Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • Talukdar, A.; Breen, M.; Bacher, A.; Illarionov, B.; Fischer, M.; Georg, G.; Ye, Q.Z.; Cushman, M.
    Discovery and development of a small molecule library with lumazine synthase inhibitory activity (2009), J. Org. Chem., 74, 5123-5134.
    View publication on PubMedView publication on EuropePMC

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.5.1.78 (E)-3-hydroxy-4-(2-(5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-yl)vinyl)benzoic acid
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-3-hydroxy-4-(2-(5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-yl)vinyl)benzoic acid
-
 Schizosaccharomyces pombe
2.5.1.78 (E)-4-(2-(5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-yl)vinyl)benzoate
-
 Schizosaccharomyces pombe
2.5.1.78 (E)-4-(2-(5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-yl)vinyl)benzoic acid
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-5-nitro-6-(2-hydroxystyryl)pyrimidine-2,4(1H,3H)-dione competitive Mycobacterium tuberculosis
2.5.1.78 (E)-5-nitro-6-(2-hydroxystyryl)pyrimidine-2,4(1H,3H)-dione competitive Schizosaccharomyces pombe
2.5.1.78 (E)-5-nitro-6-(3-(pyridin-3-yl)vinyl)pyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-5-nitro-6-(3-nitrostyryl)pyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-5-nitro-6-(3-nitrostyryl)pyrimidine-2,4(1H,3H)-dione
-
 Schizosaccharomyces pombe
2.5.1.78 (E)-5-nitro-6-(4-bromostyryl)pyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-5-nitro-6-(4-nitrostyryl)pyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-5-nitro-6-(4-nitrostyryl)pyrimidine-2,4(1H,3H)-dione
-
 Schizosaccharomyces pombe
2.5.1.78 (E)-5-nitro-6-[2-(1H-pyrrol-2-yl)vinyl]pyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-5-nitro-6-[2-(1H-pyrrol-2-yl)vinyl]pyrimidine-2,4(1H,3H)-dione
-
 Schizosaccharomyces pombe
2.5.1.78 (E)-6-(2,3,4-trimethoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(2,3-dihydroxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(2,3-dihydroxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Schizosaccharomyces pombe
2.5.1.78 (E)-6-(2,3-dimethoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(2,3-dimethoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Schizosaccharomyces pombe
2.5.1.78 (E)-6-(2-(3H-indol-3-yl)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(2-(3H-indol-3-yl)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Schizosaccharomyces pombe
2.5.1.78 (E)-6-(2-(naphthalen-2-yl)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(2-(naphthalen-2-yl)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Schizosaccharomyces pombe
2.5.1.78 (E)-6-(2-fluoro-3-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(2-fluoro-3-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Schizosaccharomyces pombe
2.5.1.78 (E)-6-(2-fluorostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(2-hydroxy-3-nitrostyryl)-3-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(2-hydroxy-5-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(2-methoxy-5-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(2-methoxy-5-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Schizosaccharomyces pombe
2.5.1.78 (E)-6-(2-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(2-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Schizosaccharomyces pombe
2.5.1.78 (E)-6-(2-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(3,4,5-trimethoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(3,4-dimethoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(3-hydroxy-4-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(3-hydroxy-4-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(3-hydroxy-4-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Schizosaccharomyces pombe
2.5.1.78 (E)-6-(3-hydroxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione competitive Mycobacterium tuberculosis
2.5.1.78 (E)-6-(4-chlorostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(4-fluorostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(4-hydroxy-3-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 (E)-6-(4-hydroxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
 Mycobacterium tuberculosis
2.5.1.78 5-nitro-6-styryluracil
-
 Mycobacterium tuberculosis
2.5.1.78 5-nitro-6-styryluracil
-
 Schizosaccharomyces pombe

Organism

EC Number Organism UniProt Comment Textmining
2.5.1.78 Mycobacterium tuberculosis
-
-
-
2.5.1.78 Schizosaccharomyces pombe
-
-
-

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
2.5.1.78 0.113
-
-
 Schizosaccharomyces pombe
2.5.1.78 0.113
-
-
 Mycobacterium tuberculosis

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2.5.1.78 5-amino-6-(1-D-ribitylamino)pyrimidine-2,4(1H,3H)-dione + (S)-2-hydroxy-3-oxobutyl dihydrogen phosphate penultimate step of riboflavin biosynthesis Mycobacterium tuberculosis 6,7-dimethyl-8-(1-D-ribityl)lumazine + phosphate
-
 ?
2.5.1.78 5-amino-6-(1-D-ribitylamino)pyrimidine-2,4(1H,3H)-dione + (S)-2-hydroxy-3-oxobutyl dihydrogen phosphate
-
 Schizosaccharomyces pombe 6,7-dimethyl-8-(1-D-ribityl)lumazine + phosphate + 2 H2O
-
 ?

