Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
ethyl [(2,4-dioxo-6-[[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]amino]-1,2,3,4-tetrahydropyrimidin-5-yl)amino](oxo)acetate
mixed type inhibition
(E)-3-hydroxy-4-(2-(5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-yl)vinyl)benzoic acid
-
-
(E)-4-(2-(5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-yl)vinyl)benzoate
-
-
(E)-5-nitro-6-(2-hydroxystyryl)pyrimidine-2,4(1H,3H)-dione
-
competitive
(E)-5-nitro-6-(3-nitrostyryl)pyrimidine-2,4(1H,3H)-dione
-
-
(E)-5-nitro-6-(4-nitrostyryl)pyrimidine-2,4(1H,3H)-dione
-
-
(E)-5-nitro-6-[2-(1H-pyrrol-2-yl)vinyl]pyrimidine-2,4(1H,3H)-dione
-
-
(E)-6-(2,3-dihydroxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
-
(E)-6-(2,3-dimethoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
-
(E)-6-(2-(3H-indol-3-yl)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
-
(E)-6-(2-(naphthalen-2-yl)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
-
(E)-6-(2-fluoro-3-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
-
(E)-6-(2-methoxy-5-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
-
(E)-6-(2-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
-
(E)-6-(3-hydroxy-4-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
-
1,3,6,8-tetrahydroxynaphthyridine
-
-
2,4-dioxo-6-[[(2R,3R,4R)-2,3,4,5-tetrahydroxypentyl]sulfanyl]-1,2,3,4-tetrahydropyrimidin-5-aminium chloride
-
inhibition of both lumazine synthase and riboflavin synthase
2,5,8,11-tetraaza-5,11-dihydro-4,10-dihydroxyperylene-1,3,6,7,9,12-hexaone
-
-
5-nitro-6-(D-ribitylamino)-2,4(1H,3H)-pyrimidinedione
-
-
5-nitro-6-styryluracil
-
-
5-nitro-6-[[(2R,3R,4R)-2,3,4,5 tetrahydroxypentyl]sulfanyl]pyrimidine-2,4(1H,3H)-dione
-
inhibition of both lumazine synthase and riboflavin synthase
5-nitroso-6-(D-ribitylamino)-2,4(1H,3H)-pyrimidinedione
-
-
6-carboxyethyl-7-oxo-8-ribityllumazine
-
-
N-6-(ribitylamino)pyrimidine-2,4(1H,3H)-dion-5-ylpropionamide
-
competitive, inhibition of both lumazine synthase and riboflavin synthase
N-6-(ribitylamino)pyrimidine-2,4(1H,3H)-dione-5-ylisobutyramide
-
competitive, inhibition of both lumazine synthase and riboflavin synthase
N-[2,4-dioxo-6-(ribitylamino)-1,2,3,4-tetrahydropyrimidin-5-yl]oxalamic acid ethyl ester
-
mixed type inhibition, inhibition of both lumazine synthase and riboflavin synthase
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.003 - 0.46
5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione
0.065 - 0.187
L-3,4-dihydroxybutan-2-one 4-phosphate
0.003
5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione
pH 7.0, 37°C, mutant enzyme W27F
0.003
5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione
pH 7.0, 37°C, mutant enzyme W27Y
0.005
5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione
pH 7.0, 37°C, wild-type enzyme
0.23
5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione
pH 7.0, 37°C, mutant enzyme W27I
0.4
5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione
pH 7.0, 37°C, mutant enzyme W27H
0.43
5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione
pH 7.0, 37°C, mutant enzyme W27G
0.46
5-amino-6-ribitylamino-2,4(1H,3H)-pyrimidinedione
pH 7.0, 37°C, mutant enzyme W27S
0.065
L-3,4-dihydroxybutan-2-one 4-phosphate
pH 7.0, 37°C, mutant enzyme W27F
0.067
L-3,4-dihydroxybutan-2-one 4-phosphate
pH 7.0, 37°C, wild-type enzyme
0.086
L-3,4-dihydroxybutan-2-one 4-phosphate
pH 7.0, 37°C, mutant enzyme W27Y
0.137
L-3,4-dihydroxybutan-2-one 4-phosphate
pH 7.0, 37°C, mutant enzyme W27I
0.145
L-3,4-dihydroxybutan-2-one 4-phosphate
pH 7.0, 37°C, mutant enzyme W27H
0.168
L-3,4-dihydroxybutan-2-one 4-phosphate
pH 7.0, 37°C, mutant enzyme W27G
