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Literature summary for 2.4.2.10 extracted from

  • Zhang, Y.; Evans, G.B.; Clinch, K.; Crump, D.R.; Harris, L.D.; Froehlich, R.F.; Tyler, P.C.; Hazleton, K.Z.; Cassera, M.B.; Schramm, V.L.
    Transition state analogues of Plasmodium falciparum and human orotate phosphoribosyltransferases (2013), J. Biol. Chem., 288, 34746-34754.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

Cloned (Comment) Organism
expressed in Escherichia coli Homo sapiens
expressed in Escherichia coli Plasmodium falciparum

Inhibitors

Inhibitors Comment Organism Structure
(1R,3R,4R)-3-hydroxy-4-(hydroxymethyl)-1-[(4-nitrophenyl)methyl]pyrrolidin-1-ium
-
Homo sapiens
(1R,3R,4R)-3-hydroxy-4-(hydroxymethyl)-1-[(4-nitrophenyl)methyl]pyrrolidin-1-ium
-
Plasmodium falciparum
(1S,3R,4R)-3-hydroxy-4-(hydroxymethyl)-1-[2-(4-nitrophenyl)ethyl]pyrrolidin-1-ium
-
Homo sapiens
(1S,3R,4R)-3-hydroxy-4-(hydroxymethyl)-1-[2-(4-nitrophenyl)ethyl]pyrrolidin-1-ium
-
Plasmodium falciparum
(2R,3R,4S)-1-[2-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethyl]-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-ium
-
Homo sapiens
(2R,3R,4S)-1-[2-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethyl]-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-ium
-
Plasmodium falciparum
(2R,3R,4S)-1-[2-(6-carboxy-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethyl]-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-ium
-
Homo sapiens
(2R,3R,4S)-1-[2-(6-carboxy-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethyl]-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-ium
-
Plasmodium falciparum
(2R,3S)-3-hydroxy-2-(hydroxymethyl)-5-(4-nitrophenyl)pyrrolidin-1-ium
-
Homo sapiens
(2R,3S)-3-hydroxy-2-(hydroxymethyl)-5-(4-nitrophenyl)pyrrolidin-1-ium
-
Plasmodium falciparum
(2S,3S,4R,5R)-2-[(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-ium
-
Homo sapiens
(2S,3S,4R,5R)-2-[(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-ium
-
Plasmodium falciparum
(2S,3S,4R,5R)-2-[(6-cyano-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-ium
-
Homo sapiens
(2S,3S,4R,5R)-2-[(6-cyano-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-ium
-
Plasmodium falciparum
(3R,4R)-1-[(6-carboxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]-3-hydroxy-4-(hydroxymethyl)pyrrolidin-1-ium
-
Homo sapiens
(3R,4R)-1-[(6-carboxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]-3-hydroxy-4-(hydroxymethyl)pyrrolidin-1-ium
-
Plasmodium falciparum
(3R,4R)-1-[2-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethyl]-3-hydroxy-4-(hydroxymethyl)pyrrolidin-1-ium
-
Homo sapiens
