Cloned (Comment) | Organism |
---|---|
recombinant expression of His6-tagged enzyme in Escherichia coli strain BL21(DE3) | Escherichia coli |
Crystallization (Comment) | Organism |
---|---|
purified recombinant detagged enzyme in complex with different inhibitors and AMPCPP, sitting-drop vapor diffusion method, mixing of 2.2 mg/ml protein in 20 mM Tris-HCl buffer, pH 8.0, 100 mM NaCl, with reservoir solution containing 20% w/v PEG 4000, 0.1 M TrisCl, and 0.172 M CaCl2, or 0.1 M HEPES-NaOH, pH 7.5, 0.2 M CaCl2, and 25-30% PEG 4000, 16-20°C, addition of 2 mM MgCl2, 1 mM AMPCPP, and 1 mM of inhibitor, X-ray diffraction structure determination and analysis, molecular replacement | Escherichia coli |
purified recombinant enzyme in complex with AMPCPP and different inhibitors, sitting-drop vapor diffusion method, mixing of 6.9 mg/ml protein in in 20 mM Tris-HCl buffer, pH 8.0, 100 mM NaCl, with reservoir solution containing 0.186 M sodium nitrate, 18.4% w/v PEG 3000, 2 mM MgCl2, 1 mM AMPCPP, and 1 mM inhibitor or 0.1 M Tris-HCl, pH 8.5, 0.2 M MgCl2, 20% PEG 8000, 0.05 M sodium thiocyanate, 1 mM AMPCPP, and 1 mM inhibitor, X-ray diffraction structure determination and analysis, molecular replacement | Staphylococcus aureus |
Inhibitors | Comment | Organism | Structure |
---|---|---|---|
2-(((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)methyl)-5-fluorobenzonitrile | - |
Escherichia coli | |
2-(((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)methyl)-5-fluorobenzonitrile | - |
Staphylococcus aureus | |
2-(((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)methyl)-benzonitrile | - |
Escherichia coli | |
2-(((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)methyl)-benzonitrile | - |
Staphylococcus aureus | |
2-((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)-N,N-diethylacetamide | - |
Escherichia coli | |
2-((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)-N,N-diethylacetamide | - |
Staphylococcus aureus | |
2-((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)-N,N-dimethylacetamide | - |
Escherichia coli | |
2-((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)-N,N-dimethylacetamide | - |
Staphylococcus aureus | |
2-((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)-N-ethyl-N-methylpropanamide | - |
Escherichia coli | |
2-((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)-N-ethyl-N-methylpropanamide | - |
Staphylococcus aureus | |
2-((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)-N-isobutylacetamide | - |
Escherichia coli | |
2-((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)-N-isobutylacetamide | - |
Staphylococcus aureus | |
2-((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)-N-methylacetamide | - |
Escherichia coli | |
2-((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)-N-methylacetamide | - |
Staphylococcus aureus | |
2-amino-8-((2,3-dihydroxypropyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Escherichia coli | |
2-amino-8-((2,3-dihydroxypropyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2,3-dimethylbenzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Escherichia coli | |
2-amino-8-((2,3-dimethylbenzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2,4-difluorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((2,4-difluorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2,5-dimethylbenzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Escherichia coli | |
2-amino-8-((2,5-dimethylbenzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2,6-difluorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((2,6-difluorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2-(2-oxopyrrolidin-1-yl)ethyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((2-(2-oxopyrrolidin-1-yl)ethyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2-(4-bromophenyl)-2-oxoethyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((2-(4-bromophenyl)-2-oxoethyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2-(trifluoromethyl)benzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Escherichia coli | |
2-amino-8-((2-(trifluoromethyl)benzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2-bromobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((2-bromobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2-chlorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((2-chlorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2-fluoro-3-methylbenzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Escherichia coli | |
2-amino-8-((2-fluoro-3-methylbenzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2-fluoro-4-methoxybenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((2-fluoro-4-methoxybenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2-fluoro-5-methylbenzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Escherichia coli | |
2-amino-8-((2-fluoro-5-methylbenzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2-fluorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((2-fluorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2-hydroxyethyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((2-hydroxyethyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2-methoxyethyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((2-methoxyethyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2-methylbenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((2-methylbenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2-nitrobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((2-nitrobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((2-oxo-2-phenylethyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Escherichia coli | |
2-amino-8-((2-oxo-2-phenylethyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((3,3,3-trifluoro-2-hydroxypropyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((3,3,3-trifluoro-2-hydroxypropyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((3,4-difluorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((3,4-difluorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((3,5-bis(trifluoromethyl)benzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((3,5-bis(trifluoromethyl)benzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((3,5-dimethylbenzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Escherichia coli | |
2-amino-8-((3,5-dimethylbenzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((3-(trifluoromethoxy)benzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((3-(trifluoromethoxy)benzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((3-bromobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((3-bromobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((3-chlorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((3-chlorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((3-fluorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((3-fluorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((3-hydroxypropyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((3-hydroxypropyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((3-methoxybenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((3-methoxybenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((3-methylbenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((3-methylbenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((3-nitrobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((3-nitrobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((4-(trifluoromethoxy)benzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((4-(trifluoromethoxy)benzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((4-(trifluoromethyl)benzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Escherichia coli | |
2-amino-8-((4-(trifluoromethyl)benzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((4-bromobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((4-bromobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((4-chlorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((4-chlorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((4-fluoro-2-methylbenzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Escherichia coli | |
2-amino-8-((4-fluoro-2-methylbenzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((4-fluoro-3-methylbenzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Escherichia coli | |
2-amino-8-((4-fluoro-3-methylbenzyl)thio)-1,9-dihydro-6Hpurin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((4-fluorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((4-fluorobenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-((4-methoxybenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-((4-methoxybenzyl)thio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
2-amino-8-(benzylthio)-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
2-amino-8-(benzylthio)-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
3-(((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)methyl)-benzoic acid | - |
Escherichia coli | |
3-(((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)methyl)-benzoic acid | - |
Staphylococcus aureus | |
3-(((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)methyl)-benzonitrile | - |
Escherichia coli | |
3-(((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)methyl)-benzonitrile | - |
Staphylococcus aureus | |
4-(((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)methyl)-3-fluorobenzonitrile | - |
Escherichia coli | |
4-(((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)methyl)-3-fluorobenzonitrile | - |
Staphylococcus aureus | |
4-(((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)methyl)-benzonitrile | - |
Escherichia coli | |
4-(((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)methyl)-benzonitrile | - |
Staphylococcus aureus | |
5-(((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)methyl)-2-fluorobenzonitrile | - |
Escherichia coli | |
5-(((2-amino-6-oxo-6,9-dihydro-1H-purin-8-yl)thio)methyl)-2-fluorobenzonitrile | - |
Staphylococcus aureus | |
8-((2-(1,3-dioxan-2-yl)ethyl)thio)-2-amino-1,9-dihydro-6Hpurin-6-one | - |
Escherichia coli | |
8-((2-(1,3-dioxan-2-yl)ethyl)thio)-2-amino-1,9-dihydro-6Hpurin-6-one | - |
Staphylococcus aureus | |
8-((2-([1,1'-biphenyl]-4-yl)-2-oxoethyl)thio)-2-amino-1,9-dihydro-6H-purin-6-one | - |
Escherichia coli | |
8-((2-([1,1'-biphenyl]-4-yl)-2-oxoethyl)thio)-2-amino-1,9-dihydro-6H-purin-6-one | - |
Staphylococcus aureus | |
8-mercaptoguanine | - |
Escherichia coli | |
8-mercaptoguanine | - |
Staphylococcus aureus | |
additional information | synthesis of a series of S-functionalized 8-mercaptoguanine analogues as substrate-site inhibitors of enzyme HPPK, binding structure analysis, and comparison of inhibition efficiency with the enzymes from Staphylococcus aureus and Escherichia coli, KD values, overview | Escherichia coli | |
additional information | synthesis of a series of S-functionalized 8-mercaptoguanine analogues as substrate-site inhibitors of enzyme HPPK, binding structure analysis, and comparison of inhibition efficiency with the enzymes from Staphylococcus aureus and Escherichia coli, KD values, overview | Staphylococcus aureus |
Metals/Ions | Comment | Organism | Structure |
---|---|---|---|
Mg2+ | required | Staphylococcus aureus | |
Mg2+ | required | Escherichia coli |
Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
---|---|---|---|---|---|---|
ATP + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine | Staphylococcus aureus | - |
AMP + (2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate | - |
? | |
ATP + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine | Escherichia coli | - |
AMP + (2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate | - |
? |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Escherichia coli | P26281 | - |
- |
Staphylococcus aureus | - |
- |
- |
Purification (Comment) | Organism |
---|---|
recombinant His6-tagged enzyme from Escherichia coli strain BL21(DE3) by nickel affinity chromatography, tag cleavage by TEV protease, and gel filtration | Escherichia coli |
Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
---|---|---|---|---|---|---|
ATP + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine | - |
Staphylococcus aureus | AMP + (2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate | - |
? | |
ATP + 2-amino-4-hydroxy-6-hydroxymethyl-7,8-dihydropteridine | - |
Escherichia coli | AMP + (2-amino-4-hydroxy-7,8-dihydropteridin-6-yl)methyl diphosphate | - |
? |
Synonyms | Comment | Organism |
---|---|---|
6-hydroxymethyl-7,8-dihydropterin pyrophosphokinase | - |
Staphylococcus aureus |
6-hydroxymethyl-7,8-dihydropterin pyrophosphokinase | - |
Escherichia coli |
HPPK | - |
Staphylococcus aureus |
HPPK | - |
Escherichia coli |
Cofactor | Comment | Organism | Structure |
---|---|---|---|
ATP | - |
Staphylococcus aureus | |
ATP | - |
Escherichia coli |
General Information | Comment | Organism |
---|---|---|
metabolism | the enzyme is a member of the folate biosynthesis pathway | Staphylococcus aureus |
metabolism | the enzyme is a member of the folate biosynthesis pathway | Escherichia coli |