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Literature summary for 2.5.1.78 extracted from

  • Cushman, M.; Yang, D.; Gerhardt, S.; Huber, R.; Fischer, M.; Kis, K.; Bacher, A.
    Design, synthesis, and evaluation of 6-carboxyalkyl and 6-phosphonoxyalkyl derivatives of 7-oxo-8-ribitylaminolumazines as inhibitors of riboflavin synthase and lumazine synthase (2002), J. Org. Chem., 67, 5807-5816.
    View publication on PubMed
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Cloned(Commentary)

Cloned (Comment) Organism
expression of beta60 capsid Bacillus subtilis

Crystallization (Commentary)

Crystallization (Comment) Organism
molecular modeling of inhibitors to the active site Bacillus subtilis

Inhibitors

Inhibitors Comment Organism Structure
4-[2,4,7-trioxo-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-1,2,3,4,7,8-hexahydropteridin-6-yl]butanoic acid uncompetitive, comparison with inhibition of Escherichia coli riboflavin synthase Bacillus subtilis
4-[2,4,7-trioxo-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-1,2,3,4,7,8-hexahydropteridin-6-yl]butyl dihydrogen phosphate competitive, comparison with inhibition of Escherichia coli riboflavin synthase Bacillus subtilis
4-[2,4,7-trioxo-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-1,2,3,4,7,8-hexahydropteridin-6-yl]propyl dihydrogen phosphate uncompetitive, comparison with inhibition of Escherichia coli riboflavin synthase Bacillus subtilis
5-(hexyl 6-dihydrogen phosphate)-6-([(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]amino)pyrimidine-2,4(1H,3H)-dione mixed inhibition, comparison with inhibition of Escherichia coli riboflavin synthase Bacillus subtilis
5-(pentyl 6-dihydrogen phosphate)-6-([(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]amino)pyrimidine-2,4(1H,3H)-dione mixed inhibition, comparison with inhibition of Escherichia coli riboflavin synthase Bacillus subtilis
6-methyl-7-methylidene-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-7,8-dihydropyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione mixed inhibition, comparison with inhibition of Escherichia coli riboflavin synthase Bacillus subtilis
9-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-7,9-dihydro-1H-purine-2,6,8(3H)-trione comparison with inhibition of Escherichia coli riboflavin synthase Bacillus subtilis

Organism

Organism UniProt Comment Textmining
Bacillus subtilis
-
 lumazine synthase/riboflavin synthase complex
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
5-amino-6-(1-D-ribitylamino)pyrimidine-2,4(1H,3H)-dione + (S)-2-hydroxy-3-oxobutyl dihydrogen phosphate
-
 Bacillus subtilis 6,7-dimethyl-8-(1-D-ribityl)lumazine + phosphate + 2 H2O
-
 ?

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.046
-
 9-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-7,9-dihydro-1H-purine-2,6,8(3H)-trione pH 7.5, 37°C, recombinant beta60 capsid Bacillus subtilis
0.084
-
 4-[2,4,7-trioxo-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-1,2,3,4,7,8-hexahydropteridin-6-yl]butanoic acid pH 7.5, 37°C, recombinant beta60 capsid Bacillus subtilis
0.094
-
 6-methyl-7-methylidene-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-7,8-dihydropyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione pH 7.5, 37°C, recombinant beta60 capsid Bacillus subtilis
0.12
-
 4-[2,4,7-trioxo-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-1,2,3,4,7,8-hexahydropteridin-6-yl]propyl dihydrogen phosphate pH 7.5, 37°C, recombinant beta60 capsid Bacillus subtilis
0.13
-
 5-(hexyl 6-dihydrogen phosphate)-6-([(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]amino)pyrimidine-2,4(1H,3H)-dione pH 7.5, 37°C, recombinant beta60 capsid Bacillus subtilis
0.16
-
 4-[2,4,7-trioxo-8-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-1,2,3,4,7,8-hexahydropteridin-6-yl]butyl dihydrogen phosphate pH 7.5, 37°C, recombinant beta60 capsid Bacillus subtilis
0.18
-
 5-(pentyl 6-dihydrogen phosphate)-6-([(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]amino)pyrimidine-2,4(1H,3H)-dione pH 7.5, 37°C, recombinant beta60 capsid Bacillus subtilis