(3R,4R)-1-[2-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethyl]-3-hydroxy-4-(hydroxymethyl)pyrrolidin-1-ium
-
Plasmodium falciparum
(7R,8R,9S,9aS)-8,9-dihydroxy-7-(hydroxymethyl)-8,9,9a,10-tetrahydro-7H-pyrrolo[1',2':4,5]pyrazino[1,2-c]pyrimidine-1,3,5(2H)-trione
-
Homo sapiens
(7R,8R,9S,9aS)-8,9-dihydroxy-7-(hydroxymethyl)-8,9,9a,10-tetrahydro-7H-pyrrolo[1',2':4,5]pyrazino[1,2-c]pyrimidine-1,3,5(2H)-trione
-
Plasmodium falciparum
1,3-dihydroxy-N-[(4-nitrophenyl)methyl]propan-2-aminium
-
Homo sapiens
1,3-dihydroxy-N-[(4-nitrophenyl)methyl]propan-2-aminium
-
Plasmodium falciparum
1,3-dihydroxy-N-[2-(4-nitrophenyl)ethyl]propan-2-aminium
-
Homo sapiens
1,3-dihydroxy-N-[2-(4-nitrophenyl)ethyl]propan-2-aminium
-
Plasmodium falciparum
1-[(6-carboxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]pyrrolidin-1-ium
-
Homo sapiens
1-[(6-carboxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]pyrrolidin-1-ium
-
Plasmodium falciparum
4-nitrophenyl beta-D-ribose
-
Homo sapiens
4-nitrophenyl beta-D-ribose
-
Plasmodium falciparum
4-nitrophenyl beta-D-ribose 5'-phosphate
-
Homo sapiens
4-nitrophenyl beta-D-ribose 5'-phosphate
-
Plasmodium falciparum
[(2R,3R,4S,5S)-5-(4-carboxypyridin-3-yl)-3,4-dihydroxypyrrolidin-1-ium-2-yl]methyl hydrogen phosphate
-
Homo sapiens
[(2R,3R,4S,5S)-5-(4-carboxypyridin-3-yl)-3,4-dihydroxypyrrolidin-1-ium-2-yl]methyl hydrogen phosphate
-
Plasmodium falciparum
[(2R,3R,4S,5S)-5-[(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxypyrrolidin-1-ium-2-yl]methyl hydrogen phosphate
-
Homo sapiens
[(2R,3R,4S,5S)-5-[(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxypyrrolidin-1-ium-2-yl]methyl hydrogen phosphate
-
Plasmodium falciparum
[(2R,3R,4S,5S)-5-[(6-cyano-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxypyrrolidin-1-ium-2-yl]methyl hydrogen phosphate
-
Homo sapiens
[(2R,3R,4S,5S)-5-[(6-cyano-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxypyrrolidin-1-ium-2-yl]methyl hydrogen phosphate
-
Plasmodium falciparum
[(3R,4R)-1-[(6-carboxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]-4-hydroxypyrrolidin-1-ium-3-yl]methyl hydrogen phosphate
-
Homo sapiens
[(3R,4R)-1-[(6-carboxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]-4-hydroxypyrrolidin-1-ium-3-yl]methyl hydrogen phosphate
-
Plasmodium falciparum
[(7R,8R,9S,9aS)-8,9-dihydroxy-1,3,5-trioxo-1,2,3,5,8,9,9a,10-octahydro-7H-pyrrolo[1',2':4,5]pyrazino[1,2-c]pyrimidin-7-yl]methyl hydrogen phosphate
-
Homo sapiens
[(7R,8R,9S,9aS)-8,9-dihydroxy-1,3,5-trioxo-1,2,3,5,8,9,9a,10-octahydro-7H-pyrrolo[1',2':4,5]pyrazino[1,2-c]pyrimidin-7-yl]methyl hydrogen phosphate
-
Plasmodium falciparum

