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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

Inhibitors

Inhibitors on EC 2.4.2.1 - purine-nucleoside phosphorylase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(+/-)-cis-1,1-difluoro-2-(tetrahydro-3-piranozyl)ethylphosphonic acid
-
with (hypoxanthine-9-yl)methyl aglycone, i.e. Yokomatsu compound
(+/-)-cis-1,1-difluoro-2-(tetrahydro-3-piranyl)ethylphosphonic acid with (hypoxanthine-9-yl)methyl aglycone
(3R,4R)-1-((9-deazahypoxanthin-9-yl)methyl)-4-fluoro-4-hydroxymethyl pyrrolidin-3-ol
-
-
(3S)-3-(2-amino-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-(3-chlorophenyl)propanoic acid
IC50: 0.000036 mM
(3S,4R)-4-(guanin-9-yl)-3-hydroxypyrrolidin-1-N-ylcarbonylphosphonic acid
-
competitive. For enzyme from cancer cell lines, Ki values are around 10 to 24 nM
(3S,4S)-1-((9-deazahypoxanthin-9-yl)methyl)-4-fluoro-4-hydroxymethyl pyrrolidin-3-ol
-
-
(S)-3-(guanin-9-yl)pyrrolidin-N-ylcarbonylphosphonic acid
-
competitive. For enzyme from cancer cell lines, Ki values widely vary from 16 to 100 nM
1',9-methyl-immucillin-H
1,5-O-bis(N-benzyloxycarbonylglycyl)-2,3-O-isopropylidene beta-D-riboside
-
1,6-Dihydropurine riboside
-
-
1-((2-pyrrolidine-1-yl)ethyl)uracil
inhibits both enzymic activity and growth of Plasmodium falciparum
1-beta-D-ribofuranosyl-1,2,4-triazole-3-carboxamidine
-
-
1-methylguanine
1-[2,3-O-isopropylidene-D-ribofuranosyl]-1,4-dihydropyridine-3-carboxamide
-
1-[4-(2,4-dimethylphenyl)-1,3-thiazol-2-yl]guanidine
0.1 mM , 79.5% inhibition
1-[4-(4-methylphenyl)-1,3-thiazol-2-yl]guanidine
0.1 mM , 70.6% inhibition
2'-deoxy-immucillin-G
-
2'-deoxy-immucillin-H
2,6-diamino-7-(5-mercapto-3,3-dimethylpentyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.00005 mM
2,6-diamino-7-(cyclohexylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.0066 mM
2,8-diamino-1,7-dihydro-6H-purine-6-thione
IC50: 0.00849 mM
2,8-diamino-1,9-dihydro-6H-purin-6-one
IC50: 0.002299 mM
2,8-diamino-3-(2-thienylmethyl)-3,9-dihydro-6H-purin-6-one
IC50: 0.001758 mM
2,8-diamino-9-(1,3-thiazol-4-ylmethyl)-1,9-dihydro-6H-purin-6-one
IC50: 0.001043 mM
2,8-diamino-9-(2-furylmethyl)-1,9-dihydro-6H-purin-6-one
IC50: 0.000092 mM; IC50: 0.00271 mM
2,8-diamino-9-(2-thienylmethyl)-1,9-dihydro-6H-purin-6-one
IC50: 0.000497 mM
2,8-diamino-9-(4-fluorobenzyl)-1,9-dihydro-6H-purin-6-one
IC50: 0.00417 mM
2,8-diamino-9-(pyridin-2-ylmethyl)-1,9-dihydro-6H-purin-6-one
IC50: 0.001971 mM
2,8-diamino-9-[(4-methyl-2-thienyl)methyl]-1,9-dihydro-6H-purin-6-one
IC50: 0.000362 mM
2,8-diamino-9-[4-(1H-imidazol-1-yl)benzyl]-1,9-dihydro-6H-purin-6-one
IC50: 0.000852 mM
2,8-diamino-9-[[1-(heptyloxy)-2-hydroxyethoxy]methyl]-1,9-dihydro-6H-purin-6-one
IC50: 0.00152 mM
2-(3,4-dichlorophenyl)-5-thioxo-5,6-dihydro-1H-pyrazolo[4,3-d]pyrimidine-3,7(2H,4H)-dione
IC50: 0.00703 mM
2-amino-1,5-dihydro-7-[[(2S)-2-(aminomethyl)-1-pyrrolidinyl]-methyl]-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 600 nM
2-amino-1,5-dihydro-7-[[(2S)-2-(hydroxymethyl)-1-pyrrolidinyl]methyl]-4H-pyrrolo[3,2-d]pyrimidin-4-one
acetic acid salt, IC50: 4.0 nM
2-amino-1,5-dihydro-7-[[[2-(hydroxy)ethyl]amino]methyl]-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 20 nM
2-amino-6-chloro-7-deazapurine 2'-deoxyriboside
-
2-amino-6-mercapto-7-methylpurine ribonucleoside
