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Synonyms
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase, 5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase 2, 6-amino-6-deoxyfutalosine hydrolase, adoHcy/MTA nucleosidase, AFL nucleosidase, aminofutalosine nucleosidase,
Cj0117, futalosine hydrolase, methylthioadenosine nucleosidase, methylthioadenosine/S-adenosylhomocysteine nucleosidase,
more
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6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
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-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
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-
-
-
?
deaminated S-adenosyl-L-homocysteine + H2O
?
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33% activity compared to 5'-methylthioadenosine
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-
?
decarboxylated S-adenosyl-L-homocysteine + H2O
?
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18% activity compared to 5'-methylthioadenosine
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?
S-2-aza-adenosyl-L-homocysteine + H2O
?
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27% activity compared to 5'-methylthioadenosine
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-
?
S-adenosyl-D-homocysteine + H2O
?
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26% activity compared to 5'-methylthioadenosine
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-
?
additional information
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no activity toward 5'-methylthioinosine, 5'-isobutylthioinosine, 5'-isobutylthio-3-deaza-adenosine, 5'-methylthio-3-deaza-adenosine, 5'-chloroformycin, 5'-methylthioformycin, 5'-ethylthiotubercidin, S-tubercidinylhomocysteine, S-inosyl-L-homocysteine, S-guanosyl-L-homocysteine, S-cytidylhomocysteine, S-8-aza adenosyl-L-homocysteine, S-n-methyl-3-deaza-adenosyl-L-homocysteine, S-n6-dimethyl-3-deaza-adenosyl-L-homocysteine, sinefungin, S-adenosyl-L-homocysteine dialdehyde, and acyclic adenosyl-L-homocysteine
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?
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(1S)-1-(9-deazaadenin-9-yl)-1,4-dideoxy-1,4-imino-5-methylthio-D-ribitol
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(2R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-1-ol
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(2R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-[(hydroxymethyl)sulfanyl]propan-1-ol
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(2R,3R)-2-([[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]methyl)-4-(methylsulfanyl)butane-1,3-diol
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(2R,3R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
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(2R,3S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
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(2R,3S)-4-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]-3-[(methylsulfanyl)methyl]butane-1,2-diol
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(2S)-1-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-2-ol
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(2S)-2-[[(1S)-1-(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-2-hydroxyethyl]amino]-3-(methylsulfanyl)propan-1-ol
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(2S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-[(hydroxymethyl)sulfanyl]propan-1-ol
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(2S,3R)-1-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]-4-(methylsulfanyl)butane-2,3-diol
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(2S,3R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
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(2S,3R)-N-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-3,4-dihydroxy-2-[(methylsulfanyl)methyl]butan-1-aminium trifluoroacetate
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(2S,3S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
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(3R,4S)-1-[(9-deazaadenin-9-yl)methyl]3-hydroxy-4-methylthiomethylpyrrolidine
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2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-2-[(methylsulfanyl)methyl]propane-1,3-diol
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2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-1-ol
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5'-Chloroformycin
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powerful inhibitor
5'-isobutylthio-3-deaza-adenosine
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poor inhibitor
5'-Isobutylthioinosine
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5'-methylthio-3-deaza-adenosine
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poor inhibitor
5'-Methylthioformycin
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powerful inhibitor
5'-methylthiotubercidin
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powerful inhibitor
5'-n-butylthioinosine
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S-8-aza-adenosyl-L-homocysteine
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powerful inhibitor
S-adenosyl-L-homocysteine sulfoxide
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poor inhibitor
S-formycinylhomocysteine
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powerful inhibitor
S-N6-dimethyl-3-deaza-adenosyl-L-homocysteine
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poor inhibitor
S-Tubercidinylhomocysteine
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powerful inhibitor
sinefungin
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poor inhibitor
additional information
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not inhibited by 5'-methylthioinosine, S-inosyl-L-homocysteine, S-guanosyl-L-homocysteine, S-N6-methyl-3-deaza-adenosyl-L-homocysteine, S-adenosyl-L-homocysteine dialdehyde, acyclic adenosyl-L-homocysteine, S-cytidylhomocysteine, hypoxanthine, guanine, and AMP
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0.00000008
(1S)-1-(9-deazaadenin-9-yl)-1,4-dideoxy-1,4-imino-5-methylthio-D-ribitol
