Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
5'-butylthioadenosine + H2O
?
-
-
-
-
?
5'-chloroadenosine + H2O
?
-
-
-
-
?
5'-deoxyadenosine + H2O
adenine + 5-deoxyribose
5'-iodoadenosine + H2O
?
-
-
-
-
?
5'-isobutylthioadenosine + H2O
?
-
-
-
-
?
5'-methylthioadenosine + H2O
?
-
-
-
-
?
5'-methylthioadenosine + H2O
adenine + S-methyl-5'-thioribose
5'-phenylthioadenosine + H2O
?
-
-
-
-
?
5,5'-dithiobis-2-nitrobenzoic acid + H2O
?
-
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
adenine + dehypoxanthinyl futalosine
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
adenosine + H2O
?
-
-
-
-
?
adenosine + H2O
adenine + D-ribose
deaminated S-adenosyl-L-homocysteine + H2O
?
-
33% activity compared to 5'-methylthioadenosine
-
-
?
decarboxylated S-adenosyl-L-homocysteine + H2O
?
-
18% activity compared to 5'-methylthioadenosine
-
-
?
S-2-aza-adenosyl-L-homocysteine + H2O
?
-
27% activity compared to 5'-methylthioadenosine
-
-
?
S-5'-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
S-adenosyl-D-homocysteine + H2O
?
-
26% activity compared to 5'-methylthioadenosine
-
-
?
additional information
?
-
5'-deoxyadenosine + H2O
adenine + 5-deoxyribose
Campylobacter jejuni subsp. jejuni serotype O:2
-
-
-
?
5'-deoxyadenosine + H2O
adenine + 5-deoxyribose
-
-
-
?
5'-methylthioadenosine + H2O
adenine + S-methyl-5'-thioribose
Campylobacter jejuni subsp. jejuni serotype O:2
-
-
-
?
5'-methylthioadenosine + H2O
adenine + S-methyl-5'-thioribose
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
adenine + dehypoxanthinyl futalosine
Campylobacter jejuni subsp. jejuni serotype O:2
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
adenine + dehypoxanthinyl futalosine
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
adenine + dehypoxanthinyl futalosine
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
the enzyme is part of a modified futalosine pathway for menaquinone biosynthesis
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
6-amino-6-deoxyfutalosine i.e. 3-[3-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]propanoyl]benzoate. The activity with futalosine ist 2% compared to the activity with 6-amino-6-deoxyfutalosine. The enzyme also has the activity of EC 3.2.2.9, adenosylhomocysteine nucleosidase
dehypoxanthine futalosine i.e. 3-[3-[(2R,3S,4R)-3,4,5-trihydroxytetrahydrofuran-2-yl]propanoyl]benzoate
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
the enzyme is part of a modified futalosine pathway for menaquinone biosynthesis
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
6-amino-6-deoxyfutalosine i.e. 3-[3-[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]propanoyl]benzoate. The activity with futalosine ist 2% compared to the activity with 6-amino-6-deoxyfutalosine. The enzyme also has the activity of EC 3.2.2.9, adenosylhomocysteine nucleosidase
dehypoxanthine futalosine i.e. 3-[3-[(2R,3S,4R)-3,4,5-trihydroxytetrahydrofuran-2-yl]propanoyl]benzoate
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
-
?
adenosine + H2O
adenine + D-ribose
Campylobacter jejuni subsp. jejuni serotype O:2
-
-
-
?
adenosine + H2O
adenine + D-ribose
-
-
-
?
S-5'-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
Campylobacter jejuni subsp. jejuni serotype O:2
-
-
-
?
S-5'-adenosyl-L-homocysteine + H2O
adenine + S-ribosyl-L-homocysteine
-
-
-
?
additional information
?
-
-
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
-
-
?
additional information
?
-
-
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase is a multifunctional enzyme that catalyzes the hydrolysis of the N-ribosidic bond of at least four different adenosine-based metabolites: S-adenosyl-L-homocysteine, 5'-methylthioadenosine, 5'-deoxyadenosine, and 6-amino-6-deoxyfutalosine
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
6-amino-6-deoxyfutalosine + H2O
adenine + dehypoxanthinyl futalosine
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
additional information
?
