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Literature summary extracted from

  • Balzarini, J.; Nave, J.F.; Becker, M.A.; Tatibana, M.; De Clercq, E.
    Kinetic properties of adenine nucleotide analogs against purified 5-phosphoribosyl-1-pyrophosphate synthetase from E. coli, rat liver and human erythrocytes (1995), Nucleosides Nucleotides, 14, 1861-1871.
No PubMed abstract available

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.7.6.1 2',3'-dideoxy-2',3'-didehydro-adenosine-5'-monophosphate
-
 Escherichia coli
2.7.6.1 2',3'-dideoxy-2',3'-didehydro-adenosine-5'-monophosphate
-
 Homo sapiens
2.7.6.1 9-(2-phosphonylmethoxyethoxy)adenine IC50 of 0.86 mM Escherichia coli
2.7.6.1 9-(2-phosphonylmethoxyethoxy)adenine IC50 of more than 2.5 mM Homo sapiens
2.7.6.1 9-(2-phosphonylmethoxyethyl)adenine IC50 of 1.9 mM Escherichia coli
2.7.6.1 9-(2-phosphonylmethoxyethyl)adenine IC50 of 2.1 mM Homo sapiens

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
2.7.6.1 0.007
-
 ATP pH 8.0, 37ÂșC Homo sapiens
2.7.6.1 0.008
-
 ATP pH 8.0, 37ÂșC, isoenzyme I Rattus norvegicus
2.7.6.1 0.023
-
 ATP pH 8.0, 37ÂșC Escherichia coli
2.7.6.1 0.051
-
 ATP pH 8.0, 37ÂșC, isoenzyme II Rattus norvegicus
2.7.6.1 0.122
-
 AMP pH 8.0, 37ÂșC Homo sapiens
2.7.6.1 0.132
-
 AMP pH 8.0, 37ÂșC Escherichia coli
2.7.6.1 0.167
-
 AMP pH 8.0, 37ÂșC, isoenzyme II Rattus norvegicus
2.7.6.1 0.263
-
 AMP pH 8.0, 37ÂșC, isoenzyme I Rattus norvegicus
2.7.6.1 0.308
-
 9-(2-phosphonylmethoxyethoxy)adenine pH 8.0, 37ÂșC, isoenzyme I Rattus norvegicus
2.7.6.1 0.317
-
 2',3'-dideoxy-2',3'-didehydro-adenosine-5'-monophosphate pH 8.0, 37ÂșC, isoenzyme II Rattus norvegicus
2.7.6.1 0.323
-
 2',3'-dideoxy-2',3'-didehydro-adenosine-5'-monophosphate pH 8.0, 37ÂșC, isoenzyme I Rattus norvegicus
2.7.6.1 0.377
-
 2',3'-dideoxy-2',3'-didehydro-adenosine-5'-monophosphate pH 8.0, 37ÂșC Escherichia coli
2.7.6.1 0.422
-
 9-(2-phosphonylmethoxyethoxy)adenine pH 8.0, 37ÂșC Homo sapiens
2.7.6.1 0.575
-
 (S)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine pH 8.0, 37ÂșC Escherichia coli
2.7.6.1 0.588
-
 9-(2-phosphonylmethoxyethoxy)adenine pH 8.0, 37ÂșC Escherichia coli
2.7.6.1 0.656
-
 9-(2-phosphonylmethoxyethyl)adenine pH 8.0, 37ÂșC, isoenzyme I Rattus norvegicus
2.7.6.1 0.661
-
 9-(2-phosphonylmethoxyethyl)adenine pH 8.0, 37ÂșC Homo sapiens
2.7.6.1 0.789
-
 9-(2-phosphonylmethoxyethoxy)adenine pH 8.0, 37ÂșC, isoenzyme II Rattus norvegicus
2.7.6.1 1.013
-
 9-(2-phosphonylmethoxyethyl)adenine pH 8.0, 37ÂșC, isoenzyme II Rattus norvegicus
2.7.6.1 1.14
-
 (R)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine pH 8.0, 37ÂșC Escherichia coli
2.7.6.1 1.29
-
 (R)9-(2-phosphonylmethoxypropyl)adenine pH 8.0, 37ÂșC Escherichia coli
2.7.6.1 1.47
-
 9-(2-phosphonylmethoxyethyl)adenine pH 8.0, 37ÂșC Escherichia coli
2.7.6.1 1.54
-
 (S)9-(2-phosphonylmethoxypropyl)adenine pH 8.0, 37ÂșC Escherichia coli
2.7.6.1 1.923
-
 (R)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine pH 8.0, 37ÂșC, isoenzyme I Rattus norvegicus
2.7.6.1 2.174
-
 (S)9-(2-phosphonylmethoxypropyl)adenine pH 8.0, 37ÂșC Homo sapiens
2.7.6.1 3.571
-
 (R)9-(2-phosphonylmethoxypropyl)adenine pH 8.0, 37ÂșC Homo sapiens
2.7.6.1 3.636
-
 (S)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine pH 8.0, 37ÂșC, isoenzyme I Rattus norvegicus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
2.7.6.1 ATP + D-ribose 5-phosphate Escherichia coli
-
 AMP + 5-phospho-alpha-D-ribose 1-diphosphate
-
 r
2.7.6.1 ATP + D-ribose 5-phosphate Homo sapiens the product phosphoribosyldiphosphate is required for the biosynthesis of purine, pyrimidine and pyridine nucleotides, L-histidine and L-tryptophan AMP + 5-phospho-alpha-D-ribose 1-diphosphate
-
 r
2.7.6.1 ATP + D-ribose 5-phosphate Rattus norvegicus the product phosphoribosyldiphosphate is required for the biosynthesis of purine, pyrimidine and pyridine nucleotides, L-histidine and L-tryptophan AMP + 5-phospho-alpha-D-ribose 1-diphosphate
-
 r