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
orotate + 5-phospho-alpha-D-ribose 1-diphosphate Homo sapiens
-
orotidine 5'-phosphate + diphosphate
-
?
orotate + 5-phospho-alpha-D-ribose 1-diphosphate Plasmodium falciparum
-
orotidine 5'-phosphate + diphosphate
-
?

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
Plasmodium falciparum
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
orotate + 5-phospho-alpha-D-ribose 1-diphosphate
-
Homo sapiens orotidine 5'-phosphate + diphosphate
-
?
orotate + 5-phospho-alpha-D-ribose 1-diphosphate
-
Plasmodium falciparum orotidine 5'-phosphate + diphosphate
-
?

Synonyms

Synonyms Comment Organism
OPRT
-
Homo sapiens
OPRT
-
Plasmodium falciparum

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00004
-
4-nitrophenyl beta-D-ribose 5'-phosphate at pH 8.0 and 25°C Plasmodium falciparum
0.000041
-
4-nitrophenyl beta-D-ribose 5'-phosphate at pH 8.0 and 25°C Homo sapiens
0.00012
-
4-nitrophenyl beta-D-ribose at pH 8.0 and 25°C Homo sapiens
0.00019
-
4-nitrophenyl beta-D-ribose at pH 8.0 and 25°C Plasmodium falciparum
0.08
-
(2R,3R,4S)-1-[2-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethyl]-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-ium at pH 8.0 and 25°C Homo sapiens
0.083
-
(3R,4R)-1-[(6-carboxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]-3-hydroxy-4-(hydroxymethyl)pyrrolidin-1-ium at pH 8.0 and 25°C Homo sapiens
0.09
-
[(7R,8R,9S,9aS)-8,9-dihydroxy-1,3,5-trioxo-1,2,3,5,8,9,9a,10-octahydro-7H-pyrrolo[1',2':4,5]pyrazino[1,2-c]pyrimidin-7-yl]methyl hydrogen phosphate at pH 8.0 and 25°C Homo sapiens
0.11
-
(7R,8R,9S,9aS)-8,9-dihydroxy-7-(hydroxymethyl)-8,9,9a,10-tetrahydro-7H-pyrrolo[1',2':4,5]pyrazino[1,2-c]pyrimidine-1,3,5(2H)-trione at pH 8.0 and 25°C Homo sapiens
0.12
-
1,3-dihydroxy-N-[2-(4-nitrophenyl)ethyl]propan-2-aminium at pH 8.0 and 25°C Homo sapiens
0.14
-
[(2R,3R,4S,5S)-5-[(6-cyano-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxypyrrolidin-1-ium-2-yl]methyl hydrogen phosphate at pH 8.0 and 25°C Homo sapiens
0.15
-
1,3-dihydroxy-N-[(4-nitrophenyl)methyl]propan-2-aminium at pH 8.0 and 25°C Homo sapiens
0.17
-
[(7R,8R,9S,9aS)-8,9-dihydroxy-1,3,5-trioxo-1,2,3,5,8,9,9a,10-octahydro-7H-pyrrolo[1',2':4,5]pyrazino[1,2-c]pyrimidin-7-yl]methyl hydrogen phosphate at pH 8.0 and 25°C Plasmodium falciparum
0.2
-
[(2R,3R,4S,5S)-5-[(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxypyrrolidin-1-ium-2-yl]methyl hydrogen phosphate at pH 8.0 and 25°C Homo sapiens
0.2
-
(1R,3R,4R)-3-hydroxy-4-(hydroxymethyl)-1-[(4-nitrophenyl)methyl]pyrrolidin-1-ium at pH 8.0 and 25°C Homo sapiens
0.22
-
(3R,4R)-1-[(6-carboxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]-3-hydroxy-4-(hydroxymethyl)pyrrolidin-1-ium at pH 8.0 and 25°C Plasmodium falciparum
0.23
-
(2R,3S)-3-hydroxy-2-(hydroxymethyl)-5-(4-nitrophenyl)pyrrolidin-1-ium at pH 8.0 and 25°C Homo sapiens
0.23
-
(1S,3R,4R)-3-hydroxy-4-(hydroxymethyl)-1-[2-(4-nitrophenyl)ethyl]pyrrolidin-1-ium at pH 8.0 and 25°C Homo sapiens
0.24
-
[(3R,4R)-1-[(6-carboxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]-4-hydroxypyrrolidin-1-ium-3-yl]methyl hydrogen phosphate at pH 8.0 and 25°C Homo sapiens
0.25
-