0.187
L-3,4-dihydroxybutan-2-one 4-phosphate
pH 7.0, 37°C, mutant enzyme W27S
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.0011
ethyl [(2,4-dioxo-6-[[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]amino]-1,2,3,4-tetrahydropyrimidin-5-yl)amino](oxo)acetate
pH 7.0, 27°C
0.017
riboflavin
pH 7.0, 37°C, wild-type enzyme
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
0.041
(E)-4-(2-(5-nitro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-yl)vinyl)benzoate
-
pH 7.0, 27°C
0.21
(E)-5-nitro-6-(2-hydroxystyryl)pyrimidine-2,4(1H,3H)-dione
-
pH 7.0, 27°C
0.011
(E)-5-nitro-6-(3-nitrostyryl)pyrimidine-2,4(1H,3H)-dione
-
pH 7.0, 27°C
0.013
(E)-5-nitro-6-(4-nitrostyryl)pyrimidine-2,4(1H,3H)-dione
-
pH 7.0, 27°C
0.013
(E)-5-nitro-6-[2-(1H-pyrrol-2-yl)vinyl]pyrimidine-2,4(1H,3H)-dione
-
pH 7.0, 27°C
0.0049
(E)-6-(2,3-dihydroxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
pH 7.0, 27°C
0.243
(E)-6-(2,3-dimethoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
pH 7.0, 27°C
0.141
(E)-6-(2-(3H-indol-3-yl)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
pH 7.0, 27°C
0.094
(E)-6-(2-(naphthalen-2-yl)vinyl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
pH 7.0, 27°C
0.151
(E)-6-(2-fluoro-3-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
pH 7.0, 27°C
0.085
(E)-6-(2-methoxy-5-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
pH 7.0, 27°C
0.205
(E)-6-(2-methoxystyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
pH 7.0, 27°C
0.094
(E)-6-(3-hydroxy-4-nitrostyryl)-5-nitropyrimidine-2,4(1H,3H)-dione
-
pH 7.0, 27°C
0.35
1,3,6,8-tetrahydroxynaphthyridine
-
pH 7.0, 37°C
0.00016
2,4-dioxo-6-[[(2R,3R,4R)-2,3,4,5-tetrahydroxypentyl]sulfanyl]-1,2,3,4-tetrahydropyrimidin-5-aminium chloride
-
pH 7.0, 27°C
0.022 - 0.066
2,5,8,11-tetraaza-5,11-dihydro-4,10-dihydroxyperylene-1,3,6,7,9,12-hexaone
0.143
5-nitro-6-styryluracil
-
pH 7.0, 27°C
0.002
5-nitro-6-[[(2R,3R,4R)-2,3,4,5 tetrahydroxypentyl]sulfanyl]pyrimidine-2,4(1H,3H)-dione
-
pH 7.0, 27°C
0.022
2,5,8,11-tetraaza-5,11-dihydro-4,10-dihydroxyperylene-1,3,6,7,9,12-hexaone
-
pH 7.0, 37°C, phosphate buffer
0.066
2,5,8,11-tetraaza-5,11-dihydro-4,10-dihydroxyperylene-1,3,6,7,9,12-hexaone
-
pH 7.0, 37°C, Tris buffer
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Talukdar, A.; Illarionov, B.; Bacher, A.; Fischer, M.; Cushman, M.
Synthesis and enzyme inhibitory activity of the s-nucleoside analogue of the ribitylaminopyrimidine substrate of lumazine synthase and product of riboflavin synthase
J. Org. Chem.
72
7167-7175
2007
Bacillus subtilis, Mycobacterium tuberculosis, Schizosaccharomyces pombe
brenda
Zhang, Y.; Illarionov, B.; Morgunova, E.; Jin, G.; Bacher, A.; Fischer, M.; Ladenstein, R.; Cushman, M.
A new series of N-[2,4-dioxo-6-d-ribitylamino-1,2,3,4-tetrahydropyrimidin-5-yl]oxalamic acid derivatives as inhibitors of lumazine synthase and riboflavin synthase: design, synthesis, biochemical evaluation, crystallography, and mechanistic implications
J. Org. Chem.
73
2715-2724
2008
Bacillus subtilis, Mycobacterium tuberculosis, Schizosaccharomyces pombe
brenda
Fischer, M.; Haase, I.; Feicht, R.; Richter, G.; Gerhardt, S.; Changeux, J.P.; Huber, R.; Bacher A.
Biosynthesis of riboflavin: 6,7-dimethyl-8-ribityllumazine synthase of Schizosaccharomyces pombe
Eur. J. Biochem.
269
519-526
2002
Schizosaccharomyces pombe (Q9UUB1), Schizosaccharomyces pombe
brenda
Koch, M.; Breithaupt, C.; Gerhardt, S.; Haase, I.; Weber, S.; Cushman, M.; Huber, R.; Bacher, A.; Fischer, M.
Structural basis of charge transfer complex formation by riboflavin bound to 6,7-dimethyl-8-ribityllumazine synthase
Eur. J. Biochem.