Organism

EC Number Organism UniProt Comment Textmining
2.7.6.1 Escherichia coli
-
-
-
2.7.6.1 Homo sapiens
-
-
-
2.7.6.1 Rattus norvegicus
-
 rat
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
2.7.6.1 erythrocyte
-
 Homo sapiens
-
2.7.6.1 liver
-
 Rattus norvegicus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.7.6.1 (R)9-(2-phosphonylmethoxypropyl)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Escherichia coli (R)9-(2-phosphonylmethoxypropyl)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 (R)9-(2-phosphonylmethoxypropyl)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Homo sapiens (R)9-(2-phosphonylmethoxypropyl)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 (R)9-(2-phosphonylmethoxypropyl)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Rattus norvegicus (R)9-(2-phosphonylmethoxypropyl)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 (R)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Escherichia coli (R)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 (R)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Homo sapiens (R)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 (R)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Rattus norvegicus (R)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 (S)9-(2-phosphonylmethoxypropyl)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Escherichia coli (S)9-(2-phosphonylmethoxypropyl)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 (S)9-(2-phosphonylmethoxypropyl)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Homo sapiens (S)9-(2-phosphonylmethoxypropyl)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 (S)9-(2-phosphonylmethoxypropyl)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Rattus norvegicus (S)9-(2-phosphonylmethoxypropyl)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 (S)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Escherichia coli (S)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 (S)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Homo sapiens (S)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 (S)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Rattus norvegicus (S)9-(3-fluoro-2-phosphonylmethoxypropyl)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 2',3'-dideoxy-2',3'-didehydro-adenosine-5'-monophosphate + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Escherichia coli 2',3'-dideoxy-2',3'-didehydro-adenosine-5'-triphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 2',3'-dideoxy-2',3'-didehydro-adenosine-5'-monophosphate + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Homo sapiens 2',3'-dideoxy-2',3'-didehydro-adenosine-5'-triphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 2',3'-dideoxy-2',3'-didehydro-adenosine-5'-monophosphate + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Rattus norvegicus 2',3'-dideoxy-2',3'-didehydro-adenosine-5'-triphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 9-(2-phosphonylmethoxyethoxy)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Escherichia coli 9-(2-phosphonylmethoxyethoxy)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 9-(2-phosphonylmethoxyethoxy)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Homo sapiens 9-(2-phosphonylmethoxyethoxy)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 9-(2-phosphonylmethoxyethoxy)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Rattus norvegicus 9-(2-phosphonylmethoxyethoxy)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 9-(2-phosphonylmethoxyethyl)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Escherichia coli 9-(2-phosphonylmethoxyethyl)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 9-(2-phosphonylmethoxyethyl)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Homo sapiens 9-(2-phosphonylmethoxyethyl)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 9-(2-phosphonylmethoxyethyl)adenine + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Rattus norvegicus 9-(2-phosphonylmethoxyethyl)adenine-diphosphate + D-ribose 5-phosphate
-
 r
2.7.6.1 AMP + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Escherichia coli ATP + D-ribose 5-phosphate
-
 r
2.7.6.1 AMP + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Homo sapiens ATP + D-ribose 5-phosphate
-
 r
2.7.6.1 AMP + 5-phospho-alpha-D-ribose 1-diphosphate
-
 Rattus norvegicus ATP + D-ribose 5-phosphate
-
 r
2.7.6.1 ATP + D-ribose 5-phosphate
-
 Escherichia coli AMP + 5-phospho-alpha-D-ribose 1-diphosphate
-
 r
2.7.6.1 ATP + D-ribose 5-phosphate
-
 Homo sapiens AMP + 5-phospho-alpha-D-ribose 1-diphosphate
-
 r
2.7.6.1 ATP + D-ribose 5-phosphate
-
 Rattus norvegicus AMP + 5-phospho-alpha-D-ribose 1-diphosphate
-
 r
2.7.6.1 ATP + D-ribose 5-phosphate the product phosphoribosyldiphosphate is required for the biosynthesis of purine, pyrimidine and pyridine nucleotides, L-histidine and L-tryptophan Homo sapiens AMP + 5-phospho-alpha-D-ribose 1-diphosphate
-
 r
2.7.6.1 ATP + D-ribose 5-phosphate the product phosphoribosyldiphosphate is required for the biosynthesis of purine, pyrimidine and pyridine nucleotides, L-histidine and L-tryptophan Rattus norvegicus AMP + 5-phospho-alpha-D-ribose 1-diphosphate
-
 r

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.7.6.1 37
-
 assay at Escherichia coli
2.7.6.1 37
-
 assay at Homo sapiens
2.7.6.1 37
-
 assay at Rattus norvegicus

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
2.7.6.1 0.37
-
 9-(2-phosphonylmethoxyethyl)adenine pH 8.0,37ÂșC Homo sapiens
2.7.6.1 0.41
-
 2',3'-dideoxy-2',3'-didehydro-adenosine-5'-monophosphate pH 8.0, 37ÂșC Homo sapiens
2.7.6.1 0.55
-
 2',3'-dideoxy-2',3'-didehydro-adenosine-5'-monophosphate pH 8.0, 37ÂșC Escherichia coli
2.7.6.1 1.4
-
 9-(2-phosphonylmethoxyethoxy)adenine pH 8.0, 37ÂșC Escherichia coli
2.7.6.1 1.9
-
 9-(2-phosphonylmethoxyethyl)adenine pH 8.0, 37ÂșC Escherichia coli

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
2.7.6.1 0.86
-
 IC50 of 0.86 mM Escherichia coli 9-(2-phosphonylmethoxyethoxy)adenine
2.7.6.1 1.9
-
 IC50 of 1.9 mM Escherichia coli 9-(2-phosphonylmethoxyethyl)adenine
2.7.6.1 2.1
-
 IC50 of 2.1 mM Homo sapiens 9-(2-phosphonylmethoxyethyl)adenine
2.7.6.1 2.5
-
 IC50 of more than 2.5 mM Homo sapiens 9-(2-phosphonylmethoxyethoxy)adenine