Information on EC 2.1.1.339 - xanthohumol 4'-O-methyltransferase

for references in articles please use BRENDA:EC2.1.1.339
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The expected taxonomic range for this enzyme is: Humulus lupulus

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EC NUMBER
COMMENTARY hide
2.1.1.339
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RECOMMENDED NAME
GeneOntology No.
xanthohumol 4'-O-methyltransferase
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REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
S-adenosyl-L-methionine + xanthohumol = S-adenosyl-L-homocysteine + 4'-O-methylxanthohumol
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Flavonoid biosynthesis
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SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine:xanthohumol 4'-O-methyltransferase
The enzyme from hops (Humulus lupulus) has a broad substrate specificity. The best substrates in vitro are resveratrol, desmethylxanthohumol, naringenin chalcone and isoliquiritigenin.
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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UniProt
Manually annotated by BRENDA team
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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
S-adenosyl-L-methionine + 2',4-dihydroxychalcone
S-adenosyl-L-homocysteine + ?
show the reaction diagram
45% of the activity with isoliquiritigenin
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-
?
S-adenosyl-L-methionine + butein
S-adenosyl-L-homocysteine + ?
show the reaction diagram
50% of the activity with isoliquiritigenin
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-
?
S-adenosyl-L-methionine + chalconaringenin
S-adenosyl-L-homocysteine + ?
show the reaction diagram
40% of the activity with isoliquiritigenin
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?
S-adenosyl-L-methionine + desmethylxanthohumol
S-adenosyl-L-homocysteine + 4'-O-methyl-desmethylxanthohumol
show the reaction diagram
25% of the activity with isoliquiritigenin
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?
S-adenosyl-L-methionine + guaiacol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
42% of the activity with isoliquiritigenin
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-
?
S-adenosyl-L-methionine + isoliquiritigenin
S-adenosyl-L-homocysteine + ?
show the reaction diagram
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-
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?
S-adenosyl-L-methionine + resveratrol
S-adenosyl-L-homocysteine + ?
show the reaction diagram
87% of the activity with isoliquiritigenin
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?
S-adenosyl-L-methionine + xanthohumol
S-adenosyl-L-homocysteine + 4'-O-methylxanthohumol
show the reaction diagram
36% of the activity with isoliquiritigenin
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-
?
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
bivalent cations (Mg2+, Fe2+, Zn2+, Cu2+, Ca2+, and Co2+) are not required for activity
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.237
chalconaringenin
pH 7.5, 30°C
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0.023
desmethylxanthohumol
pH 7.5, 30°C
0.019
resveratrol
pH 7.5, 30°C
0.034
S-adenosyl-L-methionine
pH 7.5, 30°C
0.031
xanthohumol
pH 7.5, 30°C
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
64000
gel filtration
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
2 * 39792, calculated
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LINKS TO OTHER DATABASES (specific for EC-Number 2.1.1.339)
ExplorEnz
ExPASy
KEGG
MetaCyc
SABIO-RK
NCBI: PubMed, Protein, Nucleotide, Structure, Genome, OMIM
IUBMB Enzyme Nomenclature
PROSITE Database of protein families and domains
InterPro (database of protein families, domains and functional sites)