-
-
5'-methylthioadenosine/S-adenosylhomocysteine nucleosidase is a multifunctional enzyme that catalyzes the hydrolysis of the N-ribosidic bond of at least four different adenosine-based metabolites: S-adenosyl-L-homocysteine, 5'-methylthioadenosine, 5'-deoxyadenosine, and 6-amino-6-deoxyfutalosine
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
the enzyme is part of a modified futalosine pathway for menaquinone biosynthesis
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
the enzyme is part of a modified futalosine pathway for menaquinone biosynthesis
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
-
?
6-amino-6-deoxyfutalosine + H2O
dehypoxanthine futalosine + adenine
-
-
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
(1S)-1-(9-deazaadenin-9-yl)-1,4-dideoxy-1,4-imino-5-methylthio-D-ribitol
(2R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-1-ol
(2R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-[(hydroxymethyl)sulfanyl]propan-1-ol
-
-
(2R,3R)-2-([[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]methyl)-4-(methylsulfanyl)butane-1,3-diol
(2R,3R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
(2R,3S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
(2R,3S)-4-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]-3-[(methylsulfanyl)methyl]butane-1,2-diol
(2S)-1-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-2-ol
(2S)-2-[[(1S)-1-(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-2-hydroxyethyl]amino]-3-(methylsulfanyl)propan-1-ol
(2S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-[(hydroxymethyl)sulfanyl]propan-1-ol
-
-
(2S,3R)-1-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]-4-(methylsulfanyl)butane-2,3-diol
(2S,3R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
(2S,3R)-N-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-3,4-dihydroxy-2-[(methylsulfanyl)methyl]butan-1-aminium trifluoroacetate
(2S,3S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
(3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-[(butylsulfanyl)methyl]pyrrolidin-3-ol
Campylobacter jejuni subsp. jejuni serotype O:2
transition state analogue, compound inhibits bacterial growth with IC50 values in the low micromolar range
(3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-[(hexylsulfanyl)methyl]pyrrolidin-3-ol
Campylobacter jejuni subsp. jejuni serotype O:2
transition state analogue, compound inhibits bacterial growth with IC50 values in the low micromolar range
(3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-[[(2,3-dihydropyrazin-2-yl)sulfanyl]methyl]pyrrolidin-3-ol
Campylobacter jejuni subsp. jejuni serotype O:2
transition state analogue, compound inhibits bacterial growth with IC50 values in the low micromolar range
(3R,4S)-1-[(9-deazaadenin-9-yl)methyl]3-hydroxy-4-methylthiomethylpyrrolidine
2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-2-[(methylsulfanyl)methyl]propane-1,3-diol
2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-1-ol
5'-Chloroformycin
-
powerful inhibitor
5'-isobutylthio-3-deaza-adenosine
-
poor inhibitor
5'-Isobutylthioinosine
-
-
5'-methylthio-3-deaza-adenosine
-
poor inhibitor
5'-Methylthioformycin
-
powerful inhibitor
5'-methylthiotubercidin
-
powerful inhibitor
5'-n-butylthioinosine
-
-
methylthio-DADMe-immucillin-A
-
i.e. (3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-[(methylsulfanyl)methyl]pyrrolidin-3-ol
S-8-aza-adenosyl-L-homocysteine
-
powerful inhibitor
S-adenosyl-L-homocysteine sulfoxide
-
poor inhibitor
S-formycinylhomocysteine
-
powerful inhibitor
S-N6-dimethyl-3-deaza-adenosyl-L-homocysteine
-
poor inhibitor
S-Tubercidinylhomocysteine
-
powerful inhibitor
sinefungin
-
poor inhibitor
Tris
weak inhibitor, about 20% residual activity at 250 mM
additional information
-
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
-
(1S)-1-(9-deazaadenin-9-yl)-1,4-dideoxy-1,4-imino-5-methylthio-D-ribitol
-
-
(1S)-1-(9-deazaadenin-9-yl)-1,4-dideoxy-1,4-imino-5-methylthio-D-ribitol
-
-
(2R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-1-ol
-
-
(2R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-1-ol
-
-
(2R,3R)-2-([[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]methyl)-4-(methylsulfanyl)butane-1,3-diol
-
-
(2R,3R)-2-([[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]methyl)-4-(methylsulfanyl)butane-1,3-diol
-
-
(2R,3R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
-
-
(2R,3R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
-
-
(2R,3S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
-
-
(2R,3S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
-
-
(2R,3S)-4-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]-3-[(methylsulfanyl)methyl]butane-1,2-diol
-
-
(2R,3S)-4-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]-3-[(methylsulfanyl)methyl]butane-1,2-diol
-
-
(2S)-1-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-2-ol
-
-
(2S)-1-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-2-ol
-
-
(2S)-2-[[(1S)-1-(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-2-hydroxyethyl]amino]-3-(methylsulfanyl)propan-1-ol
-
-
(2S)-2-[[(1S)-1-(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-2-hydroxyethyl]amino]-3-(methylsulfanyl)propan-1-ol
-
-