271
3208-3214
2004
Schizosaccharomyces pombe
brenda
Gerhardt, S.; Haase, I.; Steinbacher, S.; Kaiser, J.T.; Cushman, M.; Bacher, A.; Huber, R.; Fischer, M.
The structural basis of riboflavin binding to Schizosaccharomyces pombe 6,7-dimethyl-8-ribityllumazine synthase
J. Mol. Biol.
318
1317-1329
2002
Schizosaccharomyces pombe
brenda
Zhang, Y.; Illarionov, B.; Bacher, A.; Fischer, M.; Georg, G.I.; Ye, Q.Z.; Vander Velde, D.; Fanwick, P.E.; Song, Y.; Cushman, M.
A novel lumazine synthase inhibitor derived from oxidation of 1,3,6,8-tetrahydroxy-2,7-naphthyridine to a tetraazaperylenehexaone derivative
J. Org. Chem.
72
2769-2776
2007
Schizosaccharomyces pombe
brenda
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
J. Org. Chem.
74
5123-5134
2009
Mycobacterium tuberculosis, Schizosaccharomyces pombe
brenda
Fornasari, M.S.; Laplagne, D.A.; Frankel, N.; Cauerhff, A.A.; Goldbaum, F.A.; Echave, J.
Sequence determinants of quaternary structure in lumazine synthase
Mol. Biol. Evol.
21
97-107
2003
Spinacia oleracea, Corynebacterium ammoniagenes (O24753), Helicobacter pylori (O24854), Methanothermobacter thermautotrophicus (O27443), Archaeoglobus fulgidus (O28152), Aquifex aeolicus (O66529), Sulfurospirillum multivorans (O68250), Arabidopsis thaliana (O80575), Chlamydia trachomatis (O84737), Bacillus subtilis (P11998), Haemophilus influenzae (P45149), Actinobacillus pleuropneumoniae (P50856), Saccharomyces cerevisiae (P50861), Photobacterium phosphoreum (P51963), Pasteurella multocida (P57869), Brucella abortus (P61711), Synechocystis sp. (P73527), Photobacterium leiognathi (Q01994), Photobacterium leiognathi (Q93E92), Bacillus amyloliquefaciens (Q44681), Rhodococcus erythropolis (Q53107), Methanocaldococcus jannaschii (Q57751), Buchnera aphidicola (Q8K9A6), Buchnera aphidicola (Q9ZNM0), Chlorobaculum tepidum (Q8KAW4), Corynebacterium glutamicum (Q8NQ53), Xanthomonas campestris (Q8PCM7), Xanthomonas citri (Q8PPD6), Methanosarcina mazei (Q8Q093), Fusobacterium nucleatum (Q8RIR4), Methanosarcina acetivorans (Q8TPT7), Methanopyrus kandleri (Q8TYL5), Agrobacterium tumefaciens (Q8UG70), Clostridium perfringens (Q8XMW9), Ralstonia solanacearum (Q8Y1H8), Anabaena sp. (Q8YQ43), Yersinia pestis (Q8ZC41), Pyrobaculum aerophilum (Q8ZTE3), Sinorhizobium meliloti (Q92NI1), Sinorhizobium meliloti (Q92QU0), Sulfurisphaera tokodaii (Q975M5), Clostridium acetobutylicum (Q97LG8), Mesorhizobium loti (Q983B0), Mesorhizobium loti (Q986N2), Caulobacter vibrioides (Q9A8J4), Caulobacter vibrioides (Q9A9S4), Mycobacterium leprae (Q9CCP3), Lactococcus lactis subsp. lactis (Q9CGU6), Streptomyces coelicolor (Q9EWJ9), Halobacterium salinarum (Q9HRM5), Pseudomonas aeruginosa (Q9HWX5), Halalkalibacterium halodurans (Q9KCL4), Vibrio cholerae (Q9KPU4), Xylella fastidiosa (Q9PES4), Campylobacter jejuni (Q9PIB9), Chlamydia muridarum (Q9PLJ4), Bartonella henselae (Q9REF4), Deinococcus radiodurans (Q9RXZ8), Schizosaccharomyces pombe (Q9UUB1), Pyricularia grisea (Q9UVT8), Thermotoga maritima (Q9X2E5), Nicotiana tabacum (Q9XH13), Chlamydia pneumoniae (Q9Z733), Helicobacter pylori J99 (Q9ZN56), Agrobacterium tumefaciens C58 / ATCC 33970 (Q8UG70)
brenda
Talukdar, A.; Zhao, Y.; Lv, W.; Bacher, A.; Illarionov, B.; Fischer, M.; Cushman, M.
O-Nucleoside, S-nucleoside, and N-nucleoside probes of lumazine synthase and riboflavin synthase
J. Org. Chem.
77
6239-6261
2012
Bacillus subtilis, Mycobacterium tuberculosis, Schizosaccharomyces pombe (Q9UUB1)
brenda