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Literature summary for 2.5.1.9 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
Search for more literature for 2.5.1.9

Cloned(Commentary)

Cloned (Comment) Organism
expression of beta60 capsid Escherichia coli

Crystallization (Commentary)

Crystallization (Comment) Organism
molecular modeling of inhibitors to the active site Escherichia coli

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 comparison with inhibition of Bacillus subtilis lumazine synthase Escherichia coli
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 comparison with inhibition of Bacillus subtilis lumazine synthase Escherichia coli
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 competitive, comparison with inhibition of Bacillus subtilis lumazine synthase Escherichia coli
5-(hexyl 6-dihydrogen phosphate)-6-([(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]amino)pyrimidine-2,4(1H,3H)-dione comparison with inhibition of Bacillus subtilis lumazine synthase Escherichia coli
5-(pentyl 6-dihydrogen phosphate)-6-([(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]amino)pyrimidine-2,4(1H,3H)-dione comparison with inhibition of Bacillus subtilis lumazine synthase Escherichia coli
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 competitive, comparison with inhibition of Bacillus subtilis lumazine synthase Escherichia coli
9-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-7,9-dihydro-1H-purine-2,6,8(3H)-trione competitive, comparison with inhibition of Bacillus subtilis lumazine synthase Escherichia coli

Organism

Organism UniProt Comment Textmining
Escherichia coli
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
6,7-dimethyl-8-ribityllumazine + 6,7-dimethyl-8-ribityllumazine
-
 Escherichia coli riboflavin + 4-(1'-D-ribitylamino)-5-amino-2,6-dihydroxypyrimidine
-
 ?

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00061
-
 9-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-7,9-dihydro-1H-purine-2,6,8(3H)-trione pH 7.5, 37°C Escherichia coli
0.02
-
 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 Escherichia coli
0.15
-
 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 Escherichia coli
0.65
-
 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 Escherichia coli
1
-
 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 Escherichia coli
1
-
 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 Escherichia coli
1.6
-
 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 Escherichia coli