Information on EC 2.1.1.95 - tocopherol O-methyltransferase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
2.1.1.95
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RECOMMENDED NAME
GeneOntology No.
tocopherol O-methyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
S-adenosyl-L-methionine + gamma-tocopherol = S-adenosyl-L-homocysteine + alpha-tocopherol
show the reaction diagram
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
methyl group transfer
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of secondary metabolites
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Metabolic pathways
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Ubiquinone and other terpenoid-quinone biosynthesis
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vitamin E biosynthesis (tocopherols)
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vitamin E biosynthesis (tocotrienols)
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vitamin E metabolism
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SYSTEMATIC NAME
IUBMB Comments
S-adenosyl-L-methionine:gamma-tocopherol 5-O-methyltransferase
The enzymes from plants and photosynthetic bacteria have similar efficiency with the gamma and delta isomers of tocopherols and tocotrienols.
CAS REGISTRY NUMBER
COMMENTARY hide
84788-82-9
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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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Swissprot
Manually annotated by BRENDA team
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Manually annotated by BRENDA team
cv. Keszthelyi A.S. and cv. Ichihime, and cross breeds
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Manually annotated by BRENDA team
two gamma-TMT paralogs (gamma-TMT-1 and gamma-TMT-2) isolated, different enzyme mutants identified which are completely or partially inactive
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
the enzyme catalyzes the final step in vitamin E biosynthesis. Enzyme overexpression has no effect on the absolute total content of either tocopherols or tocotrienols
physiological function
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 + beta-tocopherol
?
show the reaction diagram
S-adenosyl-L-methionine + delta-tocopherol
S-adenosyl-L-homocysteine + beta-tocopherol
show the reaction diagram
S-adenosyl-L-methionine + gamma-tocopherol
S-adenosyl-L-homocysteine + alpha-tocopherol
show the reaction diagram
S-adenosyl-L-methionine + N-(4-azido-2-nitrophenyl)-beta-alanyl-gamma-tocopherol
?
show the reaction diagram
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?
additional information
?
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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
S-adenosyl-L-methionine + delta-tocopherol
S-adenosyl-L-homocysteine + beta-tocopherol
show the reaction diagram
S-adenosyl-L-methionine + gamma-tocopherol
S-adenosyl-L-homocysteine + alpha-tocopherol
show the reaction diagram
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
S-adenosyl-L-methionine
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
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no effect with Mg2+, Ca2+, K+ and Na+
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
alpha-tocopherol
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noncompetitive
N-(4-azido-2-nitrophenyl)-beta-alanyl-gamma-tocopherol
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in presence of ultraviolet light
S-adenosyl-L-homocysteine
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noncompetitive
Triton X-100
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no activity when used to solubilize enzyme
additional information
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salt and oxidative stress leads to reduced alpha-tocopherol and increased gamma-tocopherol levels
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
dithiothreitol
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0028 - 0.004
delta-tocopherol
0.0018 - 0.014
gamma-tocopherol
0.002 - 0.05
S-adenosyl-L-methionine
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.000003
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0.004
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purified enzyme
additional information
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quantitative analysis of enzyme activity in different cultivars of Glycine max, overview
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.5 - 10
6 - 9
about 60% activity at pH 6.0, about 50% activity at pH 9.0
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
30 - 50
about 60% activity at 30°C, about 55% activity at 50°C
pI VALUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
5.9
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calculated from amino acid sequence
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
33000
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SDS-PAGE
33060
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x * 33060, calculated from amino acid sequence
33971
1 * 33971, calculated from amino acid sequence
36000
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SDS-PAGE
38100
x * 38100, calculated, x * 39000, SDS-PAGE of His-tagged protein lacking majority of plastidial signal sequence
39000
x * 38100, calculated, x * 39000, SDS-PAGE of His-tagged protein lacking majority of plastidial signal sequence
150000
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gel filtration
430000
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gel filtration
600000
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gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 10
the enzyme is stable above pH 6.0 (more than 90% activity), even at alkaline pH 10.0
720629
7 - 8
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485679
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
4 - 45
the enzyme is stable at 4°C, shows about 80% activity after 10 min at 30-35°C, about 60% activity after 10 min at 40°C, and is completely inactivated after 10 min at 45°C
90
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complete inactivation within 5 min
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
complete inactivation within 72 h at 4°C, half time for inactivation is 30 h
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stable in presence of 0.5-1% Tween 80
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very labile in absence of MnCl2, complete inactivation within 36 h at 4°C, 50% loss of activity after 7 h at 4°C, stabilized by addition of 1 mM MnCl2, only 15% loss of activity after 90 h at 4°C
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
glutathione-agarose column chromatography
recombinant enzyme from E. coli using His-tag
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
cv. Keszthelyi A.S. and cv. Ichihime, crossbreeding, expression analysis, and genotyping
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expressed in Codonopsis lanceolata
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expressed in endosperm of Oryza sativa ssp. japonica cultivar Wuyujing 3
expressed in Escherichia coli BL21(DE3) cells
expressed in Glycine max cultivars Pusa 16, PK 416, Gujarat soybean 1, and VL soya 1
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expressed in Nicotiana tabacum chloroplasts
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expressed in Perilla frutescens
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expressed in seeds of Glycine max cultivar nf37
expressed in soybean using a seed specific promoter, transgenic seeds contain a drastically enhanced amount of alpha-tocopherol compared with native seeds; gene PfTMT, overexpression in transgenic Glycine max plant seeds cloned in the pCAMBIA1304 binary vector under a seed-specific promoter, vicilin and the poly A sequence from the Agrobacterium tumefaciens octopine synthase gene
in Escherichia coli
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
enzyme expression is downregulated (to 40%) by low temperature (10°C)
enzyme expression is strongly (about 80%) upregulated by high light
expression of the enzyme is higher in the immature cotyledons than in the mature cotyledons, while no expression is detected in the leaves
the expression of the enzyme is strengthened by light and drought stresses
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
biotechnology
overexpression of enzyme in Latuca sativa results in higher enzyme activity and the conversion of the gamma-tocopherol pool to alpha-tocopherol in transgenic lettuce
nutrition
increase in the alpha-tocopherol content in the soybean seed, due to transgenically modulated enzyme activity, could have a potential to significantly increase the dietary intake of vitamin E
synthesis
introducing the enzyme into soybean can be used to increase the vitamin E composition in seeds
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