(2S,3R)-1-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]-4-(methylsulfanyl)butane-2,3-diol
-
-
(2S,3R)-1-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]-4-(methylsulfanyl)butane-2,3-diol
-
-
(2S,3R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
-
-
(2S,3R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
-
-
(2S,3R)-N-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-3,4-dihydroxy-2-[(methylsulfanyl)methyl]butan-1-aminium trifluoroacetate
-
-
(2S,3R)-N-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-3,4-dihydroxy-2-[(methylsulfanyl)methyl]butan-1-aminium trifluoroacetate
-
-
(2S,3S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
-
-
(2S,3S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
-
-
(3R,4S)-1-[(9-deazaadenin-9-yl)methyl]3-hydroxy-4-methylthiomethylpyrrolidine
-
-
(3R,4S)-1-[(9-deazaadenin-9-yl)methyl]3-hydroxy-4-methylthiomethylpyrrolidine
-
-
2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-2-[(methylsulfanyl)methyl]propane-1,3-diol
-
-
2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-2-[(methylsulfanyl)methyl]propane-1,3-diol
-
-
2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-1-ol
-
-
2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-1-ol
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.00000008 - 0.00000036
(1S)-1-(9-deazaadenin-9-yl)-1,4-dideoxy-1,4-imino-5-methylthio-D-ribitol
0.0000008 - 0.0000017
(2R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-1-ol
0.00000023
(2R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-[(hydroxymethyl)sulfanyl]propan-1-ol
-
pH and temperature not specified in the publication
0.000132 - 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
0.00001
(2R,3R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
0.0000008 - 0.0000009
(2R,3S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
0.000061 - 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
0.000036 - 0.00004
(2S)-1-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-2-ol
0.000047 - 0.00172
(2S)-2-[[(1S)-1-(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-2-hydroxyethyl]amino]-3-(methylsulfanyl)propan-1-ol
0.0000011
(2S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-[(hydroxymethyl)sulfanyl]propan-1-ol
-
pH and temperature not specified in the publication
0.000085 - 0.000202
(2S,3R)-1-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]-4-(methylsulfanyl)butane-2,3-diol
0.0000039 - 0.000006
(2S,3R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
0.000005 - 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
0.0000018 - 0.0000021
(2S,3S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
0.0000041
(3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-[(butylsulfanyl)methyl]pyrrolidin-3-ol
Campylobacter jejuni subsp. jejuni serotype O:2
pH 7.4, 25°C
0.0000033
(3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-[(hexylsulfanyl)methyl]pyrrolidin-3-ol
Campylobacter jejuni subsp. jejuni serotype O:2
pH 7.4, 25°C
0.0000057
(3R,4S)-1-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-4-[[(2,3-dihydropyrazin-2-yl)sulfanyl]methyl]pyrrolidin-3-ol
Campylobacter jejuni subsp. jejuni serotype O:2
pH 7.4, 25°C
0.000000002 - 0.00000014
(3R,4S)-1-[(9-deazaadenin-9-yl)methyl]3-hydroxy-4-methylthiomethylpyrrolidine
0.000004 - 0.0000058
2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-2-[(methylsulfanyl)methyl]propane-1,3-diol
0.00000036 - 0.0000012
2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-1-ol
0.000322
5'-Chloroformycin
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.000027
5'-Methylthioformycin
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.0041
5'-methylthiotubercidin
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.000928
S-8-aza-adenosyl-L-homocysteine
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.0000097
S-formycinylhomocysteine
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.0019
S-Tubercidinylhomocysteine
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.00000008
(1S)-1-(9-deazaadenin-9-yl)-1,4-dideoxy-1,4-imino-5-methylthio-D-ribitol
-
pH and temperature not specified in the publication
0.00000036
(1S)-1-(9-deazaadenin-9-yl)-1,4-dideoxy-1,4-imino-5-methylthio-D-ribitol
-
pH and temperature not specified in the publication
0.0000008
(2R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-1-ol
-
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
-
pH and temperature not specified in the publication
0.000132
(2R,3R)-2-([[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]methyl)-4-(methylsulfanyl)butane-1,3-diol
-
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
-
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
-
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
-
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
-
pH and temperature not specified in the publication
0.0000009
(2R,3S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
-
pH and temperature not specified in the publication
0.000061
(2R,3S)-4-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]-3-[(methylsulfanyl)methyl]butane-1,2-diol
-
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
-
pH and temperature not specified in the publication
0.000036
(2S)-1-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-2-ol