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.5.1.78 27
-
 assay at Schizosaccharomyces pombe
2.5.1.78 27
-
 assay at Mycobacterium tuberculosis

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.5.1.78 7
-
 assay at Schizosaccharomyces pombe
2.5.1.78 7
-
 assay at Mycobacterium tuberculosis

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
2.5.1.78 0.0037
-
 (E)-5-nitro-6-(4-nitrostyryl)pyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.0049
-
 (E)-6-(2,3-dihydroxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Schizosaccharomyces pombe
2.5.1.78 0.0071
-
 (E)-6-(3-hydroxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.0078
-
 (E)-6-(2-fluorostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.0096
-
 (E)-6-(2,3-dimethoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.011
-
 (E)-6-(2-(naphthalen-2-yl)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.011
-
 (E)-5-nitro-6-(3-nitrostyryl)pyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Schizosaccharomyces pombe
2.5.1.78 0.012
-
 (E)-6-(2,3-dihydroxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.012
-
 (E)-6-(3-hydroxy-4-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.012
-
 (E)-6-(4-hydroxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.013
-
 (E)-5-nitro-6-(4-nitrostyryl)pyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Schizosaccharomyces pombe
2.5.1.78 0.013
-
 (E)-5-nitro-6-[2-(1H-pyrrol-2-yl)vinyl]pyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Schizosaccharomyces pombe
2.5.1.78 0.015
-
 5-nitro-6-styryluracil pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.016
-
 (E)-6-(2-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.017
-
 (E)-6-(3,4,5-trimethoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.023
-
 (E)-6-(2-methoxy-5-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.024
-
 (E)-6-(2-fluoro-3-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.026
-
 (E)-5-nitro-6-(4-bromostyryl)pyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.026
-
 (E)-5-nitro-6-(3-(pyridin-3-yl)vinyl)pyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.028
-
 (E)-6-(2-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.03
-
 (E)-5-nitro-6-[2-(1H-pyrrol-2-yl)vinyl]pyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.031
-
 (E)-6-(2-hydroxy-5-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.032
-
 (E)-6-(3,4-dimethoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.035
-
 (E)-4-(2-(5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-yl)vinyl)benzoic acid pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.041
-
 (E)-4-(2-(5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-yl)vinyl)benzoate pH 7.0, 27°C Schizosaccharomyces pombe
2.5.1.78 0.042
-
 (E)-5-nitro-6-(3-nitrostyryl)pyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.042
-
 (E)-6-(2-hydroxy-3-nitrostyryl)-3-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.045
-
 (E)-6-(4-chlorostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.048
-
 (E)-6-(2,3,4-trimethoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.052
-
 (E)-6-(3-hydroxy-4-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.07
-
 (E)-6-(2-(3H-indol-3-yl)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.085
-
 (E)-6-(2-methoxy-5-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Schizosaccharomyces pombe
2.5.1.78 0.086
-
 (E)-6-(4-fluorostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.087
-
 (E)-6-(4-hydroxy-3-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.094
-
 (E)-6-(3-hydroxy-4-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Schizosaccharomyces pombe
2.5.1.78 0.094
-
 (E)-6-(2-(naphthalen-2-yl)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Schizosaccharomyces pombe
2.5.1.78 0.095
-
 (E)-5-nitro-6-(2-hydroxystyryl)pyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.13
-
 (E)-3-hydroxy-4-(2-(5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-yl)vinyl)benzoic acid pH 7.0, 27°C Schizosaccharomyces pombe
2.5.1.78 0.141
-
 (E)-6-(2-(3H-indol-3-yl)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Schizosaccharomyces pombe
2.5.1.78 0.143
-
 5-nitro-6-styryluracil pH 7.0, 27°C Schizosaccharomyces pombe
2.5.1.78 0.151
-
 (E)-6-(2-fluoro-3-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Schizosaccharomyces pombe
2.5.1.78 0.197
-
 (E)-3-hydroxy-4-(2-(5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-yl)vinyl)benzoic acid pH 7.0, 27°C Mycobacterium tuberculosis
2.5.1.78 0.205
-
 (E)-6-(2-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Schizosaccharomyces pombe
2.5.1.78 0.21
-
 (E)-5-nitro-6-(2-hydroxystyryl)pyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Schizosaccharomyces pombe
2.5.1.78 0.243
-
 (E)-6-(2,3-dimethoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione pH 7.0, 27°C Schizosaccharomyces pombe