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2.4.2.1: purine-nucleoside phosphorylase

This is an abbreviated version!
For detailed information about purine-nucleoside phosphorylase, go to the full flat file.

Word Map on EC 2.4.2.1

Reaction

purine 2'-deoxyribonucleoside
+
phosphate
=
purine
 +
2-deoxy-alpha-D-ribose 1-phosphate

Synonyms

5'-deoxy-5'-methylthioadenosine phosphorylase II, 5'-methythioadenosine phosphorylase, adenine nucleoside phosphorylase, adenosine phosphorylase, AgPNP, AmPNP, ANP, ApMTAP, apPNP, bovPNP, bPNO, CKP1, cytokinin riboside phosphorylase, DeoD, deoD_1, DgPNP, EC592_06680, EcPNP, flB, GsPNPI, GsPNPII, GtPNP, hPNP, HpPNP, HsPNO, HsPNP, Ino-Guo phosphorylase, inosine phosphorylase, inosine-guanosine phosphorylase, KlacPNP, KLLA0_C16621g, MTAPII, MtbPNP, nucleotide phosphatase (2.4.2.1), PfPNP, phosphorylase, purine nucleoside, PiPNP, PNP, PNP 1, PNP 2, PNP I, PNP II, PNP-II, PNP-Zg, PNPase, pNPI, PNPII, Pu-NPase, punA, PUNP, PUNPI, PUNPII, purine deoxynucleoside phosphorylase, purine deoxyribonucleoside phosphorylase, purine nucleoside orthophosphate ribosyl transferase, purine nucleoside phosphorylase, purine nucleoside phosphorylase 1, purine nucleoside phosphorylase 2, purine nucleoside phosphorylase DeoD, purine nucleoside phosphorylase DeoD-type, purine nucleoside phosphorylase II, purine ribonucleoside phosphorylase, purine-nucleoside phosphorylases II, SalT, SSO2343, TgPNP, TTC0194, TTC1070, TtPNPI, TtPNPII, TvPNP, xanthosine phosphorylase, XAP, xapA, ylmD

ECTree

     2 Transferases
         2.4 Glycosyltransferases
             2.4.2 Pentosyltransferases
                2.4.2.1 purine-nucleoside phosphorylase

