Information on EC 1.14.14.121 - protopanaxadiol 6-hydroxylase

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The expected taxonomic range for this enzyme is: Panax

EC NUMBER
COMMENTARY hide
1.14.14.121
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RECOMMENDED NAME
GeneOntology No.
protopanaxadiol 6-hydroxylase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
protopanaxadiol + [reduced NADPH-hemoprotein reductase] + O2 = protopanaxatriol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
ginsenosides biosynthesis
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ginsenoside metabolism
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SYSTEMATIC NAME
IUBMB Comments
protopanaxadiol,[reduced NADPH-hemoprotein reductase]:oxygen oxidoreductase (6alpha-hydroxylating)
A heme-thiolate protein (P-450). Involved in the biosynthetic pathway of ginsenosides. Isolated from the rhizomes of ginseng (Panax ginseng).
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
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Manually annotated by BRENDA team
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UniProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
physiological function
protopanaxatriol synthase, which is considered cytochrome P450 (CYP450) in ginsenoside biosynthesis pathway can convert protopanaxadiol into protopanaxatriol
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
protopanaxadiol + [reduced NADPH-hemoprotein reductase] + O2
protopanaxatriol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
additional information
?
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very low activity with NADH
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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
protopanaxadiol + [reduced NADPH-hemoprotein reductase] + O2
protopanaxatriol + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
additional information
?
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very low activity with NADH
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
cytochrome P450
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NADPH-hemoprotein reductase
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Ancymidol
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53.1% residual activity at 0.1 mM
carbon monoxide
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an atmosphere of 100% CO completely inhibits enzyme activity in dark. Inhibition by carbon monoxide is partially reversible upon illumination with blue light
cytochrome c
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32.9% residual activity at 0.1 mM
miconazole
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25.7% residual activity at 0.1 mM
additional information
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activity is not affected by dimethylsulfoxide at 0.1% (v/v)
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Phenobarbital
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maximal activity with addition of 0.5 mM phenobarbital
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.034
protopanaxadiol
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in 100 mM phosphate buffer (pH 7.6), at 30°C
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
highest expression
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
55300
x * 55300, calculated from amino acid sequence
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
?
x * 55300, calculated from amino acid sequence
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Saccharomyces cerevisiae strain GY-1
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expressed in Saccharomyces cerevisiae WAT21 cells
gene CYP6H, DNA and amino acid sequence determination and analysis, sequence comparisons and phylogenetic analysis, RT-PCR expression analysis, functional recombinant ectopic expression of gene CYP6H in Saccharomyces cerevisiae results in the production of protopanaxatriol with added exogenous protopanaxadiol, mass spectrometric analysis, recombinant overexpression in Panax quinquefolius hairy roots from pBI121-CYP6H-overexpression plasmid
gene CYP716A53v2, recombinant overexpression in Panx ginseng roots using the Agrobacterium tumefaciens strain GV3101 transformation method, expression under control of CaMV 35S promoter, subcloning in Escherichia coli strain DH5alpha
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
the enzyme is not affected by methyl jasmonate treatment
the gene CYP6H shows no obvious transcription change in methyl jasmonate (MeJA)-induced hairy roots
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information