-
in absence of phosphate the enzyme catalyzes a slow hydrolysis, which is accompanied by inactivation of the enzyme
2-Amino-6-methylthiopurine
-
-
2-amino-6-oxo-9-[3-hydroxy-2-(phosphonomethoxy)propyl]-purine
-
2-amino-7-(1,2-dithian-3-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000018 mM
2-amino-7-(2,3,5-trichlorobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.00024 mM
2-amino-7-(2-chlorobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.00012 mM
2-amino-7-(2-furylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000083 mM
2-amino-7-(2-hydroxybenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.00027 mM
2-amino-7-(2-thienylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000021 mM
2-amino-7-(2-thienylmethyl)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
IC50: 0.000674 mM
2-amino-7-(3,4-dichlorobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000017 mM
2-amino-7-(3-chlorobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.00002 mM
2-amino-7-(3-fluorobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000024 mM
2-amino-7-(3-hydroxybenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.00007 mM
2-amino-7-(3-methoxybenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000082 mM
2-amino-7-(3-methylbenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000057mM
2-amino-7-(3-thienylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000025 mM
2-amino-7-(4-chlorobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000025 mM
2-amino-7-(4-iodobenzyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000023 mM
2-amino-7-(biphenyl-4-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000546 mM
2-amino-7-(cycloheptylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.00003 mM
2-amino-7-(cyclohexylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000047 mM
2-amino-7-(cyclopentylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000029 mM
2-amino-7-(piperidin-3-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.001 mM
2-amino-7-(pyridin-2-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
2-amino-7-(pyridin-3-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000025 mM
2-amino-7-(pyridin-4-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000064 mM
2-amino-7-(tetrahydro-2-thienylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000011 mM
2-amino-7-(tetrahydrofuran-2-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.00007 mM
2-amino-7-([[(2R,3S)-1,3,4-trihydroxybutan-2-yl]amino]methyl)-3,5-dihydro-4Hpyrrolo[3,2-d]pyrimidin-4-one
-
i.e. DATMe-immucillin-G
2-amino-7-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000051 mM
2-amino-7-cyclohex-1-en-1-yl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.0019 mM
2-amino-7-phenoxy-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000042 mM
2-amino-7-[(3-hydroxyphenyl)methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
-
1.82% inhibition at 0.2 mM
2-amino-7-[(3-methylcyclohexyl)methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000025 mM
2-amino-7-[(3-tert-butylcyclohexyl)methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000025 mM
2-amino-7-[(4-chloropyridin-3-yl)methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000135 mM
2-amino-7-[(pyridin-3-yl)methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