IC50 Value

IC50 Value on EC 2.4.2.1 - purine-nucleoside phosphorylase

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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.000036
(3S)-3-(2-amino-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-(3-chlorophenyl)propanoic acid
Bos taurus
IC50: 0.000036 mM
0.0000064 - 0.00053
2'-deoxy-immucillin-G
0.000016 - 0.00044
2'-deoxy-immucillin-H
0.00005
2,6-diamino-7-(5-mercapto-3,3-dimethylpentyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.00005 mM
0.0066
2,6-diamino-7-(cyclohexylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.0066 mM
0.00849
2,8-diamino-1,7-dihydro-6H-purine-6-thione
Bos taurus
IC50: 0.00849 mM
0.002299
2,8-diamino-1,9-dihydro-6H-purin-6-one
Bos taurus
IC50: 0.002299 mM
0.001758
2,8-diamino-3-(2-thienylmethyl)-3,9-dihydro-6H-purin-6-one
Bos taurus
IC50: 0.001758 mM
0.001043
2,8-diamino-9-(1,3-thiazol-4-ylmethyl)-1,9-dihydro-6H-purin-6-one
Bos taurus
IC50: 0.001043 mM
0.000092 - 0.00271
2,8-diamino-9-(2-furylmethyl)-1,9-dihydro-6H-purin-6-one
0.000497
2,8-diamino-9-(2-thienylmethyl)-1,9-dihydro-6H-purin-6-one
Bos taurus
IC50: 0.000497 mM
0.00417
2,8-diamino-9-(4-fluorobenzyl)-1,9-dihydro-6H-purin-6-one
Bos taurus
IC50: 0.00417 mM
0.001971
2,8-diamino-9-(pyridin-2-ylmethyl)-1,9-dihydro-6H-purin-6-one
Bos taurus
IC50: 0.001971 mM
0.000362
2,8-diamino-9-[(4-methyl-2-thienyl)methyl]-1,9-dihydro-6H-purin-6-one
Bos taurus
IC50: 0.000362 mM
0.000852
2,8-diamino-9-[4-(1H-imidazol-1-yl)benzyl]-1,9-dihydro-6H-purin-6-one
Bos taurus
IC50: 0.000852 mM
0.00152
2,8-diamino-9-[[1-(heptyloxy)-2-hydroxyethoxy]methyl]-1,9-dihydro-6H-purin-6-one
Bos taurus
IC50: 0.00152 mM
0.00703
2-(3,4-dichlorophenyl)-5-thioxo-5,6-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3,7(2H,4H)-dione
Bos taurus
IC50: 0.00703 mM
0.0006
2-amino-1,5-dihydro-7-[[(2S)-2-(aminomethyl)-1-pyrrolidinyl]-methyl]-4H-pyrrolo[3,2-d]pyrimidin-4-one
Homo sapiens
IC50: 600 nM
0.000004
2-amino-1,5-dihydro-7-[[(2S)-2-(hydroxymethyl)-1-pyrrolidinyl]methyl]-4H-pyrrolo[3,2-d]pyrimidin-4-one
Homo sapiens
acetic acid salt, IC50: 4.0 nM
0.00002
2-amino-1,5-dihydro-7-[[[2-(hydroxy)ethyl]amino]methyl]-4H-pyrrolo[3,2-d]pyrimidin-4-one
Homo sapiens
IC50: 20 nM
0.000018
2-amino-7-(1,2-dithian-3-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000018 mM
0.00024
2-amino-7-(2,3,5-trichlorobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.00024 mM
0.00012
2-amino-7-(2-chlorobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.00012 mM
0.000083
2-amino-7-(2-furylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000083 mM
0.00027
2-amino-7-(2-hydroxybenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.00027 mM
0.000021
2-amino-7-(2-thienylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000021 mM
0.000674
2-amino-7-(2-thienylmethyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
Bos taurus
IC50: 0.000674 mM
0.000017
2-amino-7-(3,4-dichlorobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000017 mM
0.00002
2-amino-7-(3-chlorobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.00002 mM
0.000024
2-amino-7-(3-fluorobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000024 mM
0.00007
2-amino-7-(3-hydroxybenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.00007 mM
0.000082
2-amino-7-(3-methoxybenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000082 mM
0.000057
2-amino-7-(3-methylbenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000057mM
0.000025
2-amino-7-(3-thienylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000025 mM
0.000025
2-amino-7-(4-chlorobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000025 mM
0.000023
2-amino-7-(4-iodobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000023 mM
0.000546
2-amino-7-(biphenyl-4-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000546 mM
0.00003
2-amino-7-(cycloheptylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.00003 mM
0.000047
2-amino-7-(cyclohexylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000047 mM
0.000029
2-amino-7-(cyclopentylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000029 mM
0.001
2-amino-7-(piperidin-3-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.001 mM
0.000015 - 0.007
2-amino-7-(pyridin-2-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
0.000025
2-amino-7-(pyridin-3-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000025 mM
0.000064
2-amino-7-(pyridin-4-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000064 mM
0.000011
2-amino-7-(tetrahydro-2-thienylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000011 mM
0.00007
2-amino-7-(tetrahydrofuran-2-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.00007 mM
0.000051
2-amino-7-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000051 mM
0.0019
2-amino-7-cyclohex-1-en-1-yl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.0019 mM
0.000042
2-amino-7-phenoxy-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000042 mM
