Information on EC 2.1.1.136 - chlorophenol O-methyltransferase

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The expected taxonomic range for this enzyme is: Trichoderma

EC NUMBER
COMMENTARY
2.1.1.136
-
RECOMMENDED NAME
GeneOntology No.
chlorophenol O-methyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
S-adenosyl-L-methionine + trichlorophenol = S-adenosyl-L-homocysteine + trichloroanisole
show the reaction diagram
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
transfer of methyl group
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine:trichlorophenol O-methyltransferase
The enzyme from Trichoderma virgatum, when cultured in the presence of halogenated phenol, also acts on a range of mono-, di- and trichlorophenols.
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
CMT1
-
formerly named CPOMT
CPOMT
Trichoderma longibrachiatum CECT 20431
-
-
-
halogenated phenol O-methyltransferase
-
-
-
-
trichlorophenol O-methyltransferase
-
-
-
-
CAS REGISTRY NUMBER
COMMENTARY
196414-37-6
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
Trichoderma longibrachiatum CECT 20431
CECT 20431
-
-
Manually annotated by BRENDA team
enzyme acts also on a range of mono-, di- and trichlorophenols
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
physiological function
-
the enzyme is responsible for the detoxification of chlorophenolic pesticides by O-methylation which results in the formation of chloroanisoles
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
2,3,4,5-tetrachlorophenol + S-adenosyl-L-methionine
2,3,4,5-tetrachloroanisole + S-adenosyl-L-homocysteine
show the reaction diagram
Trichoderma longibrachiatum, Trichoderma longibrachiatum CECT 20431
-
10.7% of the O-methylation activity with 2,3-dichlorophenol
-
-
?
2,3,4-trichlorophenol + S-adenosyl-L-methionine
2,3,4-trichloroanisole + S-adenosyl-L-homocysteine
show the reaction diagram
Trichoderma longibrachiatum, Trichoderma longibrachiatum CECT 20431
-
93.3% of the O-methylation activity with 2,3-dichlorophenol
-
-
?
2,3,6-trichlorophenol + S-adenosyl-L-methionine
2,3,6-trichloroanisole + S-adenosyl-L-homocysteine
show the reaction diagram
Trichoderma longibrachiatum, Trichoderma longibrachiatum CECT 20431
-
55.6% of the O-methylation activity with 2,3-dichlorophenol
-
-
?
2,3-dichlorophenol + S-adenosyl-L-methionine
2,3-dichloroanisole + S-adenosyl-L-homocysteine
show the reaction diagram
-
22.5% of the O-methylation activity with 2,3-dichlorophenol
-
-
?
2,4,5-trichlorophenol + S-adenosyl-L-methionine
2,4,5-trichloroanisole + S-adenosyl-L-homocysteine
show the reaction diagram
-
64.2% of the O-methylation activity with 2,3-dichlorophenol
-
-
?
2,4,6-tribromophenol + S-adenosyl-L-methionine
2,4,6-tribromoanisole + S-adenosyl-L-homocysteine
show the reaction diagram
-
13% of the O-methylation activity with 2,3-dichlorophenol
-
-
?
2,4,6-trichlorophenol + S-adenosyl-L-methionine
2,4,6-trichloroanisole + S-adenosyl-L-homocysteine
show the reaction diagram
-
activity is induced by 2,4,6-trichlorophenol, 60% of the O-methylation activity with 2,3-dichlorophenol
-
-
?
2,4,6-trichlorophenol + S-adenosyl-L-methionine
2,4,6-trichloroanisole + S-adenosyl-L-homocysteine
show the reaction diagram
Trichoderma longibrachiatum CECT 20431
-
activity is induced by 2,4,6-trichlorophenol, 60% of the O-methylation activity with 2,3-dichlorophenol
-
-
?
2,4-dibromophenol + S-adenosyl-L-methionine
2,4-dibromoanisole + S-adenosyl-L-homocysteine
show the reaction diagram
-
36.8% of the O-methylation activity with 2,3-dichlorophenol
-
-
?
2,4-dichlorophenol + S-adenosyl-L-methionine
2,3-dichloroanisole + S-adenosyl-L-homocysteine
show the reaction diagram
-
-
-
-
?
2,5-dichlorophenol + S-adenosyl-L-methionine
2,5-dichloroanisole + S-adenosyl-L-homocysteine
show the reaction diagram
-
19.6% of the O-methylation activity with 2,3-dichlorophenol
-
-
?
