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Information on EC 2.1.1.25 - phenol O-methyltransferase
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2.1.1.25 phenol O-methyltransferaseIUBMB Comments
Acts on a wide variety of simple alkyl-, methoxy- and halo-phenols.
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The enzyme appears in viruses and cellular organisms
Synonyms
phenol o-methyltransferase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
methyltransferase, phenol
-
-
-
-
PMT
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
S-adenosyl-L-methionine + phenol = S-adenosyl-L-homocysteine + anisole
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-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
methyl group transfer
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-
-
-
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SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine:phenol O-methyltransferase
Acts on a wide variety of simple alkyl-, methoxy- and halo-phenols.
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CAS REGISTRY NUMBER
COMMENTARY
37256-94-3
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
S-adenosyl-L-methionine + 2,4-dibromophenol
S-adenosyl-L-homocysteine + 2,4-dibromo-1-methoxybenzene
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-
-
-
?
S-adenosyl-L-methionine + 2,4-dichlorophenol
S-adenosyl-L-homocysteine + 2,4-dichloro-1-methoxybenzene
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-
-
-
?
S-adenosyl-L-methionine + 4-hydroxy-3,5-dimethoxyacetophenone
S-adenosyl-L-homocysteine + 3,4,5-trimethoxyacetophenone
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-
-
-
?
S-adenosyl-L-methionine + 4-hydroxy-3,5-dimethoxybenzaldehyde
S-adenosyl-L-homocysteine + 3,4,5-trimethoxybenzaldehyde
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-
-
-
?
S-adenosyl-L-methionine + 4-hydroxy-3,5-dimethoxybenzoic acid
S-adenosyl-L-homocysteine + 3,4,5-trimethoxybenzoic acid
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-
-
-
?
S-adenosyl-L-methionine + 4-hydroxy-3-methoxyacetophenone
S-adenosyl-L-homocysteine + 3,4-dimethoxyacetophenone
-
-
-
-
?
S-adenosyl-L-methionine + 4-hydroxy-3-methoxybenzaldehyde
S-adenosyl-L-homocysteine + 3,4-dimethoxybenzaldehyde
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-
-
-
?
S-adenosyl-L-methionine + 4-hydroxy-3-methoxybenzoic acid
S-adenosyl-L-homocysteine + 3,4-dimethoxybenzoic acid
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-
-
-
?
S-adenosyl-L-methionine + acetaminophen
S-adenosyl-L-homocysteine + N-(4-methoxyphenyl)-acetamide
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-
-
-
?
S-adenosyl-L-methionine + m-bromophenol
S-adenosyl-L-homocysteine + m-bromoanisole
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-
-
-
?
S-adenosyl-L-methionine + m-chlorophenol
S-adenosyl-L-homocysteine + m-chloroanisole
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-
-
-
?
S-adenosyl-L-methionine + m-methoxyphenol
S-adenosyl-L-homocysteine + 1,3-dimethoxybenzene
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-
-
-
?
S-adenosyl-L-methionine + m-nitrophenol
S-adenosyl-L-homocysteine + m-nitroanisole
-
-
-
-
?
S-adenosyl-L-methionine + o-chlorophenol
S-adenosyl-L-homocysteine + o-chloroanisole
-
-
-
-
?
S-adenosyl-L-methionine + o-methoxyphenol
S-adenosyl-L-homocysteine + veratrole
-
-
-
-
?
S-adenosyl-L-methionine + o-methylphenol
S-adenosyl-L-homocysteine + o-methylanisole
-
-
-
-
?
S-adenosyl-L-methionine + p-chlorophenol
S-adenosyl-L-homocysteine + p-chloroanisole
-
-
-
?
S-adenosyl-L-methionine + p-ethylphenol
S-adenosyl-L-homocysteine + p-ethylanisole
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-
-
-
?
S-adenosyl-L-methionine + p-hydroxyacetanilide
S-adenosyl-L-homocysteine + p-methoxyacetanilide
-
-
-
-
?
S-adenosyl-L-methionine + p-methoxyphenol
S-adenosyl-L-homocysteine + 1,4-dimethoxybenzene
-
-
-
-
?
S-adenosyl-L-methionine + p-methylphenol
S-adenosyl-L-homocysteine + p-methylanisole
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-
-
-
?
additional information
?
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3-methoxy- and 3,5-dimethoxy-substituted 4-hydroxy-benzaldehydes, -benzoic acids, and -acetophenones are the preferred substrates. The corresponding 3,4-dihydroxy compounds are methylated relatively slowly, while the 3-hydroxy-4-methoxy compounds are almost inactive as substrates. Substituents in both the 2 and 4 positions relative to the hydroxyl group appear to be essential for significant enzyme attack of a substrate. Xenobiotic compounds such as 2,4-dichlorophenol and 2,4-dibromophenol are methylated almost as readily as 4-hydroxy-3-methoxyacetophenone. No substrates: homovanillic acid, caffeic acid, ferulic acid
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-
?
S-adenosyl-L-methionine + phenol
S-adenosyl-L-homocysteine + anisole
-
-
-
-
?
S-adenosyl-L-methionine + phenol
S-adenosyl-L-homocysteine + anisole
-
-
-
?
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
-
not inhibitory: EDTA, Mg2+, Ca2+, iodoacetamide
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DISEASE
TITLE OF PUBLICATION
LINK TO PUBMED
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
-
activity is lower in membranes from uremic patients on maintenance hemodialysis than in blood from randomly selected subjects
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-4°C, 100 mM potassium phosphate buffer, pH 6.5, 1 mM dithiothreitol, 75% loss of activity, in presence of 10% glycerol 5% loss of activtiy
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2°C, 100 mM potassium phosphate buffer, pH 6.5, 1 mM dithiothreitol, a half-life of approximately 30 h
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PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
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REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Axelrod, J.; Daly, J.
Phenol-O-methyltransferase
Biochim. Biophys. Acta
159
472-478
1968
Cavia porcellus, Mus musculus, Oryctolagus cuniculus, Rattus norvegicus
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Pazmino, P.; Rogoff, F.; Weinshilboum, R.M.
Inhibition of human erythrocyte phenol-O-methyltransferase in uremia
Clin. Pharmacol. Ther.
26
464-472
1979
Homo sapiens
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Pazmino, P.A.; Weinshilboum, R.M.
Human erythrocyte phenol O-methyltransferase: radiochemical microassay and biochemical properties
Clin. Chim. Acta
89
317-329
1978
Homo sapiens
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Coulter, C.; Kennedy, J.T.; McRoberts, W.C.; Harper, D.B.
Purification and properties of an S-adenosylmethionine 2,4-disubstituted phenol O-methyltransferase from Phanerochaete chrysosporium
Appl. Environ. Microbiol.
59
706-711
1993
Phanerodontia chrysosporium
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