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Information on EC 3.2.2.1 - purine nucleosidase
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3.2.2.1 purine nucleosidaseIUBMB Comments
The enzyme from the bacterium Ochrobactrum anthropi specifically catalyses the irreversible N-riboside hydrolysis of purine nucleosides. Pyrimidine nucleosides, purine and pyrimidine nucleotides, NAD+, NADP+ and nicotinaminde mononucleotide are not substrates .
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Word Map
- 3.2.2.1
-
salvage
- trypanosoma
- vivax
-
crithidia
- fasciculata
-
pyrimidine-specific
-
n-glycosidic
- iminoribitols
- parkin
-
schramm
- formycin
-
horenstein
-
trypanocidal
- pharmacology
- drug development
- analysis
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Synonyms
purine nucleosidase, iag-nh, iu-nucleoside hydrolase, iagnh, ribonucleoside hydrolase, ssiag-nh, iag-nucleoside hydrolase, purine nucleoside hydrolase, inosine-guanosine nucleoside hydrolase, purine-specific inosine-adenosine-guanosine nucleoside hydrolase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
IAG nucleoside hydrolase
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-
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IAG-NH
IAGNH
inosine-adenosine-guanosine nucleoside hydrolase
inosine-adenosine-guanosine-preferring nucleoside hydrolase
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IU-nucleoside hydrolase
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-
-
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IunH
IunH is important in moderating inosine- or adenosine-induced germination of Bacillus thuringiensis spores
N-ribosyl purine ribohydrolase
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-
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N-ribosyl-purine ribohydrolase
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nucleosidase
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nucleosidase g
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nucleoside hydrolase
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PpNRH1
purine beta-ribosidase
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purine NRH
Purine nucleosidase
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purine nucleoside hydrolase
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purine nucleoside N-ribohydrolase
purine ribonucleosidase
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purine-preferring nucleoside hydrolase
purine-specific hydrolase
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-
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purine-specific inosine-adenosine-guanosine nucleoside hydrolase
purine-specific inosineadenosine-guanosine nucleoside hydrolase
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purine-specific NH
purine-specific nucleoside hydrolase
purine-specific ribonucleoside hydrolase
ribonucleoside hydrolase
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-
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RihC
SsIAG-NH
SSO2243
Tb927.3.2960
IAG-NH
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the enzyme is specific for adenosine, guanosine and inosine
IAG-NH
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the enzyme is specific for adenosine, guanosine and inosine
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purine-specific inosine-adenosine-guanosine nucleoside hydrolase
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purine-specific inosine-adenosine-guanosine nucleoside hydrolase
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-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
a purine nucleoside + H2O = D-ribose + a purine base
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a purine nucleoside + H2O = D-ribose + a purine base
main features of transition state are activation of the heterocyclic base by protonation of/or hydrogen bonding to O2, an extensively broken C-N-glycosysic bond, formation of an oxocarbenium ion in the ribose ring, C3-exo ribose ring conformation, and almost no bond formation to the attacking nucleophile
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a purine nucleoside + H2O = D-ribose + a purine base
mechanism couples loop closure to the positioning of active site residues. Relationship between the dimeric form of the enzyme and its catalytic activity
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a purine nucleoside + H2O = D-ribose + a purine base
ordered bi-bi kinetic mechanism and high forward commitment with inosine as substrate. The dominant energetic contribution towards catalysis comes from ribosyl and water activation, leaving group activation also makes a considerable contribution. The leaving group is unlikely to be protonated prior to N-glycosidic bond cleavage and active site binding interactions to the purine leaving group are required for efficient ribosyl and/or water activation
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
hydrolysis of N-glycosyl bond
hydrolysis of N-glycosyl bond
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PATHWAY SOURCE
PATHWAYS
BRENDA
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, , ,
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SYSTEMATIC NAME
IUBMB Comments
purine-nucleoside ribohydrolase
The enzyme from the bacterium Ochrobactrum anthropi specifically catalyses the irreversible N-riboside hydrolysis of purine nucleosides. Pyrimidine nucleosides, purine and pyrimidine nucleotides, NAD+, NADP+ and nicotinaminde mononucleotide are not substrates [6].
