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Literature summary for 3.2.2.1 extracted from

  • Goeminne, A.; Berg, M.; McNaughton, M.; Bal, G.; Surpateanu, G.; Van der Veken, P.; De Prol, S.; Versees, W.; Steyaert, J.; Haemers, A.; Augustyns, K.
    N-Arylmethyl substituted iminoribitol derivatives as inhibitors of a purine specific nucleoside hydrolase (2008), Bioorg. Med. Chem., 16, 6752-6763.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli WK6 cells Trypanosoma vivax

Inhibitors

Inhibitors Comment Organism Structure
(2R,3R,4S)-1-benzyl-2-(hydroxymethyl)pyrrolidine-3,4-diol
-
Trypanosoma vivax
(2R,3R,4S)-2-(hydroxymethyl)-1-(4-iodobenzyl)pyrrolidine-3,4-diol
-
Trypanosoma vivax
(2R,3R,4S)-2-(hydroxymethyl)-1-(4-nitrobenzyl)pyrrolidine-3,4-diol
-
Trypanosoma vivax
(2R,3R,4S,5S)-2-(hydroxymethyl)-5-phenylpyrrolidine-3,4-diol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(1-isoquinolinyl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(1-methyl-1H-1,2,3-benzotriazol-5-yl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(1-methyl-1H-benzimidazol-2-yl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(2-aminopyridin-3-yl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(2-naphthyl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(2-quinolinyl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(3-cyanobenzyl)-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(3-indolyl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(3-nitrobenzyl)-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(3-quinolinyl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(4-cyanobenzyl)-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(4-methyl-2-phenylpyrimidin-5-yl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(4-pyridinyl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(4-quinolinyl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(6-methoxypyridin-3-yl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(7-methoxy-indol-3-yl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(7-quinolinyl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(8-hydroxyquinolin-2-yl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-(8-quinolinyl)methyl-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-[3-(1H-pyrrol-1-yl)benzyl]-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-[4-(1H-1,2,4-triazol-1-yl)benzyl]-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-[4-(1H-pyrazol-1-yl)benzyl]-D-ribitol
-
Trypanosoma vivax
1,4-dideoxy-1,4-imino-N-[4-(1H-pyrrol-1-yl)benzyl]-D-ribitol
-
Trypanosoma vivax
1-[2-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]ethyl]guanidine
-
Trypanosoma vivax
1-[3-[(2R,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]propyl]guanidine
-
Trypanosoma vivax
3-deazaadenosine
-
Trypanosoma vivax
immucillin-A
-
Trypanosoma vivax
immucillin-H
-
Trypanosoma vivax
N-(9-deazaadenin-9-yl)methyl-1,4-dideoxy-1,4-imino-D-ribitol
-
Trypanosoma vivax
N-(9-deazahypoxanthin-9-yl)methyl-1,4-dideoxy-1,4-imino-D-ribitol
-
Trypanosoma vivax

Organism

Organism UniProt Comment Textmining
Trypanosoma vivax Q9GPQ4
-
-

Purification (Commentary)

Purification (Comment) Organism
Ni-NTA column chromatography and Superdex-200 gel filtration Trypanosoma vivax

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4-nitrophenyl beta-D-ribofuranoside + H2O
-
Trypanosoma vivax 4-nitrophenol + D-ribose
-
?
adenosine + H2O preferred substrate Trypanosoma vivax adenine + D-ribose
-
?
guanosine + H2O preferred substrate Trypanosoma vivax guanine + D-ribose
-
?
inosine + H2O preferred substrate Trypanosoma vivax hypoxanthine + D-ribose
-
?

Synonyms

Synonyms Comment Organism
IAG-NH
-
Trypanosoma vivax
purine specific nucleoside hydrolase
-
Trypanosoma vivax

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.0000041
-
N-(9-deaza-adenin-9-yl)methyl-1,4-dideoxy-1,4-imino-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.0000044
-
N-(9-deazahypoxanthin-9-yl)methyl-1,4-dideoxy-1,4-imino-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.0000108
-
1,4-dideoxy-1,4-imino-N-(8-quinolinyl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.000063
-
1,4-dideoxy-1,4-imino-N-[4-(1H-1,2,4-triazol-1-yl)benzyl]-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.00018
-
1,4-dideoxy-1,4-imino-N-(2-quinolinyl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.00072
-
1,4-dideoxy-1,4-imino-N-(1-methyl-1H-1,2,3-benzotriazol-5-yl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.00072
-
1,4-dideoxy-1,4-imino-N-(7-quinolinyl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.00075
-
1,4-dideoxy-1,4-imino-N-(1-isoquinolinyl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.001
-
1,4-dideoxy-1,4-imino-N-[4-(1H-pyrrol-1-yl)benzyl]-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.001
-
1,4-dideoxy-1,4-imino-N-(8-hydroxyquinolin-2-yl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.0012
-
1,4-dideoxy-1,4-imino-N-[4-(1H-1,2,4-triazol-1-yl)benzyl]-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.0012
-
1,4-dideoxy-1,4-imino-N-[4-(1H-pyrazol-1-yl)benzyl]-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.002
-
1,4-dideoxy-1,4-imino-N-(2-naphthyl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.0021
-
1,4-dideoxy-1,4-imino-N-(1-methyl-1H-benzimidazol-2-yl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.0023
-
1,4-dideoxy-1,4-imino-N-(3-nitrobenzyl)-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.0023
-
1,4-dideoxy-1,4-imino-N-(7-methoxy-indol-3-yl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.0034
-
1,4-dideoxy-1,4-imino-N-[3-(1H-pyrrol-1-yl)benzyl]-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.0038
-
1,4-dideoxy-1,4-imino-N-(3-cyanobenzyl)-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.0043
-
(2R,3R,4S)-2-(hydroxymethyl)-1-(4-iodobenzyl)pyrrolidine-3,4-diol
-
Trypanosoma vivax
0.0075
-
(2R,3R,4S)-2-(hydroxymethyl)-1-(4-nitrobenzyl)pyrrolidine-3,4-diol
-
Trypanosoma vivax
0.012
-
1,4-dideoxy-1,4-imino-N-(3-indolyl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.018
-
1-[2-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]ethyl]guanidine
-
Trypanosoma vivax
0.02
-
1,4-dideoxy-1,4-imino-N-(4-pyridinyl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.02
-
1,4-dideoxy-1,4-imino-N-(3-quinolinyl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.026
-
1,4-dideoxy-1,4-imino-N-(4-cyanobenzyl)-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.029
-
1,4-dideoxy-1,4-imino-N-(4-quinolinyl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.032
-
1,4-dideoxy-1,4-imino-N-(6-methoxypyridin-3-yl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.04
-
1-[3-[(2R,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]propyl]guanidine
-
Trypanosoma vivax
0.043
-
1,4-dideoxy-1,4-imino-N-(4-methyl-2-phenylpyrimidin-5-yl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.059
-
(2R,3R,4S)-1-benzyl-2-(hydroxymethyl)pyrrolidine-3,4-diol
-
Trypanosoma vivax
0.12
-
1,4-dideoxy-1,4-imino-N-(2-aminopyridin-3-yl)methyl-D-ribitol in 50 mM phosphate buffer, pH 7.0, at 35°C Trypanosoma vivax
0.253
-
(2R,3R,4S,5S)-2-(hydroxymethyl)-5-phenylpyrrolidine-3,4-diol
-
Trypanosoma vivax