-
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
-
pH and temperature not specified in the publication
0.000047
(2S)-2-[[(1S)-1-(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-2-hydroxyethyl]amino]-3-(methylsulfanyl)propan-1-ol
-
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
-
pH and temperature not specified in the publication
0.000085
(2S,3R)-1-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl](methyl)amino]-4-(methylsulfanyl)butane-2,3-diol
-
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
-
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
-
pH and temperature not specified in the publication
0.000006
(2S,3R)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
-
pH and temperature not specified in the publication
0.000005
(2S,3R)-N-[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]-3,4-dihydroxy-2-[(methylsulfanyl)methyl]butan-1-aminium trifluoroacetate
-
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
-
pH and temperature not specified in the publication
0.0000018
(2S,3S)-2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-4-(methylsulfanyl)butane-1,3-diol
-
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
-
pH and temperature not specified in the publication
0.000000002
(3R,4S)-1-[(9-deazaadenin-9-yl)methyl]3-hydroxy-4-methylthiomethylpyrrolidine
-
pH and temperature not specified in the publication
0.00000014
(3R,4S)-1-[(9-deazaadenin-9-yl)methyl]3-hydroxy-4-methylthiomethylpyrrolidine
-
pH and temperature not specified in the publication
0.000004
2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-2-[(methylsulfanyl)methyl]propane-1,3-diol
-
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
-
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
-
pH and temperature not specified in the publication
0.0000012
2-[[(4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]amino]-3-(methylsulfanyl)propan-1-ol
-
pH and temperature not specified in the publication
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.0004
5'-Chloroformycin
Escherichia coli
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.013
5'-isobutylthio-3-deaza-adenosine
Escherichia coli
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.132
5'-Isobutylthioinosine
Escherichia coli
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.079
5'-methylthio-3-deaza-adenosine
Escherichia coli
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.00006
5'-Methylthioformycin
Escherichia coli
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.0077
5'-methylthiotubercidin
Escherichia coli
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.094
5'-n-butylthioinosine
Escherichia coli
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.216
adenine
Escherichia coli
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.0018
S-8-aza-adenosyl-L-homocysteine
Escherichia coli
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.069
S-adenosyl-L-homocysteine sulfoxide
Escherichia coli
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.00002
S-formycinylhomocysteine
Escherichia coli
-
in 50 mM potassium phosphate buffer, pH 7.0, at 37°C
0.02
S-N6-dimethyl-3-deaza-adenosyl-L-homocysteine
Escherichia coli
-
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
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
structure of apoenzyme at 1.25 A, and five enzyme complexes with transition-state analogues at 1.42 to 1.95 A resolution. Inhibitor binding induces a loop movement to create a closed catalytic site with Asp196 and Ile152 providing purine leaving group activation and Arg192 and Glu12 activating the water nucleophile
Campylobacter jejuni subsp. jejuni serotype O:2
enzyme only or in complex with formycin A or adenine, hanging drop vapor diffusion method, using 0.1 M Tris pH 8.5 and 16% (w/v) polyethyleneglycol 8000, at 18°C
hanging drop vapor diffusion method, mutants E14Q (0.1 M HEPES pH 7.5, 25% (w/v) PEG 3350, 0.2 M NaCl), D199N (0.1 M bis-Tris pH 5.5, 25% (w/v) PEG 3350, 0.2 M MgCl2-6H2O) and D199A (0.1 M bis-tris pH 6.5, 25% (w/v) PEG 3350, 0.2 M Li2SO4-H2O)
hanging drop vapor diffusion method. Inactive D198N mutant bound to 5'-methylthioadenosine using 0.2 M magnesium chloride, 0.1 M HEPES (pH 7.5), and 25% (w/v) PEG 3350
-
structures of wild-type cocrystallized with S-adenosylhomocysteine, formycin A, and (3R,4S)-4-(4-chlorophenylthiomethyl)-1-[(9-deazaadenin-9-yl)methyl]-3-hydroxypyrrolidine as well as one structure of inactive variant D198N cocrystallized with S-adenosylhomocysteine. Mechanism of D198 pKa elevation is through the sharing of a proton with atom N7 of the adenine moiety possessing unconventional hydrogen-bond geometry
wild type and mutant enzymes E14Q, D199N, and D199A, sitting drop vapor diffusion method, using 4.0 M NaH2PO4/K2HPO4 pH 7.0 (wild type), 0.1 M HEPES pH 7.5, 25% PEG 3350, 0.2 M NaCl (E14Q), 0.1 M bis-Tris pH 5.5, 25% (w/v) PEG 3350, 0.2 M MgCl2-6H2O (D199N), and 0.1 M bis-Tris pH 6.5, 25% (w/v) PEG 3350, 0.2 M Li2SO4-H2O (D199A)
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
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.; Lee, J.E.; Sufrin, J.R.; Moffatt, B.A.; McMillan, M.; Cornell, K.A.; Isom, C.; Howell, P.L.
