Information on EC 2.1.1.70 - 8-hydroxyfuranocoumarin 8-O-methyltransferase

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The expected taxonomic range for this enzyme is: Gunneridae

EC NUMBER
COMMENTARY
2.1.1.70
-
RECOMMENDED NAME
GeneOntology No.
8-hydroxyfuranocoumarin 8-O-methyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
S-adenosyl-L-methionine + an 8-hydroxyfurocoumarin = S-adenosyl-L-homocysteine + an 8-methoxyfurocoumarin
show the reaction diagram
-
-
-
-
S-adenosyl-L-methionine + xanthotoxol = S-adenosyl-L-homocysteine + xanthotoxin
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
methyl group transfer
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine:8-hydroxyfurocoumarin 8-O-methyltransferase
Converts xanthotoxol into xanthotoxin, which has therapeutic potential in the treatment of psoriasis as it has photosensitizing and antiproliferative activities [4]. Methylates the 8-hydroxy group of some hydroxy- and methylcoumarins, but has little activity on non-coumarin phenols (see also EC 2.1.1.69, 5-hydroxyfuranocoumarin 5-O-methyltransferase).
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
furanocoumarin 8-methyltransferase
-
-
-
-
furanocoumarin 8-O-methyl-transferase
-
-
-
-
methyltransferase, xanthotoxol
-
-
-
-
XMT
-
-
-
-
CAS REGISTRY NUMBER
COMMENTARY
101637-32-5
-
67339-13-3
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
Heracleum maximum Michx.
Michx.
-
-
Manually annotated by BRENDA team
cv Hamburger Schnitt
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
S-adenosyl-L-methionine + 5-hydroxyxanthotoxin
S-adenosyl-L-homocysteine + isopimpinellin
show the reaction diagram
-
0.7% of the activity with xanthotoxol
-
?
S-adenosyl-L-methionine + 7,8-dihydroxycoumarin
?
show the reaction diagram
-
-
-
-
-
S-adenosyl-L-methionine + 8-hydroxybergapten
S-adenosyl-L-homocysteine + isopimpinellin
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + 8-hydroxybergapten
S-adenosyl-L-homocysteine + isopimpinellin
show the reaction diagram
-
-
-
-
-
S-adenosyl-L-methionine + 8-hydroxybergapten
S-adenosyl-L-homocysteine + isopimpinellin
show the reaction diagram
-
2% of the activity with xanthotoxol
-
?
S-adenosyl-L-methionine + 8-hydroxybergapten
S-adenosyl-L-homocysteine + isopimpinellin
show the reaction diagram
Heracleum maximum Michx.
-
-
-
-
-
S-adenosyl-L-methionine + bergaptol
S-adenosyl-L-homocysteine + bergapten
show the reaction diagram
-
0.5% of the activity with xanthotoxol
-
?
S-adenosyl-L-methionine + daphnetin
S-adenosyl-L-homocysteine + hydrangetin
show the reaction diagram
-
0.6% of the activity with xanthotoxol
-
?
S-adenosyl-L-methionine + xanthotoxol
S-adenosyl-L-homocysteine + xanthotoxin
show the reaction diagram
-
-
-
?
S-adenosyl-L-methionine + xanthotoxol
S-adenosyl-L-homocysteine + xanthotoxin
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + xanthotoxol
S-adenosyl-L-homocysteine + xanthotoxin
show the reaction diagram
-
-
-
-
-
S-adenosyl-L-methionine + xanthotoxol
S-adenosyl-L-homocysteine + xanthotoxin
show the reaction diagram
-
-
-
-
?
S-adenosyl-L-methionine + xanthotoxol
S-adenosyl-L-homocysteine + xanthotoxin
show the reaction diagram
-
-
-
-
-
S-adenosyl-L-methionine + xanthotoxol
S-adenosyl-L-homocysteine + xanthotoxin
show the reaction diagram
-
furanocoumarin biosynthesis
-
-
-
S-adenosyl-L-methionine + xanthotoxol
S-adenosyl-L-homocysteine + xanthotoxin
show the reaction diagram
-
furanocoumarin biosynthesis
-
-
?
S-adenosyl-L-methionine + xanthotoxol
S-adenosyl-L-homocysteine + xanthotoxin
show the reaction diagram
-
final methylation in the biosynthesis of the furanocoumarin xanthotoxin
-
-
?
S-adenosyl-L-methionine + xanthotoxol
S-adenosyl-L-homocysteine + xanthotoxin
show the reaction diagram
Heracleum maximum Michx.
-
-
-
-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
S-adenosyl-L-methionine + xanthotoxol
S-adenosyl-L-homocysteine + xanthotoxin
show the reaction diagram
-
furanocoumarin biosynthesis
-
-
-
S-adenosyl-L-methionine + xanthotoxol
S-adenosyl-L-homocysteine + xanthotoxin
show the reaction diagram
-
furanocoumarin biosynthesis
-
-
?
S-adenosyl-L-methionine + xanthotoxol
S-adenosyl-L-homocysteine + xanthotoxin
show the reaction diagram
-
final methylation in the biosynthesis of the furanocoumarin xanthotoxin
-
-
?
COFACTOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
S-adenosyl-L-methionine
-
-
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
Fe2+
-
-
-
kinetin
-
strong inhibition
p-chloromercuribenzoic acid
-
-
KM VALUE [mM]
KM VALUE [mM] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.0044
-
S-adenosyl-L-methionine
-
-
0.0098
-
xanthotoxol
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
0.0000073
-
-
xanthotoxol
0.000033
-
-
8-hydroxybergapten
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
TEMPERATURE OPTIMUM
TEMPERATURE OPTIMUM MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
SOURCE TISSUE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
SOURCE
-
from leaf petiole, cells treated with an elicitor from Phytophtora megasperma, no activity in untreated cells
Manually annotated by BRENDA team
-
activity decreases from high activity in young cotyledons to low activity in late stages of cotyledon development
Manually annotated by BRENDA team
-
sterile leaf cell culture
Manually annotated by BRENDA team
Heracleum maximum Michx.
-
-
-
Manually annotated by BRENDA team
-
cell suspension culture
Manually annotated by BRENDA team
-
young shoots of field-grown plants
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
-
enzyme activity is stimulated by elicitor treatment of protoplasts, increase in activity up to 30 h post treatment, no activity is detected in untreated or UV-irradiated protoplasts
-
Manually annotated by BRENDA team
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
67000
-
-
gel filtration
850000
-
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
dimer
-
2 * 34000, SDS-PAGE
pH STABILITY
pH STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
5
-
-
30 min, inactivation below
GENERAL STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
2-mercaptoethanol stabilizes during purification and storage
-
marked loss of activity against xanthotoxol after resalting
-
STORAGE STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
-20°C, stable for 20 days in 50% v/v glycerol
-
-20°C, stored and refrozen, activity against xanthotoxol falls rapidly to less than half of the initial value in 1 week and to only 10% after 4 weeks
-
0°C, stored below undesalted, 40% loss of activity after 5 weeks
-
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE