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IUBMB Comments The enzyme preferentially hydrolyses 3- and 7-methylpurine nucleosides, such as 3-methylxanthosine, 3-methyladenosine and 7-methylguanosine. Hydrolysis of 7-methylxanthosine to form 7-methylxanthine is the second step in the caffeine-biosynthesis pathway.
Synonyms
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7-methyl-N9-nucleoside hydrolase
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7-methylxanthosine + H2O = 7-methylxanthine + D-ribose
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MetaCyc
caffeine biosynthesis I, caffeine biosynthesis II (via paraxanthine), theobromine biosynthesis I
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7-methylxanthosine ribohydrolase
The enzyme preferentially hydrolyses 3- and 7-methylpurine nucleosides, such as 3-methylxanthosine, 3-methyladenosine and 7-methylguanosine. Hydrolysis of 7-methylxanthosine to form 7-methylxanthine is the second step in the caffeine-biosynthesis pathway.
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1-methyladenosine + H2O
1-methyladenine + D-ribose
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Substrates: 22% of the activity with 7-methylxanthosine, substrate as 7-methyladenosine perchlorate
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1-methylinosine + H2O
1-methylhypoxanthine + D-ribose
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Substrates: 9% of the activity with 7-methylxanthosine
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1-methylxanthosine + H2O
1-methylxanthine + D-ribose
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Substrates: 12% of the activity with 7-methylxanthosine
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3-methyladenosine + H2O
3-methyladenine + D-ribose
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Substrates: 178% of the activity with 7-methylxanthosine, substrate as 3-methyladenosine p-toluenesulfonate
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3-methylguanosine + H2O
3-methylguanine + D-ribose
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Substrates: 38% of the activity with 7-methylxanthosine
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3-methylinosine + H2O
3-methylhypoxanthine + D-ribose
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Substrates: 128% of the activity with 7-methylxanthosine
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3-methylxanthosine + H2O
3-methylxanthine + D-ribose
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Substrates: 198% of the activity with 7-methylxanthosine
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7-methyladenosine + H2O
7-methyladenine + D-ribose
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Substrates: 13% of the activity with 7-methylxanthosine
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7-methylguanosine + H2O
7-methylguanine + D-ribose
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Substrates: 189% of the activity with 7-methylxanthosine
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7-methylinosine + H2O
7-methylhypoxanthine + D-ribose
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Substrates: 121% of the activity with 7-methylxanthosine
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7-methylxanthosine + H2O
7-methylxanthine + D-ribose
additional information
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Substrates: substrate specificity, overview, no activity with 1-methylguanosine and guanosine, poor activity with inosine and adenosine
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7-methylxanthosine + H2O
7-methylxanthine + D-ribose
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Substrates: second step in caffeine biosynthesis, pathway overview
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7-methylxanthosine + H2O
7-methylxanthine + D-ribose
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Substrates: the reverse reaction is catalyzed by a nucleoside phosphorylase using ribose-1-phosphate, overview
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7-methylxanthosine + H2O
7-methylxanthine + D-ribose
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Substrates: -
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7-methylxanthosine + H2O
7-methylxanthine + D-ribose
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Substrates: step in caffeine biosynthesis, feeding experiments, overview
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7-methylxanthosine + H2O
7-methylxanthine + D-ribose
7-methylxanthosine + H2O
7-methylxanthine + D-ribose
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Substrates: second step in caffeine biosynthesis, pathway overview
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7-methylxanthosine + H2O
7-methylxanthine + D-ribose
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Substrates: step in caffeine biosynthesis, feeding experiments, overview
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Mg2+
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slightly stimulating
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7-Methylhypoxanthine
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50% inhibition at 5 mM, no inhibition at 1 mM
7-methylxanthine
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40% inhibition at 5 mM, no inhibition at 1 mM
EDTA
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90 inhibition at 1 mM
PCMB
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80% inhibition at 0.5 mM
additional information
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no inhibitin by Mg2+, Fe2+, Co2+, NaF, and iodoacetate
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0.00656
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partially purified enzyme, after anion exchange chromatography
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immature and ripe
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Highest Expressing Human Cell Lines
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Gene Links
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additional information
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the purified enzyme is unstable in acidic medium
137101
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native enzyme from leaves, separated from adenosine nucleosidase, EC 3.2.2.7, by anion exchange chromatography, followed by hydroxylapatite chromatography and gel filtration, to homogeneity
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Negishi, O.; Ozawa, T.; Imagawa, H.
N-methyl nucleosidase from tea leaves
Agric. Biol. Chem.
52
169-175
1988
Camellia sinensis
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brenda
Roberts, M.F.; Waller, G.R.
N-methyltransferases and 7-methyl-N9-nucleoside hydrolase activity in Coffea arabica and the biosynthesis of caffeine
Phytochemistry
18
451-455
1979
Coffea arabica
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brenda
Li, M.M.; Xue, J.Y.; Wen, Y.L.; Guo, H.S.; Sun, X.Q.; Zhang, Y.M.; Hang, Y.Y.
Transcriptomic analysis of Camellia ptilophylla and identification of genes associated with flavonoid and caffeine biosynthesis
Genet. Mol. Res.
14
18731-18742
2015
Camellia ptilophylla
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