Molecular determinants of substrate specificity in plant 5-methylthioadenosine nucleosidases
J. Mol. Biol.
378
112-128
2008
Arabidopsis thaliana
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
Arakawa, C.; Kuratsu, M.; Furihata, K.; Hiratsuka, T.; Itoh, N.; Seto, H.; Dairi, T.
Diversity of the early step of the futalosine pathway
Antimicrob. Agents Chemother.
55
913-916
2011
Helicobacter pylori
brenda
Li, X.; Apel, D.; Gaynor, E.C.; Tanner, M.E.
5'-methylthioadenosine nucleosidase is implicated in playing a key role in a modified futalosine pathway for menaquinone biosynthesis in Campylobacter jejuni
J. Biol. Chem.
286
19392-19398
2011
Campylobacter jejuni (Q0PC20), Campylobacter jejuni NCTC 11168 (Q0PC20)
brenda
Ronning, D.R.; Iacopelli, N.M.; Mishra, V.
Enzyme-ligand interactions that drive active site rearrangements in the Helicobacter pylori 5-methylthioadenosine/S-adenosylhomocysteine nucleosidase
Protein Sci.
19
2498-2510
2010
Helicobacter pylori (Q9ZMY2)
brenda
Kim, R.Q.; Offen, W.A.; Davies, G.J.; Stubbs, K.A.
Structural enzymology of Helicobacter pylori methylthioadenosine nucleosidase in the futalosine pathway
Acta Crystallogr. Sect. D
70
177-185
2014
Helicobacter pylori (O24915)
brenda
Mishra, V.; Ronning, D.R.
Crystal structures of the Helicobacter pylori MTAN enzyme reveal specific interactions between S-adenosylhomocysteine and the 5-alkylthio binding subsite
Biochemistry
51
9763-9772
2012
Helicobacter pylori
brenda
Wang, S.; Thomas, K.; Schramm, V.L.
Catalytic site cooperativity in dimeric methylthioadenosine nucleosidase
Biochemistry
53
1527-1535
2014
Staphylococcus aureus
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
Ducati, R.G.; Harijan, R.K.; Cameron, S.A.; Tyler, P.C.; Evans, G.B.; Schramm, V.L.
Transition-state analogues of Campylobacter jejuni 5'-methylthioadenosine nucleosidase
ACS Chem. Biol.
13
3173-3183
2018
Campylobacter jejuni subsp. jejuni serotype O:2 (Q0PC20), Campylobacter jejuni subsp. jejuni serotype O:2 ATCC 700819 (Q0PC20)
brenda
Evans, G.B.; Tyler, P.C.; Schramm, V.L.
Immucillins in infectious diseases
ACS Infect. Dis.
4
107-117
2018
Helicobacter pylori
brenda
Banco, M.T.; Mishra, V.; Ostermann, A.; Schrader, T.E.; Evans, G.B.; Kovalevsky, A.; Ronning, D.R.
Neutron structures of the Helicobacter pylori 5-methylthioadenosine nucleosidase highlight proton sharing and protonation states
Proc. Natl. Acad. Sci. USA
113
13756-13761
2016
Helicobacter pylori (Q9ZMY2)
brenda