-
35.2% inhibition at 0.2 mM
2-amino-7-[([1,1'-biphenyl]-4-yl)methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
-
1.52% inhibition at 0.2 mM
2-amino-7-[3-(benzyloxy)benzyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000124 mM; IC50: 0.000147 mM
2-amino-7-[3-(trifluoromethyl)benzyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000036 mM
2-amino-7-[4-(benzyloxy)benzyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
2-amino-7-[4-(propan-2-yl)benzyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
2-amino-7-[[(1,3-dihydroxypropan-2-yl)amino]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
-
i.e. SerMe-immucillin-G
2-amino-7-[[(1R,3S,5S,7S)-4-methyl-2-adamantyl]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.00009 mM
2-amino-7-[[(2-hydroxyethyl)(methyl)amino]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 60 nM
2-amino-7-[[(2R)-2-(hydroxymethyl)pyrrolidin-1-yl]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 620 nM
2-amino-7-[[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 600 nM
2-amino-7-[[(2S,4R)-4-hydroxy-2-(hydroxymethyl)pyrrolidin-1-yl]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 2 nM
2-amino-7-[[3-(hydroxymethyl)piperidin-1-yl]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.004 mM
2-amino-7-[[bis(2-hydroxyethyl)amino]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 5 nM
2-amino-7-[[ethyl(2-hydroxyethyl)amino]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 220 nM
2-amino-9-(2-thienylmethyl)-8-thioxo-1,7,8,9-tetrahydro-6H-purin-6-one
IC50: 0.002866 mM
2-amino-9-[2-(phosphonomethoxy)ethyl]-6-sulfanylpurine
2-chloro-6-(3-phenyl-1-propoxy)purine
-
2-chloroadenosine
-
inhibits ribosylation of adenine and N6-furfuryladenine
2-fluoro-2'-deoxyadenosine
-
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 potential chemotherapeutic agent against Trichomonas vaginalis
2-mercaptoethanol
-
-
2-phenyl-5,7-dithioxo-1,2,4,5,6,7-hexahydro-3H-pyrazolo[4,3-d]pyrimidin-3-one
IC50: 0.02284 mM
3,5-bis-(4-chlorobenzoyl)-alpha-D-ribose 1-phosphate
3-((2-pyrrolidine-1-yl)ethyl)uracil
inhibits both enzymic activity and growth of Plasmodium falciparum
3-(2-amino-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-phenylpropanoic acid
IC50: 0.000047 mM
3-(3-chlorophenyl)-3-(2,6-diamino-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)propanenitrile
IC50: 0.000011 mM
3-(3-chlorophenyl)-3-(4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)propanenitrile
IC50: 0.00001 mM
3-(4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-(pyridin-3-yl)propanenitrile
-
72.7% inhibition at 0.2 mM
3-(4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-3-pyridin-3-ylpropanenitrile
IC50: 0.000039 mM
3-carbamoyl-1-[2,3-O-isopropylidene-D-ribofuranosyl]pyridin-1-ium
-
3-[(2R,5S)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-3,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one
4'-deaza-1'-aza-2'-deoxy-1',9-methyl-immucillin-G
4'-deaza-1'-aza-2'-deoxy-1',9-methyl-immucillin-H
4'-deaza-1'-aza-2'-deoxy-1'-(9-methylene)-immucillin-A
4'-deaza-1'-aza-2'-deoxy-1'-(9-methylene)-immucillin-G
4'-deaza-1'-aza-2'-deoxy-1'-(9-methylene)-immucillin-H
4-imino-7-methyl-1,2,3,4-tetrahydropyrazolo [1,5-a] [1,3,5] triazin-2-one
-
5'-amido-immucillin-H
5'-carboxy-immucillin-H