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CAS REGISTRY NUMBER
COMMENTARY
9025-44-9
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2'-O-methylguanosine + H2O
2-O-methylribose + guanidine
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-
-
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?
2'-O-methylinosine + H2O
2-O-methylribose + hypoxanthine
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-
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?
2,6-diamino-9-beta-D-ribofuranosylpurine + H2O
2,6-diaminopurine + D-ribose
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76% of the activity with inosine
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ir
2,8-diamino-9-beta-D-ribofuranosyladenine + H2O
2,8-diaminoadenine + D-ribose
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38% of the activity with inosine
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ir
2-hydroxy-9-beta-D-ribofuranosyladenine + H2O
2-hydroxyadenine + D-ribose
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10% of the activity with inosine
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ir
3'-AMP + H2O
adenine + D-ribose 3-phosphate
E15229
0.67% of the activity with adenosine
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?
4-nitrophenyl beta-D-ribofuranoside + H2O
4-nitrophenol + beta-D-ribofuranose
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-
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?
5,6-dimethyl-1-beta-D-ribofuranosylbenzimidazole + H2O
5,6-dimethylbenzimidazole + D-ribose
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200% of the activity with inosine
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ir
6-dimethylamino-9-beta-D-ribofuranosylbenzimidazole + H2O
6-dimethylaminobenzimidazole + D-ribose
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30% of the activity with inosine
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ir
6-mercaptopurine ribonucleoside + H2O
6-mercaptopurine + ribose
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-
-
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?
9-beta-D-ribofuranosylpurine + H2O
purine + D-ribose
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47% of the activity with inosine
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ir
imidazoleacetic acid riboside + H2O
imidazoleacetate + D-ribose
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5% of the activity with inosine
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ir
nicotinamide riboside + H2O
nicotinamide + D-ribose
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150% of the activity with inosine
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ir
4-nitrophenyl beta-D-ribofuranoside + H2O
4-nitrophenol + D-ribose
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-
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?
4-nitrophenyl beta-D-ribofuranoside + H2O
4-nitrophenol + D-ribose
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?
adenosine + H2O
D-ribose + adenine
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15% of the activity with inosine
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?
adenosine + H2O
D-ribose + adenine
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103% of the activity with inosine
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ir
adenosine + H2O
D-ribose + adenine
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IAG-NH shows higher affinity for adenosine with respect to inosine and guanosine, but the catalytic efficiency of these substrates is comparable
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?
adenosine + H2O
D-ribose + adenine
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substrate for inosine-adenosine-guanosine nucleoside hydrolase
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?
adenosine + H2O
D-ribose + adenine
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3.6% of the activity with xanthosine
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?
cytidine + H2O
cytosine + D-ribose
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about 20% of the rate with adenosine
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?
cytidine + H2O
D-ribose + cytosine
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54% of the activity with inosine
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ir
guanosine + H2O
D-ribose + guanine
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33% of the activity with inosine
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?
guanosine + H2O
D-ribose + guanine
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about 80% of the rate with adenosine
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?
guanosine + H2O
D-ribose + guanine
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90% of the activity with inosine
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ir
guanosine + H2O
D-ribose + guanine
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1.4% of the activity with xanthosine
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?
guanosine + H2O
guanine + D-ribose
E15229
29.5% of the activity with adenosine
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?
inosine + H2O
D-ribose + hypoxanthine
87% of the activity with xanthosine
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?
inosine + H2O
D-ribose + hypoxanthine
Physcomitrium patens Gransden 2004
87% of the activity with xanthosine
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?
inosine + H2O
hypoxanthine + D-ribose
E15229
78.9% of the activity with adenosine
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?
inosine + H2O
hypoxanthine + D-ribose
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kinetic mechanism is rapid equilibrium with random product release
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?
inosine + H2O
hypoxanthine + D-ribose
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rate of hydrolysis similar to adenosine
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?
inosine + H2O
hypoxanthine + D-ribose
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kinetic mechanism is rapid equilibrium with random product release
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?
inosine + H2O
hypoxanthine + D-ribose
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25% of the activity with xanthosine
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?
uridine + H2O
D-ribose + uracil