0.000025
2-amino-7-[(3-methylcyclohexyl)methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000025 mM
0.000025
2-amino-7-[(3-tert-butylcyclohexyl)methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000025 mM
0.000135
2-amino-7-[(4-chloropyridin-3-yl)methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000135 mM
0.000124 - 0.000147
2-amino-7-[3-(benzyloxy)benzyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
0.000036
2-amino-7-[3-(trifluoromethyl)benzyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000036 mM
0.0003 - 0.0005
2-amino-7-[4-(benzyloxy)benzyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
0.00015 - 0.00027
2-amino-7-[4-(propan-2-yl)benzyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
0.00009
2-amino-7-[[(1R,3S,5S,7S)-4-methyl-2-adamantyl]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.00009 mM
0.00006
2-amino-7-[[(2-hydroxyethyl)(methyl)amino]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Homo sapiens
IC50: 60 nM
0.00062
2-amino-7-[[(2R)-2-(hydroxymethyl)pyrrolidin-1-yl]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Homo sapiens
IC50: 620 nM
0.0006
2-amino-7-[[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Homo sapiens
IC50: 600 nM
0.000002
2-amino-7-[[(2S,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Homo sapiens
IC50: 2 nM
0.004
2-amino-7-[[3-(hydroxymethyl)piperidin-1-yl]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Homo sapiens
IC50: 0.004 mM
0.000005
2-amino-7-[[bis(2-hydroxyethyl)amino]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Homo sapiens
IC50: 5 nM
0.00022
2-amino-7-[[ethyl(2-hydroxyethyl)amino]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Homo sapiens
IC50: 220 nM
0.002866
2-amino-9-(2-thienylmethyl)-8-thioxo-1,7,8,9-tetrahydro-6H-purin-6-one
Bos taurus
IC50: 0.002866 mM
0.000106 - 0.000084
2-fluoro-2'-deoxyadenosine
Trichomonas vaginalis
-
the substrate releases highly cytotoxic 2-fluoroadenine. 2-Fluoro-2'-deoxyadenosine and 2-fluoroadenine exert strong inhibition of Trichomonas vaginalis growth with estimated IC50 values of 106 nM and 84 nM. 2-Fluoro-2'-deoxyadenosine might be useful as a
0.02284
2-phenyl-5,7-dithioxo-1,2,4,5,6,7-hexahydro-3H-pyrazolo[4,3-d]pyrimidin-3-one
Bos taurus
IC50: 0.02284 mM
0.27 - 0.372
3,5-bis-(4-chlorobenzoyl)-alpha-D-ribose 1-phosphate
0.000047
3-(2-amino-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-phenylpropanoic acid
Bos taurus
IC50: 0.000047 mM
0.000011
3-(3-chlorophenyl)-3-(2,6-diamino-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)propanenitrile
Bos taurus
IC50: 0.000011 mM
0.00001
3-(3-chlorophenyl)-3-(4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)propanenitrile
Bos taurus
IC50: 0.00001 mM
0.0075
3-(4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-(pyridin-3-yl)propanenitrile
Schistosoma mansoni
-
pH and temperature not specified in the publication
0.000039
3-(4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-pyridin-3-ylpropanenitrile
Bos taurus
IC50: 0.000039 mM
0.047 - 0.3
3-[(2R,5S)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-3,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
0.000086 - 0.0009
5'-methylthio-immucillin-H
0.0001
5-(2,6-diamino-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-3,3-dimethylpentane-1-sulfonamide
Bos taurus
IC50: 0.0001 mM
0.001839
5-amino-3-(2-thienylmethyl)-3,6-dihydro-7H-[1,2,3]triazolo[4,5-d]pyrimidin-7-one
Bos taurus
IC50: 0.001839 mM
0.2
6-(2,6-diamino-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-4,4-dimethylhexanamide
Bos taurus
IC50: 0.2 mM
0.00026
6-(2,6-diamino-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-4,4-dimethylhexanenitrile
Bos taurus
IC50: 0.00026 mM
0.0013
6-amino-5-bromopyrimidine-2,4(1H,3H)-dione
Schistosoma mansoni
pH 7.0
0.00016
6-amino-7-(2-thienylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.00016 mM
0.000028
7-(3-thienylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000028 mM
0.000029
7-(cyclopentylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000029 mM
0.00004
7-(pyridin-3-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.00004 mM
0.000035
7-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.000035 mM
0.098
7-ketopyrazolo[4,3-d]pyrimidine
0.00019
7-[3-(benzyloxy)benzyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
Bos taurus
IC50: 0.00019 mM
0.002 - 0.1
7KPP
0.082
adenosine
Schistosoma mansoni
pH 7.0
0.0609
apigenin
Homo sapiens
pH 7.4, 37°C
0.0894
baicalein
Homo sapiens
pH 7.4, 37°C
0.213
chrysin
Homo sapiens
pH 7.4, 37°C
0.0000085 - 0.000043
immucillin-H
additional information
additional information
Homo sapiens
-
IC50 values of compounds 6-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one, 7-[(2S,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-2-yl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one, and 7-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidine-6-carboxylic acid are in the range of 100-300 nM
-