5'-chloro-5'-deoxy-8-aminoguanosine
5'-deoxy-5'-iodo-9-deazainosine
-
5'-deoxy-5'-iodoinosine
-
5'-deoxy-immucillin-H
5'-fluoro-immucillin-H
5'-methylthio-immucillin H
-
5'-methylthio-immucillin-H
5'-thio-immucillin-H
5,5'-dithiobis(2-nitrobenzoic acid)
5-(2,6-diamino-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-3,3-dimethylpentane-1-sulfonamide
IC50: 0.0001 mM
5-amino-3-(2-thienylmethyl)-3,6-dihydro-7H-[1,2,3]triazolo[4,5-d]pyrimidin-7-one
IC50: 0.001839 mM
6-(2,6-diamino-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-4,4-dimethylhexanamide
IC50: 0.2 mM
6-(2,6-diamino-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)-4,4-dimethylhexanenitrile
IC50: 0.00026 mM
6-amino-2-chloro-7-deazapurine 2'-deoxyriboside
-
6-amino-5-bromopyrimidine-2,4(1H,3H)-dione
formation of eight hydrogen bonds with key residues in the active site E203, N245 and T244
6-amino-7-(2-thienylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.00016 mM
6-amino-7-phenylethinyl-7-deazapurine 2'-deoxyriboside
-
6-benzyloxy-2-chloropurine
-
6-chloro-7-deazapurine 2'-deoxyriboside
-
6-hydroxy-9-p-aminobenzylpurine
-
-
6-Mercaptopurine
-
-
6-methylformycin
6-methylformycin A
strng inhibition
6-methylthiopurine
-
-
6-Thioxanthine
-
-
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-(3-thienylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000028 mM
7-(cyclopentylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.000029 mM
7-(pyridin-3-ylmethyl)-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.00004 mM
7-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
7-Deazaguanine
-
7-Deazainosine
7-deazathioinosine
-
-
7-ketopyrazolo[4,3-d]pyrimidine
-
inhibits phosphorolysis of 7-methylguanosine uncompetitively, inhibits synthesis of 8-azaguanosine competitively
7-methylguanine
-
7-[(2S,3R,4S)-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-2-yl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
-
-
7-[(2S,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-2-yl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
-
i.e. forodesine
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
-
-
7-[3-(benzyloxy)benzyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
IC50: 0.00019 mM
7-[[(1,3-dihydroxypropan-2-yl)amino]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
7-[[(3R,4R)-4-hydroxy-3-(hydroxymethyl)pyrrolidin-2-yl]methyl]-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
-
i.e. BCX-4208, mimics the charged ribosyl oxocarbenium ion formed during the transition state
7KPP
-
non-substrate inhibitor of both the phosphorolytic and reverse synthetic pathways, inhibits synthesis of 8-azaguanosine from 8-azaguanine competitively
8-amino-3-(2-thienylmethyl)guanine
-
8-amino-5'-deoxy-5'-chloroguanosine
8-amino-5'-deoxy-5'-iodoguanosine
-
8-Amino-9-benzylguanine
8-aminoguanine
-
-
8-aminoguanosine
8-aminoquinazolinone
-
8-aza-2,6-diamino-(S)-9-[2-(phosphonomethoxy)ethyl]-purine
-
8-aza-2,6-diaminopurine
-
noncompetitive
8-bromo-N(9)-acycloguanosine
-
-
8-Bromoadenosine
about 30% inhibition
8-Bromoguanosine
8-dimethylaminoinosine
about 20% inhibition
8-methoxyinosine
-
about 20% inhibition
8-methylaminoinosine
9-(1,3-dihydroxy-2-propoxymethyl)guanine
-
-
9-(2'-benzyl-5',5'-difluoro-5'-phosphonopentyl)guanine
9-(2-fluoro-3,4-dihydroxybutyl)-guanine