1-[(6-carboxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]pyrrolidin-1-ium at pH 8.0 and 25°C Homo sapiens
0.27
-
(7R,8R,9S,9aS)-8,9-dihydroxy-7-(hydroxymethyl)-8,9,9a,10-tetrahydro-7H-pyrrolo[1',2':4,5]pyrazino[1,2-c]pyrimidine-1,3,5(2H)-trione at pH 8.0 and 25°C Plasmodium falciparum
0.27
-
(2R,3R,4S)-1-[2-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethyl]-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-ium at pH 8.0 and 25°C Plasmodium falciparum
0.29
-
(2R,3R,4S)-1-[2-(6-carboxy-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethyl]-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-ium at pH 8.0 and 25°C Homo sapiens
0.3
-
(2S,3S,4R,5R)-2-[(6-cyano-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-ium at pH 8.0 and 25°C Plasmodium falciparum
0.35
-
(2S,3S,4R,5R)-2-[(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-ium at pH 8.0 and 25°C Plasmodium falciparum
0.35
-
[(2R,3R,4S,5S)-5-[(6-cyano-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxypyrrolidin-1-ium-2-yl]methyl hydrogen phosphate at pH 8.0 and 25°C Plasmodium falciparum
0.36
-
(2S,3S,4R,5R)-2-[(6-cyano-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-ium at pH 8.0 and 25°C Homo sapiens
0.37
-
[(2R,3R,4S,5S)-5-[(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxypyrrolidin-1-ium-2-yl]methyl hydrogen phosphate at pH 8.0 and 25°C Plasmodium falciparum
0.47
-
1-[(6-carboxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]pyrrolidin-1-ium at pH 8.0 and 25°C Plasmodium falciparum
0.48
-
(2R,3S)-3-hydroxy-2-(hydroxymethyl)-5-(4-nitrophenyl)pyrrolidin-1-ium at pH 8.0 and 25°C Plasmodium falciparum
0.5
-
[(3R,4R)-1-[(6-carboxy-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)methyl]-4-hydroxypyrrolidin-1-ium-3-yl]methyl hydrogen phosphate at pH 8.0 and 25°C Plasmodium falciparum
0.5
-
1,3-dihydroxy-N-[(4-nitrophenyl)methyl]propan-2-aminium at pH 8.0 and 25°C Plasmodium falciparum
0.51
-
1,3-dihydroxy-N-[2-(4-nitrophenyl)ethyl]propan-2-aminium at pH 8.0 and 25°C Plasmodium falciparum
0.52
-
(3R,4R)-1-[2-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethyl]-3-hydroxy-4-(hydroxymethyl)pyrrolidin-1-ium at pH 8.0 and 25°C Homo sapiens
0.53
-
(2S,3S,4R,5R)-2-[(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)methyl]-3,4-dihydroxy-5-(hydroxymethyl)pyrrolidin-1-ium at pH 8.0 and 25°C Homo sapiens
0.57
-
(1S,3R,4R)-3-hydroxy-4-(hydroxymethyl)-1-[2-(4-nitrophenyl)ethyl]pyrrolidin-1-ium at pH 8.0 and 25°C Plasmodium falciparum
0.69
-
(2R,3R,4S)-1-[2-(6-carboxy-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethyl]-3,4-dihydroxy-2-(hydroxymethyl)pyrrolidin-1-ium at pH 8.0 and 25°C Plasmodium falciparum
0.75
-
(1R,3R,4R)-3-hydroxy-4-(hydroxymethyl)-1-[(4-nitrophenyl)methyl]pyrrolidin-1-ium at pH 8.0 and 25°C Plasmodium falciparum
1.3
-
(3R,4R)-1-[2-(5-bromo-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)ethyl]-3-hydroxy-4-(hydroxymethyl)pyrrolidin-1-ium at pH 8.0 and 25°C Plasmodium falciparum
4.3
-
[(2R,3R,4S,5S)-5-(4-carboxypyridin-3-yl)-3,4-dihydroxypyrrolidin-1-ium-2-yl]methyl hydrogen phosphate at pH 8.0 and 25°C Homo sapiens
15.5
-
[(2R,3R,4S,5S)-5-(4-carboxypyridin-3-yl)-3,4-dihydroxypyrrolidin-1-ium-2-yl]methyl hydrogen phosphate at pH 8.0 and 25°C Plasmodium falciparum