2.1.1.158: 7-methylxanthosine synthase
This is an abbreviated version!
For detailed information about 7-methylxanthosine synthase, go to the full flat file.
Word Map on EC 2.1.1.158
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2.1.1.158
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histone-lysine
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histone
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n-methylation
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methyltransferases
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phosphatidylcholine
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euchromatic
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phosphatidylethanolamine
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methylase
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phenylethanolamine
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s-adenosyl-l-homocysteine
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prmts
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adomet
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zeste
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coffea
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theobromine
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protein-arginine
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s-adenosyl-l-methionine-dependent
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s-adenosylmethionine-dependent
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dimethylaminohydrolase
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phosphatidyl-n-monomethylethanolamine
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guanidinoacetate
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canephora
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ddahs
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agriculture
- 2.1.1.158
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histone-lysine
- histone
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n-methylation
- methyltransferases
- phosphatidylcholine
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euchromatic
- phosphatidylethanolamine
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methylase
- phenylethanolamine
- s-adenosyl-l-homocysteine
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prmts
- adomet
-
zeste
- coffea
- theobromine
- protein-arginine
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s-adenosyl-l-methionine-dependent
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s-adenosylmethionine-dependent
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dimethylaminohydrolase
- phosphatidyl-n-monomethylethanolamine
- guanidinoacetate
- canephora
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ddahs
- agriculture
Reaction
Synonyms
7-methylxanthine 3-N-methyltransferase, 7-methylxanthine synthase, 7-methylxanthosine synthase, 7-methylxanthosine synthase 1, 7-N-methyltransferase, 7NMT, CmXRS1, N-methyltransferase, SAM:xanthosine 7-N-methyltransferase, xanthosine methyltransferase, xanthosine-N7-methyltransferase, xanthosine:S-adenosyl-L-methionine methyltransferase, XMT, XMT1, XRS1
ECTree
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Substrates Products
Substrates Products on EC 2.1.1.158 - 7-methylxanthosine synthase
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REACTION DIAGRAM
S-adenosyl-L-homocysteine + 7-methylxanthosine
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S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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the enzyme is part of a caffeine biosynthetic pathway which includes a recycling of adenosine released from S-adenosyl-L-methionine in form of xanthosine monophosphate, overview
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S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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ir
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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?
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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ir
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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ir
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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ir
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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first step in caffeine biosynthesis
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ir
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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first step in caffeine biosynthesis pathway from xanthosine
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?
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
first step in caffeine biosynthesis pathway from xanthosine
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ir
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
first step in caffeine biosynthesis pathway from xanthosine, reduction of the second enzyme of the pathway, 7-methylxanthine methyltransferase, EC 2.1.1.159, leads to reduced XMT1 expression
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ir
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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in vivo feeding experiments with radio-labeled substrate, product determination, overview
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ir
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
step of the caffeine biosynthesis, caffeine accumulation in seeds
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?
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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specific methylation at N-7 position
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ir
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
the enzyme is specific for xanthosine
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?
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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?
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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ir
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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?
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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ir
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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first step in caffeine biosynthesis pathway from xanthosine, reduction of the second enzyme of the pathway, 7-methylxanthine methyltransferase, EC 2.1.1.159, leads to reduced XMT1 expression
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ir
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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step of the caffeine biosynthesis, caffeine accumulation in seeds
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-
?
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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-
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?
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
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step of the caffeine biosynthesis, caffeine accumulation in seeds
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?
S-adenosyl-L-methionine + xanthosine
S-adenosyl-L-homocysteine + 7-methylxanthosine
Coffea sp.
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enzyme expression and activity during caffeine biosynthesis in fruits, overview
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additional information
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substrate specificity of the recombinant His-tagged enzyme, no activity with xanthosine 5'-phosphate, theobromine, or 7-methylxanthosine
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additional information
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enzyme expression and activity during caffeine biosynthesis in fruits, overview
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additional information
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both xanthosine and its monoanionic form with N3 deprotonated are used as the substrates for the methylation. While the methyl group can be transferred to the monoanionic form of xanthosine with a reasonable free energy barrier (about 17 kcal/mol), this is not the case for the neutral xanthosine (barrier is about 31 kcal/mol). The hydrogen bonding and hydrophobic interactions involving the monoanionic form closely represent the corresponding interactions in the crystal structure, which seems not to be the case for the reactant complex involving the neutral xanthosine
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additional information
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enzyme expression and activity during caffeine biosynthesis in fruits, overview
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additional information
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Coffea sp.
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7-methylxanthosine synthase shows the most critical substrate specifi city of the three types of N-methyltransferases in Coffea species
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