9-(2-hydroxyethoxymethyl)guanine
-
-
9-(2-phosphonylmethoxyethyl)-8-azaguanine
9-(3,4-dihydroxybutyl)guanine
and analogues
9-(3-pyridylmethyl)-9-deaza-guanosine
9-(5',5'-difluoro-5'-phosphonobutyl)-9-deazaguanine
9-(5',5'-difluoro-5'-phosphonoheptyl)-9-deazaguanine
9-(5',5'-difluoro-5'-phosphonopentyl)-9-deazaguanine
9-(5,5-difluoro-5-phosphonopentyl)guanine
9-(5,5-difluoro-5-phosphopentyl)guanine
-
-
9-(5,5-difluorophosphonopentyl)guanine
-
9-(5-phosphonopentyl)guanine
-
9-benzylguanine
9-deazaguanine
acyclovir
adenine
-
-
adenosine
AgNO3
allopurinol
-
-
alpha-D-ribose 1-phosphate
aminopterin
-
noncompetitive
apigenin
77.4% inhibition at 0.15 mM, reversible inhibition
Azaguanine
-
-
baicalein
72% inhibition at 0.15 mM, reversible inhibition
chrysin
5,7-dihydroxyflavone, a natural flavone found in various plant extracts, including blue passionflower, honey and propolis, etc., 38.8% inhibition at 0.15 mM, reversible inhibition
cis-1,1-difluoro-2-(tetrahydro-3-piranozyl)ethylphosphonic acid
-
with (hypoxanthine-9-yl)methyl aglycone
cis-1-((9-deazahypoxanthin-9-yl)methyl)-4-fluoro-4-hydroxymethylpyrrolidin-3-ol
-
-
CuSO4
D,L-6-methyl 5,6,7,8-tetrahydropterin
-
competitive
DADMe-immucillin-G
DADMe-immucillin-H
DATMe-immucillin-H
deoxyadenosine
-
-
deoxyimmucillin-H
deoxyinosine
-
-
DFPP-DG
diphosphate
-
-
EGTA
-
-
erythro-9-(2-hydroxy-3-nonyl)adenine
-
competitive
folate
Formycin A
formycin B
forodesine
forodesine hydrochloride
-
ganciclovir
guanine
guanosine
HgCl2
hypoxanthine
hypoxanthine arabinoside
-
-
immucillin-A
immucillin-G
immucillin-H
Inosine
L-4'-deaza-1'-aza-2'-deoxy-1'-(9-methylene)-immucillin-H
L-immucillin-H
-
N(1)-Methylformycin A
-
-
N(6)-methyl-formycin A
-
N(6)-Methylformycin A
N(6)-methylformycin B
-
-
N(7)-acycloguanosine
N(7)-methylformycin A
-
N(9)-acycloguanosine
N2,3-etheno-O6-methylguanine
is a poor substrate, it competitively competes with guanine in the ribosylation process, acting as quasi inhibitor of the Escherichia coli PNP
N2,3-ethenoguanine
exhibits moderate, possibly competitive inhibition of Escherichia coli PNP
N7-acycloguanosine
nicotinamide 5-O-glycyl-beta-D-riboside
-
nicotinamide 5-O-L-isoleucyl-beta-D-riboside
-
nicotinamide 5-O-L-leucyl-beta-D-riboside
-
nicotinamide 5-O-L-methionyl-beta-D-riboside
-
nicotinamide 5-O-L-tryptophanyl-beta-D-riboside
-
nicotinamide 5-O-L-tyrosinyl-beta-D-riboside
-
nicotinamide 5-O-L-valyl-beta-D-riboside
-
Oxoallopurinol
-
-
oxoformycin A
-
weak
oxoformycin B
-
weak
phosphate
purine riboside
-
-
quinazolinone
-
reduced nicotinamide 5-O-(N-tert-butyloxycarbonyl-L-isoleucyl)-2,3-O-isopropylidene beta-D-riboside
-
reduced nicotinamide 5-O-(N-tert-butyloxycarbonyl-L-leucyl)-2,3-O-isopropylidene beta-D-riboside
-
reduced nicotinamide 5-O-(N-tert-butyloxycarbonyl-L-methionyl)-2,3-O-isopropylidene beta-D-riboside
-
reduced nicotinamide 5-O-(N-tert-butyloxycarbonyl-L-tyrosinyl)-2,3-O-isopropylidene beta-D-riboside
-
reduced nicotinamide 5-O-(N-tert-butyloxycarbonyl-L-valyl)-2,3-O-isopropylidene beta-D-riboside
-
reduced nicotinamide 5-O-(N-tert-butyloxycarbonylglycyl)-2,3-O-isopropylidene beta-D-riboside
-
reduced nicotinamide 5-O-(N1,Nalpha-bis(tert-butyloxycarbonyl)-L-tryptophanyl)-2,3-O-isopropylidene beta-D-riboside
-
SerMe-immucillin-H
ulodesine
-
xanthine
Xanthosine
additional information
-