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Literature summary 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)

EC Number Cloned (Comment) Organism
4.6.1.12 amplification product digested with BamHI and PstI and ligated into plasmid pQE30, expressed in Escherichia coli strain XL1-Blue Mycobacterium tuberculosis
4.6.1.12 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

EC Number Inhibitors Comment Organism Structure
4.6.1.12 (+)-(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
4.6.1.12 (+)-(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
4.6.1.12 (+)-(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
4.6.1.12 (+)-(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
4.6.1.12 (+/-)-(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
4.6.1.12 (+/-)-(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
4.6.1.12 (+/-)-(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
4.6.1.12 (+/-)-(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
4.6.1.12 (+/-)-(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
4.6.1.12 (+/-)-(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
4.6.1.12 (+/-)-(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
4.6.1.12 (+/-)-(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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate
-
 Arabidopsis thaliana
4.6.1.12 (+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate
-
 Mycobacterium tuberculosis
4.6.1.12 (+/-)-benzyl 6-methyl-4-(2-thienyl)-2-thioxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate
-
 Plasmodium falciparum
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-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
4.6.1.12 (+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
-
 Arabidopsis thaliana
4.6.1.12 (+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
-
 Mycobacterium tuberculosis
4.6.1.12 (+/-)-ethyl 4-(4-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
-
 Plasmodium falciparum
4.6.1.12 (-)-(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
4.6.1.12 (-)-(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
4.6.1.12 (-)-(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
4.6.1.12 (-)-(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
4.6.1.12 artesunate
-
 Plasmodium falciparum
4.6.1.12 Chloroquine
-
 Plasmodium falciparum

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
4.6.1.12 0.41
-
 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
 Escherichia coli
4.6.1.12 0.483
-
 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
 Arabidopsis thaliana
4.6.1.12 2
-
 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
 Mycobacterium tuberculosis

Metals/Ions

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

Molecular Weight [Da]

EC Number Molecular Weight [Da] Molecular Weight Maximum [Da] Comment Organism
4.6.1.12 17000
-
 gel filtration Mycobacterium tuberculosis
4.6.1.12 18260
-
 mass spectrometry Arabidopsis thaliana

Organism

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

Purification (Commentary)

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

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
4.6.1.12 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
 Escherichia coli 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP
-
 ?
4.6.1.12 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
 Mycobacterium tuberculosis 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP
-
 ?
4.6.1.12 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
 Plasmodium falciparum 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP
-
 ?
4.6.1.12 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
 Arabidopsis thaliana 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP
-
 ?
4.6.1.12 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
 Plasmodium falciparum NF54 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP
-
 ?
4.6.1.12 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
 Mycobacterium tuberculosis H37Rv 2-C-methyl-D-erythritol 2,4-cyclodiphosphate + CMP
-
 ?

Synonyms

EC Number Synonyms Comment Organism
4.6.1.12 2-methylerythritol 2,4-cyclodiphosphate synthase
-
 Escherichia coli
4.6.1.12 2-methylerythritol 2,4-cyclodiphosphate synthase
-
 Mycobacterium tuberculosis
4.6.1.12 2-methylerythritol 2,4-cyclodiphosphate synthase
-
 Plasmodium falciparum
4.6.1.12 2-methylerythritol 2,4-cyclodiphosphate synthase
-
 Arabidopsis thaliana
4.6.1.12 IspF
-
 Escherichia coli
4.6.1.12 IspF
-
 Mycobacterium tuberculosis
4.6.1.12 IspF
-
 Plasmodium falciparum
4.6.1.12 IspF
-
 Arabidopsis thaliana

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
4.6.1.12 1.8
-
 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
 Mycobacterium tuberculosis
4.6.1.12 2.5
-
 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
 Arabidopsis thaliana
4.6.1.12 2.7
-
 2-phospho-4-(cytidine 5'-diphospho)-2-C-methyl-D-erythritol
-
 Escherichia coli

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
4.6.1.12 6
-
-
 Arabidopsis thaliana

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
4.6.1.12 0.000007
-
 inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum artesunate
4.6.1.12 0.000013
-
 inhibition of strains NF54 as measured by red blood cell assay Plasmodium falciparum Chloroquine
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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
4.6.1.12 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