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Literature summary for 2.4.2.22 extracted from

  • Eng, W.; Hockova, D.; Spacek, P.; Baszczynski, O.; Janeba, Z.; Naesens, L.; Keough, D.; Guddat, L.
    Crystal structures of acyclic nucleoside phosphonates in complex with Escherichia coli hypoxanthine phosphoribosyltransferase (2016), ChemistrySelect, 1, 6267-6276 .
No PubMed abstract available

Inhibitors

Inhibitors Comment Organism Structure
(2-[(2,3-dihydroxypropyl)[2-(6-oxo-1,6-dihydro-9H-purin-9-yl)ethyl]amino]ethyl)phosphonic acid
-
Escherichia coli
(2-[[2-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)ethyl][2-(2-phosphonoethoxy)ethyl]amino]ethyl)phosphonic acid
-
Escherichia coli
9-[(N-phosphonoethyl-N-phosphonobutyl)-2-aminoethyl]hypoxanthine
-
Escherichia coli
9-[(N-phosphonoethyl-N-phosphonoethoxyethyl)-2-aminoethyl]-hypoxanthine
-
Escherichia coli
9-[(N-phosphonoethyl-N-phosphonomethoxyethyl)-2-aminoethyl]hypoxanthine
-
Escherichia coli
9-[(N-phosphonoethyl-N-phosphonomethyl)-2-aminoethyl]-hypoxanthine
-
Escherichia coli
additional information EcXGPRT inhibitor design, synthesis and optimization. Several acyclic nucleoside phosphonates (ANPs) have previously been identified as inhibitors of EcXGPRT and EcHPRT and the most potent of these have Ki values as low as 10 nM for EcXGPRT and 0.8 mM for EcHPRT Escherichia coli
[[2-[(6-oxo-1,6-dihydro-9H-purin-9-yl)methyl]propane-1,3-diyl]bis(oxymethylene)]bis(phosphonic acid)
-
Escherichia coli
[[[(4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl]azanediyl]di(propane-3,1-diyl)]bis(phosphonic acid)
-
Escherichia coli

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.0043
-
xanthine pH and temperature not specified in the publication Escherichia coli
0.091
-
hypoxanthine pH and temperature not specified in the publication Escherichia coli

Metals/Ions

Metals/Ions Comment Organism Structure
Mg2+ dependent on Escherichia coli

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
guanine + 5-phospho-alpha-D-ribose 1-diphosphate Escherichia coli
-
GMP + diphosphate
-
r
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate Escherichia coli
-
XMP + diphosphate
-
r

Organism

Organism UniProt Comment Textmining
Escherichia coli P0A9M5
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
guanine + 5-phospho-alpha-D-ribose 1-diphosphate
-
Escherichia coli GMP + diphosphate
-
r
hypoxanthine + 5-phospho-alpha-D-ribose 1-diphosphate low activity, reaction of EC 2.4.2.8 Escherichia coli IMP + diphosphate
-
r
additional information Escherichia coli xanthine-guanine phosphoribosyltransferase (EcXGPRT) prefers guanine and xanthine Escherichia coli ?
-
-
xanthine + 5-phospho-alpha-D-ribose 1-diphosphate
-
Escherichia coli XMP + diphosphate
-
r

Synonyms

Synonyms Comment Organism
EcXGPRT
-
Escherichia coli
More see also EC 2.4.2.8 Escherichia coli
xanthine-guanine PRT
-
Escherichia coli

General Information

General Information Comment Organism
metabolism in Escherichia coli, the purine salvage pathway has two 6-oxopurine phosphoribosyltransferases (PRTs), xanthine-guanine PRT (EcXGPRT, EC 2.4.2.22) and hypoxanthine PRT (EcHPRT, EC 2.4.2.8). Escherichia coli can utilize both purine salvage and de novo pathways for the production of the nucleoside monophosphates required for incorporation into DNA and RNA. Escherichia coli is highly unusual in that it is one of only a few organisms that possess two distinct salvage enzymes for 6-oxopurine nucleoside monophosphate production Escherichia coli

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.0012
-
xanthine pH and temperature not specified in the publication Escherichia coli
0.0065
-
guanine pH and temperature not specified in the publication Escherichia coli