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pH and temperature not specified in the publication
0.0000017
(2R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-1-ol
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pH and temperature not specified in the publication
0.00000023
(2R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-[(hydroxymethyl)sulfanyl]propan-1-ol
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pH and temperature not specified in the publication
0.000401
(2R,3R)-2-([[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]methyl)-4-(methylsulfanyl)butane-1,3-diol
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pH and temperature not specified in the publication
0.00001
(2R,3R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
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pH and temperature not specified in the publication
0.0000008
(2R,3S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
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pH and temperature not specified in the publication
0.0023
(2R,3S)-4-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]-3-[(methylsulfanyl)methyl]butane-1,2-diol
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pH and temperature not specified in the publication
0.00004
(2S)-1-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-2-ol
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pH and temperature not specified in the publication
0.00172
(2S)-2-[[(1S)-1-(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-2-hydroxyethyl]amino]-3-(methylsulfanyl)propan-1-ol
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pH and temperature not specified in the publication
0.0000011
(2S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-[(hydroxymethyl)sulfanyl]propan-1-ol
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pH and temperature not specified in the publication
0.000202
(2S,3R)-1-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]-4-(methylsulfanyl)butane-2,3-diol
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pH and temperature not specified in the publication
0.0000039
(2S,3R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
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pH and temperature not specified in the publication
0.000009
(2S,3R)-N-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-3,4-dihydroxy-2-[(methylsulfanyl)methyl]butan-1-aminium trifluoroacetate
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pH and temperature not specified in the publication
0.0000021
(2S,3S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
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pH and temperature not specified in the publication
0.000000002
(3R,4S)-1-[(9-deazaadenin-9-yl)methyl]3-hydroxy-4-methylthiomethylpyrrolidine
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pH and temperature not specified in the publication
0.0000058
2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-2-[(methylsulfanyl)methyl]propane-1,3-diol
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pH and temperature not specified in the publication
0.00000036
2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-1-ol
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pH and temperature not specified in the publication
0.000322
5'-Chloroformycin
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.000027
5'-Methylthioformycin
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.0041
5'-methylthiotubercidin
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.000928
S-8-aza-adenosyl-L-homocysteine
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.0000097
S-formycinylhomocysteine
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.0019
S-Tubercidinylhomocysteine
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
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0.0004
5'-Chloroformycin
Escherichia coli
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.013
5'-isobutylthio-3-deaza-adenosine
Escherichia coli
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.132
5'-Isobutylthioinosine
Escherichia coli
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.079
5'-methylthio-3-deaza-adenosine
Escherichia coli
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.00006
5'-Methylthioformycin
Escherichia coli
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.0077
5'-methylthiotubercidin
Escherichia coli
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.094
5'-n-butylthioinosine
Escherichia coli
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.216
adenine
Escherichia coli
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.0018
S-8-aza-adenosyl-L-homocysteine
Escherichia coli
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.069
S-adenosyl-L-homocysteine sulfoxide
Escherichia coli
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.00002
S-formycinylhomocysteine
Escherichia coli
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.02
S-N6-dimethyl-3-deaza-adenosyl-L-homocysteine
Escherichia coli
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in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.0032
S-Tubercidinylhomocysteine
Escherichia coli
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.024
sinefungin
Escherichia coli
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
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Della Ragione, F.; Porcelli, M.; Carteni-Farina, M.; Zappia, V.
Escherichia coli S-adenosylhomocysteine/5'-methylthioadenosine nucleosidasepurification, substrate specificity and mechanisms of action
Biochem. J.
232
335-341
1985
Escherichia coli
brenda
Siu, K.K.; Asmus, K.; Zhang, A.N.; Horvatin, C.; Li, S.; Liu, T.; Moffatt, B.; Woods, V.L.; Howell, P.L.
Mechanism of substrate specificity in 5-methylthioadenosine/S-adenosylhomocysteine nucleosidases
J. Struct. Biol.
173
86-98
2011
Escherichia coli (P0AF12)
brenda
Clinch, K.; Evans, G.B.; Froehlich, R.F.; Gulab, S.A.; Gutierrez, J.A.; Mason, J.M.; Schramm, V.L.; Tyler, P.C.; Woolhouse, A.D.
Transition state analogue inhibitors of human methylthioadenosine phosphorylase and bacterial methylthioadenosine/S-adenosylhomocysteine nucleosidase incorporating acyclic ribooxacarbenium ion mimics
Bioorg. Med. Chem.
20
5181-5187
2012
Escherichia coli, Neisseria meningitidis
brenda