2,6-dichlorophenol + S-adenosyl-L-methionine
2,6-dichloroanisole + S-adenosyl-L-homocysteine
show the reaction diagram
-
10.4% of the O-methylation activity with 2,3-dichlorophenol
-
-
?
2-chlorophenol + S-adenosyl-L-methionine
2-chloroanisole + S-adenosyl-L-homocysteine
show the reaction diagram
-
9.6% of the O-methylation activity with 2,3-dichlorophenol
-
-
?
3,4-dichlorophenol + S-adenosyl-L-methionine
3,4-dichloroanisole + S-adenosyl-L-homocysteine
show the reaction diagram
-
9.3% of the O-methylation activity with 2,3-dichlorophenol
-
-
?
S-adenosyl-L-methionine + 2,4,6-trichlorophenol
S-adenosyl-L-homocysteine + 2,4,6-trichloroanisole
show the reaction diagram
-
-
-
-
?
trichlorophenol + S-adenosyl-L-methionine
trichloroanisole + S-adenosyl-L-homocysteine
show the reaction diagram
-
-
-
?
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
2,4,6-trichlorophenol + S-adenosyl-L-methionine
2,4,6-trichloroanisole + S-adenosyl-L-homocysteine
show the reaction diagram
Trichoderma longibrachiatum, Trichoderma longibrachiatum CECT 20431
-
activity is induced by 2,4,6-trichlorophenol
-
-
?
trichlorophenol + S-adenosyl-L-methionine
trichloroanisole + S-adenosyl-L-homocysteine
show the reaction diagram
-
-
-
?
COFACTOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
S-adenosyl-L-methionine
-
-
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
Ag+
-
1 mM, 94% inhibition
Ca2+
-
1 mM, 16% inhibition
Cu2+
-
1 mM, 96% inhibition
Hg2+
-
0.1 mM, 96% inhibition
S-adenosyl-L-homocysteine
-
competitive
Zn2+
-
0.1 mM,82% inhibition
ACTIVATING COMPOUND
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
5-methyltetrahydrofolic acid
-
1 mM, activation to 119% of control
DTT
-
1 mM + 1 mM PMSF, activation to 147% of control
glycerol
-
10%, activation to 122% of control
PMSF
-
1 mM + 1 mM DTT, activation to 147% of control
KM VALUE [mM]
KM VALUE [mM] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.1359
-
2,4,6-Trichlorophenol
-
-
0.284
-
S-adenosyl-L-methionine
-
-
Ki VALUE [mM]
Ki VALUE [mM] Maximum
INHIBITOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
0.3789
-
S-adenosyl-L-homocysteine
-
-
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
pH RANGE
pH RANGE MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
7
8.5
-
pH 7.0: about 50% of maximal activity, pH 7.0-8.5: optimum
TEMPERATURE OPTIMUM
TEMPERATURE OPTIMUM MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
pI VALUE
pI VALUE MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
4.9
-
-
chromatofocusing pH-range 4-7
5.9
-
-
deduced from amino acid sequence
SOURCE TISSUE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
SOURCE
Trichoderma longibrachiatum CECT 20431
-
-
-
Manually annotated by BRENDA team
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
112000
-
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
?
-
x * 52400, deduced from amino acid sequence; x * 65400, fusion protein SUMO-CMT1, SDS-PAGE
dimer
-
2 * 52500, SDS-PAGE
dimer
Trichoderma longibrachiatum CECT 20431
-
2 * 52500, SDS-PAGE
-
TEMPERATURE STABILITY
TEMPERATURE STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
42
-
-
54% loss of activity after 30 min, 89% loss of activity after 1 h
GENERAL STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
freezing of the purified or semipurified enzymic preparation results in almost complete loss of activity
-
STORAGE STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
-20°C, 10% glycerol, stable for up to 3 months
-
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
DEAE column chromatography. hydroxyapatite column chromatography, Resource Q column chromatography, ultrafiltration, and Superdex 200 gel filtration
-
Cloned/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
expressed in Escherichia coli BL21(DE3) cells
-
EXPRESSION
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
the expression of the enzyme is induced at transcriptional level by exposure of fungal mycelia to 0.01 mg/ml 2,4,6-trichlorophenol
-
ENGINEERING
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
additional information
-
partial silencing of cmt1 gene results in a 48.9% decrease of enzyme activity levels in a Trichoderma longibrachiatum At37 transformant strain by comparison with the wild type