol biosynthesis
-
-
top print hide
SYSTEMATIC NAME
IUBMB Comments
taxa-4(20),11-dien-5alpha-ol,NADPH:oxygen oxidoreductase (13alpha-hydroxylating)
This cytochrome-P-450-dependent enzyme is involved in the biosynthesis of the diterpenoid antineoplastic drug taxol (paclitaxel).
top
top print hide
CAS REGISTRY NUMBER
COMMENTARY hide
399030-58-1
-
top print hide
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
Taxus sp.
-
-
-
Manually annotated by BRENDA team
top print hide
SUBSTRATE
PRODUCT                       
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-13alpha-ol + NADP+ + H2O
show the reaction diagram
taxa-4(20),11-dien-5alpha-ol + NADPH + H+ + O2
taxa-4(20),11-dien-5alpha,13alpha-diol + NADP+ + H2O
show the reaction diagram
taxa-4(20),11-dien-5alpha-yl-acetate + NADPH + H+ + O2
taxa-4(20),11-dien-5alpha,13alpha-diol-5-acetate + NADP+ + H2O
show the reaction diagram
taxadien-5a-yl acetate + NADPH + O2 + H+
taxa-4(20),11(12)-dien-5alpha-yl-acetyl-13alpha-ol + NADP+ + H2O
show the reaction diagram
-
the enzyme is involved in the taxol biosynthetic pathway, overview
-
-
?
taxadien-5alpha-yl acetate + NADPH + O2
taxa-4(20),11-dien-5alpha-yl-acetyl-13alpha-ol + NADP+ + H2O
show the reaction diagram
-
-
-
-
?
top print hide
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-13alpha-ol + NADP+ + H2O
show the reaction diagram
Taxus sp.
-
step in taxol biosynthesis, metabolite analysis and pathway overview
-
-
-
taxadien-5a-yl acetate + NADPH + O2 + H+
taxa-4(20),11(12)-dien-5alpha-yl-acetyl-13alpha-ol + NADP+ + H2O
show the reaction diagram
-
the enzyme is involved in the taxol biosynthetic pathway, overview
-
-
?
top print hide
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADPH
top print hide
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Fe2+
-
heme iron
top print hide
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.014
taxa-4(20),11-dien-5alpha-ol
0.024
taxa-4(20),11-dien-5alpha-yl-acetate
top print hide
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
-
top print hide
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.7
-
assay at
top print hide
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6.2 - 8.2
-
half-maximal activity at pH 6.2 and pH 8.2
top print hide
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
31
Taxus sp.
-
assay at
top print hide
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
top print hide
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
top print hide
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant VSVG-tagged enzyme from Saccharomyces cerevisiae YPH499 cells
Taxus sp.
-
top print hide
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expression of the VSVG-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.
-
functional co-expression with taxoid 10beta-hydroxylase in Saccharomyces cerevisiae strain YPH499, subcloning in Escherichia coli
-
heterologous expression in Sf9 insect cells
top
top
top
LINKS TO OTHER DATABASES (specific for EC-Number 1.14.13.77)
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)