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Literature summary for 4.6.1.12 extracted from

  • Geist, J.G.; Lauw, S.; Illarionova, V.; Illarionov, B.; Fischer, M.; Graewert, T.; Rohdich, F.; Eisenreich, W.; Kaiser, J.; Groll, M.; Scheurer, C.; Wittlin, S.; Alonso-Gomez, J.L.; Schweizer, W.B.; Bacher, A.; Diederich, F.
    Thiazolopyrimidine inhibitors of 2-methylerythritol 2,4-cyclodiphosphate synthase (IspF) from Mycobacterium tuberculosis and Plasmodium falciparum (2010), ChemMedChem, 5, 1092-1101.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
amplification product digested with BamHI and PstI and ligated into plasmid pQE30, expressed in Escherichia coli strain XL1-Blue Mycobacterium tuberculosis
final amplification product digested with the restriction endonucleases BamHI and SalI and cloned into plasmid pQE30, expressed in Escherichia coli strain XL1-Blue Arabidopsis thaliana

Inhibitors

Inhibitors Comment Organism Structure
(+)-(S)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Arabidopsis thaliana
(+)-(S)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Escherichia coli
(+)-(S)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Mycobacterium tuberculosis
(+)-(S)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Plasmodium falciparum
(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
-
Arabidopsis thaliana
(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
-
Escherichia coli
(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
-
Mycobacterium tuberculosis
(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
-
Plasmodium falciparum
(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
-
Arabidopsis thaliana
(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
-
Escherichia coli
(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
-
Mycobacterium tuberculosis
(+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
-
Plasmodium falciparum
(+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Arabidopsis thaliana
(+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Escherichia coli
(+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Mycobacterium tuberculosis
(+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Plasmodium falciparum
(+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate
-
Arabidopsis thaliana
(+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate
-
Mycobacterium tuberculosis
(+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate
-
Plasmodium falciparum
(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Arabidopsis thaliana
(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Escherichia coli
(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Mycobacterium tuberculosis
(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Plasmodium falciparum
(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Arabidopsis thaliana
(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Escherichia coli
(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Mycobacterium tuberculosis
(+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Plasmodium falciparum
(+/-)-ethyl (2Z)-2-(3,5-difluoro-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Arabidopsis thaliana
(+/-)-ethyl (2Z)-2-(3,5-difluoro-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Escherichia coli
(+/-)-ethyl (2Z)-2-(3,5-difluoro-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Mycobacterium tuberculosis
(+/-)-ethyl (2Z)-2-(3,5-difluoro-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Plasmodium falciparum
(+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Arabidopsis thaliana
(+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Escherichia coli
(+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Mycobacterium tuberculosis
(+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Plasmodium falciparum
(+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Arabidopsis thaliana
(+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Escherichia coli
(+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Mycobacterium tuberculosis
(+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Plasmodium falciparum
(+/-)-ethyl (2Z)-2-(4-methoxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Arabidopsis thaliana
(+/-)-ethyl (2Z)-2-(4-methoxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Mycobacterium tuberculosis
(+/-)-ethyl (2Z)-2-(4-methoxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Plasmodium falciparum
(+/-)-ethyl (2Z)-2-[4-(acetyloxy)-3,5-dibromobenzylidene]-5-(1-benzofuran-2-yl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo-[3,2-a]pyrimidine-6-carboxylate
-
Arabidopsis thaliana
(+/-)-ethyl (2Z)-2-[4-(acetyloxy)-3,5-dibromobenzylidene]-5-(1-benzofuran-2-yl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo-[3,2-a]pyrimidine-6-carboxylate
-
Escherichia coli
(+/-)-ethyl (2Z)-2-[4-(acetyloxy)-3,5-dibromobenzylidene]-5-(1-benzofuran-2-yl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo-[3,2-a]pyrimidine-6-carboxylate
-
Mycobacterium tuberculosis
(+/-)-ethyl (2Z)-2-[4-(acetyloxy)-3,5-dibromobenzylidene]-5-(1-benzofuran-2-yl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo-[3,2-a]pyrimidine-6-carboxylate
-
Plasmodium falciparum
(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Arabidopsis thaliana
(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Escherichia coli
(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Mycobacterium tuberculosis
(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Plasmodium falciparum
(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Arabidopsis thaliana
(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Escherichia coli
(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Mycobacterium tuberculosis
(+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Plasmodium falciparum
(+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
-
Arabidopsis thaliana
(+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
-
Mycobacterium tuberculosis
(+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
-
Plasmodium falciparum
(-)-(R)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Arabidopsis thaliana
(-)-(R)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Escherichia coli
(-)-(R)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Mycobacterium tuberculosis
(-)-(R)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
-
Plasmodium falciparum
artesunate
-
Plasmodium falciparum
Chloroquine
-
Plasmodium falciparum

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.41
-
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
Escherichia coli
0.483
-
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
Arabidopsis thaliana
2
-
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
Mycobacterium tuberculosis

Metals/Ions

Metals/Ions Comment Organism Structure
Co2+ preferred Arabidopsis thaliana
Mg2+ preferred Arabidopsis thaliana
Mg2+ preference Escherichia coli
Mg2+ preference Mycobacterium tuberculosis
Mn2+ preferred Arabidopsis thaliana

Molecular Weight [Da]

Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
17000
-
gel filtration Mycobacterium tuberculosis
18260
-
mass spectrometry Arabidopsis thaliana

Organism

Organism UniProt Comment Textmining
Arabidopsis thaliana Q9CAK8
-
-
Escherichia coli
-
-
-
Mycobacterium tuberculosis P9WKG5 H37Rv
-
Mycobacterium tuberculosis H37Rv P9WKG5 H37Rv
-
Plasmodium falciparum P62369
-
-
Plasmodium falciparum NF54 P62369
-
-

Purification (Commentary)

Purification (Comment) Organism
by metal chelation chromatography Mycobacterium tuberculosis
by metal chelation chromatography, more than 95% pure Arabidopsis thaliana

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
Escherichia coli 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP
-
?
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
Mycobacterium tuberculosis 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP
-
?
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
Plasmodium falciparum 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP
-
?
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
Arabidopsis thaliana 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP
-
?
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
Plasmodium falciparum NF54 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP
-
?
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
Mycobacterium tuberculosis H37Rv 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP
-
?

Synonyms

Synonyms Comment Organism
2-methylerythritol 2,4-cyclodiphosphate synthase
-
Escherichia coli
2-methylerythritol 2,4-cyclodiphosphate synthase
-
Mycobacterium tuberculosis
2-methylerythritol 2,4-cyclodiphosphate synthase
-
Plasmodium falciparum
2-methylerythritol 2,4-cyclodiphosphate synthase
-
Arabidopsis thaliana
IspF
-
Escherichia coli
IspF
-
Mycobacterium tuberculosis
IspF
-
Plasmodium falciparum
IspF
-
Arabidopsis thaliana

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.8
-
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
Mycobacterium tuberculosis
2.5
-
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
Arabidopsis thaliana
2.7
-
2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
Escherichia coli

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
6
-
-
Arabidopsis thaliana

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.000007
-
inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum artesunate
0.000013
-
inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum Chloroquine
0.0015
-
inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum (+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0015
-
inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum (+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0016
-
inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum (+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0019
-
inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum (+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.002
-
inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum (+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0021
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0028
-
inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum (+/-)-ethyl (2Z)-2-(4-methoxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0032
-
inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum (+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0032
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0039
-
inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum (+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0051
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0061
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0063
-
inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum (+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
0.0068
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0074
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0079
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0079
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0089
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (+)-(S)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0096
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.011
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.012
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.013
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.014
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (+)-(S)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.015
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (-)-(R)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.0176
-
inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum (+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate
0.018
-
inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum (+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
0.018
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.018
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Escherichia coli (+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5-(4-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.018
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (-)-(R)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.02
-
inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum (+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
0.022
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (-)-(R)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.032
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Escherichia coli (+/-)-ethyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.032
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.032
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (+)-(S)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.035
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.036
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Escherichia coli (+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dichloro-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.039
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Escherichia coli (-)-(R)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.056
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
0.058
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Escherichia coli (+/-)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.06
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Escherichia coli (+)-(S)-ethyl (2Z)-5-(1-benzofuran-2-yl)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.065
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
0.069
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Escherichia coli (+/-)-benzyl (2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.069
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
0.077
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
0.087
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
0.089
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (+/-)-ethyl (2Z)-2-(3,5-difluoro-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.102
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (+/-)-ethyl (2Z)-2-(3,5-difluoro-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.125
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.13
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.141
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
0.192
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Escherichia coli (+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-5,7-dimethyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
0.208
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.212
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Escherichia coli (+/-)-ethyl (2Z)-2-(3-bromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.223
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Escherichia coli (+/-)-(2Z)-2-(3,5-dibromo-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylic acid
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Escherichia coli (+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (+/-)-ethyl (2Z)-2-(4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Escherichia coli (+/-)-ethyl (2Z)-2-(3,5-difluoro-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Escherichia coli (+/-)-ethyl (2Z)-2-[4-(acetyloxy)-3,5-dibromobenzylidene]-5-(1-benzofuran-2-yl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo-[3,2-a]pyrimidine-6-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (+/-)-ethyl (2Z)-2-[4-(acetyloxy)-3,5-dibromobenzylidene]-5-(1-benzofuran-2-yl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo-[3,2-a]pyrimidine-6-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (+/-)-ethyl (2Z)-2-[4-(acetyloxy)-3,5-dibromobenzylidene]-5-(1-benzofuran-2-yl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo-[3,2-a]pyrimidine-6-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (+/-)-ethyl (2Z)-2-[4-(acetyloxy)-3,5-dibromobenzylidene]-5-(1-benzofuran-2-yl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo-[3,2-a]pyrimidine-6-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (+/-)-ethyl (2Z)-2-(4-methoxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Plasmodium falciparum (+/-)-ethyl (2Z)-2-(4-methoxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.3
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Arabidopsis thaliana (+/-)-ethyl (2Z)-2-(4-methoxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
0.322
-
photometric assay, in 100 mm Tris-HCl buffer, pH 8.0, 0.4 mM NADH, 1 mM ATP, 1 mM phosphoenolpyruvate, 10 mM MgCl2, 0.02 U of IspF protein, 0.5 U of CMP kinase, 0.5 U of pyruvate kinase, and 0.5 U of lactate dehydrogenase, at 22°C Mycobacterium tuberculosis (+/-)-ethyl (2Z)-2-(3,5-difluoro-4-hydroxybenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate