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pyruvate + 1-methyl-2-nitrosobenzene
N-hydroxy-N-(2-methylphenyl)acetamide + CO2
-
-
-
?
pyruvate + 1-nitrosonaphthalen-2-ol
N-hydroxy-N-(2-hydroxynaphthalen-1-yl)acetamide + CO2
-
-
-
?
pyruvate + 2-hydroxy-4,6-dinitrobenzaldehyde
? + CO2
-
-
-
?
pyruvate + 3,5-dimethyl-4-nitroso-1-(propan-2-yl)-1H-pyrazole
N-[3,5-dimethyl-1-(propan-2-yl)-1H-pyrazol-4-yl]-N-hydroxyacetamide + CO2
-
-
-
?
pyruvate + 6-bromo-1-nitrosonaphthalen-2-ol
N-(6-bromo-2-hydroxynaphthalen-1-yl)-N-hydroxyacetamide + CO2
-
-
-
?
pyruvate + 6-hydroxy-5-nitrosonaphthalene-2-sulfonamide
N-hydroxy-N-(2-hydroxy-6-sulfamoylnaphthalen-1-yl)acetamide + CO2
-
-
-
?
pyruvate + 7-methoxy-1-nitrosonaphthalen-2-ol
N-hydroxy-N-(2-hydroxy-7-methoxynaphthalen-1-yl)acetamide + CO2
-
-
-
?
pyruvate + D-glyceraldehyde
1-deoxy-D-xylulose + CO2
-
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
pyruvate + DL-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
-
-
?
pyruvate + N,N-dimethyl-4-nitrosoaniline
N-[4-(dimethylamino)phenyl]-N-hydroxyacetamide + CO2
-
-
-
?
pyruvate + nitrosobenzene
? + CO2
-
-
-
?
pyruvate + nitrosobenzene
N-hydroxy-N-phenylacetamide + CO2
-
-
-
?
hydroxypyruvate + D-glyceraldehyde 3-phosphate
D-xylulose 5-phosphate + CO2
-
7.2% of the activity with pyruvate
-
-
?
pyruvate + D-erythrose
1-deoxy-D-fructose + CO2
-
17% of the activity with D-glyceraldehyde
-
-
?
pyruvate + D-erythrose 4-phosphate
1-deoxy-D-fructose 6-phosphate + CO2
pyruvate + D-glyceraldehyde
1-deoxy-D-xylulose + CO2
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
pyruvate + D-ribose 5-phosphate
1-deoxy-D-sedoheptulose 7-phosphate + CO2
-
-
-
-
?
pyruvate + glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
-
-
-
?
pyruvate + glycolaldehyde
1-deoxy-L-erythrulose + CO2
-
71% of the activity with D-glyceraldehyde
-
-
?
additional information
?
-
-
no activity with D-glucose 6-phosphate, D-galactose 6-phosphate and free aldoses such as D-threose, D-xylose, D-arabinose or D-glucose
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
-
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
-
-
?
pyruvate + D-erythrose 4-phosphate
1-deoxy-D-fructose 6-phosphate + CO2
-
-
-
-
?
pyruvate + D-erythrose 4-phosphate
1-deoxy-D-fructose 6-phosphate + CO2
-
84% of the activity with D-glyceraldehyde
-
-
?
pyruvate + D-glyceraldehyde
1-deoxy-D-xylulose + CO2
-
-
-
-
?
pyruvate + D-glyceraldehyde
1-deoxy-D-xylulose + CO2
-
the reaction product, 1-deoxy-D-xylulose 5-phosphate, is a precursor to isoprenoids and vitamins
-
-
?
pyruvate + D-glyceraldehyde
1-deoxy-D-xylulose + CO2
-
as active as D-glyceraldehyde 3-phosphate
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
-
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
the enzyme is crucial in the isoprenoid pathway, catalyzing the first step of the 2C-methyl-D-erythritol-4-phosphate, MEP, DXS is also a crucial enzyme for the biosynthesis of isopentenyl diphosphate, thiamine, and pyridoxol
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
the enzyme is important in the plastidic pathway of isoprenoid biosynthesis, including the 2C-methyl-D-erythritol-4-phosphate, MEP, pathway, in plants and shows a regulatory role catalyzing the initial step, overview
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
D-glyceraldehyde and pyruvate bind reversibly and independently
-
-
?
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pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
pyruvate + D-glyceraldehyde
1-deoxy-D-xylulose + CO2
-
the reaction product, 1-deoxy-D-xylulose 5-phosphate, is a precursor to isoprenoids and vitamins
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
-
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
-
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
the enzyme is crucial in the isoprenoid pathway, catalyzing the first step of the 2C-methyl-D-erythritol-4-phosphate, MEP, DXS is also a crucial enzyme for the biosynthesis of isopentenyl diphosphate, thiamine, and pyridoxol
-
-
?
pyruvate + D-glyceraldehyde 3-phosphate
1-deoxy-D-xylulose 5-phosphate + CO2
-
the enzyme is important in the plastidic pathway of isoprenoid biosynthesis, including the 2C-methyl-D-erythritol-4-phosphate, MEP, pathway, in plants and shows a regulatory role catalyzing the initial step, overview
-
-
?
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1-methyl-2-nitrosobenzene
weak inhibitory activity
1-nitrosonaphthalen-2-ol
weak inhibitory activity
3,5-dimethyl-4-nitroso-1-(propan-2-yl)-1H-pyrazole
weak inhibitory activity
6-bromo-1-nitrosonaphthalen-2-ol
weak inhibitory activity
6-hydroxy-5-nitrosonaphthalene-2-sulfonamide
weak inhibitory activity
7-methoxy-1-nitrosonaphthalen-2-ol
weak inhibitory activity
benzylacetylphosphonate
competitive inhibitor
N,N-dimethyl-4-nitrosoaniline
weak inhibitory activity
nitrosobenzene
weak inhibitory activity
(1E,1'E)-O,O'-(ethane-1,2-diyl)bis[2,4,5-trihydroxybenzaldehyde oxime]
-
-
(1E,7E)-1-(2,4,5-trihydroxyphenyl)-3,6-dioxa-2,7-diazanona-1,7-dien-9-oate
-
-
(2R)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)-3-(4-hydroxyphenyl)propanoate
-
-
(2R)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)-3-phenylpropanoate
-
most potent selective inhibitor
(2R)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)propanoate
-
-
(2S)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)-3-(4-hydroxyphenyl)propanoate
-
-
(2S)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)-3-phenylpropanoate
-
-
(2S)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)propanoate
-
-
(E)-2,4,5-trihydroxybenzaldehyde O-benzyl oxime
-
-
(E)-2,4,5-trihydroxybenzaldehyde O-methyl oxime
-
-
(E)-2,4,5-trihydroxybenzaldehyde oxime
-
-
(E)-2,4-dihydroxybenzaldehyde O-methyl oxime
-
-
(E)-2,5-dihydroxybenzaldehyde O-methyl oxime
-
-
(E)-2-fluoro-4,5-dihydroxybenzaldehyde O-methyl oxime
-
-
(E)-2-fluoro-4,5-dimethoxybenzaldehyde O-methyl oxime
-
-
(E)-2-hydroxy-3-nitrobenzaldehyde O-methyl oxime
-
-
(E)-2-hydroxybenzaldehyde O-methyl oxime
-
-
(E)-3,4,5-trihydroxybenzaldehyde O-methyl oxime
-
-
(E)-3,4-dihydroxy-5-methoxybenzaldehyde O-methyl oxime
-
-
(E)-4,5-difluoro-2-hydroxybenzaldehyde O-methyl oxime
-
-
(E)-4-hydroxy-3-nitrobenzaldehyde O-methyl oxime
-
-
(E)-5-[(2-methylhydrazono)methyl]benzene-1,2,4-triol
-
-
(E)-uracil-6-carbaldehyde O-methyl oxime
-
-
(E,Z)-2,4,5-trimethoxybenzaldehyde O-methyl oxime
-
-
(E,Z)-3,4-dihydroxybenzaldehyde O-methyl oxime
-
-
2-(1-benzyl-1H-1,2,3-triazol-4-yl)ethyl acetylphosphonate
-
-
2-(1-cyclohexyl-1H-1,2,3-triazol-4-yl)ethyl acetylphosphonate
-
-
2-(1-pentyl-1H-1,2,3-triazol-4-yl)ethyl acetylphosphonate
-
-
2-(1-[(2S)-1-[methyl(4-methylbenzene-1-sulfonyl)amino]-1-oxo-3-phenylpropan-2-yl]-1H-1,2,3-triazol-4-yl)ethyl acetylphosphonate
-
-
2-(1-[2-[methyl(methylsulfonyl)amino]-2-oxoethyl]-1H-1,2,3-triazol-4-yl)ethyl acetylphosphonate
-
-
2-[1-(2-hydroxyethyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
-
2-[1-(2-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
-
2-[1-(2-methoxy-2-oxoethyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
-
2-[1-(2-nitrobenzyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
-
2-[1-(2-phenylethyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
-
2-[1-(2-[methyl[(4-methylphenyl)sulfonyl]amino]-2-oxoethyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
-
2-[1-(3-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
-
2-[1-(4-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
-
2-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
-
2-[1-(carboxymethyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
-
2-[1-(prop-2-en-1-yl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
-
2-[1-[4-(methoxycarbonyl)benzyl]-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
-
5-[(methoxyamino)methyl]benzene-1,2,4-triol
-
-
benzylacetylphosphonate
-
-
butyl acetyl phosphonate
-
-
butylacetylphosphonate
-
-
D-glyceraldehyde
-
competitive inhibition with respect to pyruvate
D-glyceraldehyde 3-phosphate
-
substrate inhibition
ethyl acetylphosphonate
-
-
hexyl acetylphosphonate
-
-
isopropylacetylphosphonate
-
weak inhibition
lithium but-3-yn-1-yl acetylphosphonate
-
-
methyl acetylphosphonate
-
-
Methylacetylphosphonate
-
-
octyl acetylphosphonate
-
-
pentyl acetylphosphonate
-
-
propyl acetylphosphonate
-
-
pyruvate
-
substrate inhibition
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0.099
1-methyl-2-nitrosobenzene
at pH 8.0 and 37°C
0.041
1-nitrosonaphthalen-2-ol
at pH 8.0 and 37°C
0.512
2-hydroxy-4,6-dinitrobenzaldehyde
at pH 8.0 and 37°C
0.387
3,5-dimethyl-4-nitroso-1-(propan-2-yl)-1H-pyrazole
at pH 8.0 and 37°C
0.024
6-bromo-1-nitrosonaphthalen-2-ol
at pH 8.0 and 37°C
0.018
6-hydroxy-5-nitrosonaphthalene-2-sulfonamide
at pH 8.0 and 37°C
0.063
7-methoxy-1-nitrosonaphthalen-2-ol
at pH 8.0 and 37°C
0.24
D-glyceraldehyde 3-phosphate
-
0.054
N,N-dimethyl-4-nitrosoaniline
at pH 8.0 and 37°C
0.0015 - 2.3
D-glyceraldehyde 3-phosphate
0.096
pyruvate
-
0.107
pyruvate
DXR-coupled assay, at pH 8.0 and 37°C
0.123
pyruvate
HPLC method, at pH 8.0 and 37°C
0.0015
D-glyceraldehyde 3-phosphate
-
apparent value, mutant enzyme H299N, at pH 8.0 and 25-28°C
0.0033
D-glyceraldehyde 3-phosphate
-
apparent value, mutant enzyme H299A, at pH 8.0 and 25-28°C
0.0142
D-glyceraldehyde 3-phosphate
-
apparent value, wild type enzyme, at pH 8.0 and 25-28°C
0.0162
D-glyceraldehyde 3-phosphate
-
apparent value, mutant enzyme H49A, at pH 8.0 and 25-28°C
0.023
D-glyceraldehyde 3-phosphate
-
pH 8.0, 37°C
0.029
D-glyceraldehyde 3-phosphate
-
apparent value, mutant enzyme H49N, at pH 8.0 and 25-28°C
0.042
D-glyceraldehyde 3-phosphate
-
wild type enzyme, at pH 8.0 and 37°C
0.226
D-glyceraldehyde 3-phosphate
-
-
2.3
D-glyceraldehyde 3-phosphate
-
mutant enzyme R478A, at pH 8.0 and 37°C
0.0011
pyruvate
-
-
0.0442
pyruvate
-
apparent value, wild type enzyme, at pH 8.0 and 25-28°C
0.049
pyruvate
-
pH 8.0, 37°C
1.07
pyruvate
-
apparent value, mutant enzyme H49A, at pH 8.0 and 25-28°C
1.08
pyruvate
-
apparent value, mutant enzyme H299N, at pH 8.0 and 25-28°C
1.1
pyruvate
-
apparent value, mutant enzyme H299A, at pH 8.0 and 25-28°C
1.61
pyruvate
-
apparent value, mutant enzyme H49N, at pH 8.0 and 25-28°C
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.6
1-methyl-2-nitrosobenzene
at pH 8.0 and 37°C
0.018
1-nitrosonaphthalen-2-ol
at pH 8.0 and 37°C
0.006
2-hydroxy-4,6-dinitrobenzaldehyde
at pH 8.0 and 37°C
0.023
3,5-dimethyl-4-nitroso-1-(propan-2-yl)-1H-pyrazole
at pH 8.0 and 37°C
0.033
6-bromo-1-nitrosonaphthalen-2-ol
at pH 8.0 and 37°C
0.02
6-hydroxy-5-nitrosonaphthalene-2-sulfonamide
at pH 8.0 and 37°C
0.022
7-methoxy-1-nitrosonaphthalen-2-ol
at pH 8.0 and 37°C
0.015
N,N-dimethyl-4-nitrosoaniline
at pH 8.0 and 37°C
0.045 - 1.38
D-glyceraldehyde 3-phosphate
2.6
pyruvate
-
pH 8.0, 37°C
additional information
additional information
-
the most efficient turnover of substrates is observed in HEPES buffer, pH 8.0
-
0.045
D-glyceraldehyde 3-phosphate
-
apparent value, mutant enzyme H299A, at pH 8.0 and 25-28°C
0.05
D-glyceraldehyde 3-phosphate
-
apparent value, mutant enzyme H49N, at pH 8.0 and 25-28°C
0.17
D-glyceraldehyde 3-phosphate
-
apparent value, mutant enzyme H299N, at pH 8.0 and 25-28°C
0.45
D-glyceraldehyde 3-phosphate
-
apparent value, mutant enzyme H49A, at pH 8.0 and 25-28°C
1.38
D-glyceraldehyde 3-phosphate
-
apparent value, wild type enzyme, at pH 8.0 and 25-28°C
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
6
1-methyl-2-nitrosobenzene
at pH 8.0 and 37°C
0.045
1-nitrosonaphthalen-2-ol
at pH 8.0 and 37°C
0.06
3,5-dimethyl-4-nitroso-1-(propan-2-yl)-1H-pyrazole
at pH 8.0 and 37°C
1.3
6-bromo-1-nitrosonaphthalen-2-ol
at pH 8.0 and 37°C
1.1
6-hydroxy-5-nitrosonaphthalene-2-sulfonamide
at pH 8.0 and 37°C
0.35
7-methoxy-1-nitrosonaphthalen-2-ol
at pH 8.0 and 37°C
0.28
N,N-dimethyl-4-nitrosoaniline
at pH 8.0 and 37°C
0.035
D-glyceraldehyde
-
-
10.8 - 95
D-glyceraldehyde 3-phosphate
10.8
D-glyceraldehyde 3-phosphate
-
apparent value, mutant enzyme H299N, at pH 8.0 and 25-28°C
13.67
D-glyceraldehyde 3-phosphate
-
-
15
D-glyceraldehyde 3-phosphate
-
apparent value, mutant enzyme H299A, at pH 8.0 and 25-28°C
18.8
D-glyceraldehyde 3-phosphate
-
apparent value, mutant enzyme H49N, at pH 8.0 and 25-28°C
27.3
D-glyceraldehyde 3-phosphate
-
apparent value, mutant enzyme H49A, at pH 8.0 and 25-28°C
95
D-glyceraldehyde 3-phosphate
-
apparent value, wild type enzyme, at pH 8.0 and 25-28°C
0.037
pyruvate
-
apparent value, mutant enzyme H299A, at pH 8.0 and 25-28°C
0.173
pyruvate
-
apparent value, mutant enzyme H299N, at pH 8.0 and 25-28°C
0.417
pyruvate
-
apparent value, mutant enzyme H49N, at pH 8.0 and 25-28°C
0.422
pyruvate
-
apparent value, mutant enzyme H49A, at pH 8.0 and 25-28°C
32.2
pyruvate
-
apparent value, wild type enzyme, at pH 8.0 and 25-28°C
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.0104
benzylacetylphosphonate
at pH 8.0 and 37°C
0.001
(1E,1'E)-O,O'-(ethane-1,2-diyl)bis[2,4,5-trihydroxybenzaldehyde oxime]
-
at pH 8.0 and 37°C
0.0184
(1E,7E)-1-(2,4,5-trihydroxyphenyl)-3,6-dioxa-2,7-diazanona-1,7-dien-9-oate
-
at pH 8.0 and 37°C
0.00033
(2R)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)-3-(4-hydroxyphenyl)propanoate
-
at pH 8.0 and 37°C
0.00009
(2R)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)-3-phenylpropanoate
-
at pH 8.0 and 37°C
0.0029
(2R)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)propanoate
-
at pH 8.0 and 37°C
0.001
(2S)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)-3-(4-hydroxyphenyl)propanoate
-
at pH 8.0 and 37°C
0.0021
(2S)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)-3-phenylpropanoate
-
at pH 8.0 and 37°C
0.0013
(2S)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)propanoate
-
at pH 8.0 and 37°C
0.0091
(E)-2,4,5-trihydroxybenzaldehyde O-benzyl oxime
-
at pH 8.0 and 37°C
0.0039
(E)-2,4,5-trihydroxybenzaldehyde O-methyl oxime
-
at pH 8.0 and 37°C
0.0026
(E)-2,4,5-trihydroxybenzaldehyde oxime
-
at pH 8.0 and 37°C
0.2
(E)-2,4-dihydroxybenzaldehyde O-methyl oxime
-
Ki above 0.2 mM, at pH 8.0 and 37°C
0.2
(E)-2,5-dihydroxybenzaldehyde O-methyl oxime
-
Ki above 0.2 mM, at pH 8.0 and 37°C
0.0151
(E)-2-fluoro-4,5-dihydroxybenzaldehyde O-methyl oxime
-
at pH 8.0 and 37°C
0.2
(E)-2-fluoro-4,5-dimethoxybenzaldehyde O-methyl oxime
-
Ki above 0.2 mM, at pH 8.0 and 37°C
0.0478
(E)-2-hydroxy-3-nitrobenzaldehyde O-methyl oxime
-
at pH 8.0 and 37°C
0.2
(E)-2-hydroxybenzaldehyde O-methyl oxime
-
Ki above 0.2 mM, at pH 8.0 and 37°C
0.0294
(E)-3,4,5-trihydroxybenzaldehyde O-methyl oxime
-
at pH 8.0 and 37°C
0.2
(E)-3,4-dihydroxy-5-methoxybenzaldehyde O-methyl oxime
-
Ki above 0.2 mM, at pH 8.0 and 37°C
0.2
(E)-4,5-difluoro-2-hydroxybenzaldehyde O-methyl oxime
-
Ki above 0.2 mM, at pH 8.0 and 37°C
0.2
(E)-4-hydroxy-3-nitrobenzaldehyde O-methyl oxime
-
Ki above 0.2 mM, at pH 8.0 and 37°C
0.075
(E)-5-[(2-methylhydrazono)methyl]benzene-1,2,4-triol
-
Ki above 0.075 mM, at pH 8.0 and 37°C
0.2
(E)-uracil-6-carbaldehyde O-methyl oxime
-
Ki above 0.2 mM, at pH 8.0 and 37°C
0.1
(E,Z)-2,4,5-trimethoxybenzaldehyde O-methyl oxime
-
Ki above 0.1 mM, at pH 8.0 and 37°C
0.2
(E,Z)-3,4-dihydroxybenzaldehyde O-methyl oxime
-
Ki above 0.2 mM, at pH 8.0 and 37°C
0.008
2-(1-benzyl-1H-1,2,3-triazol-4-yl)ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.00044
2-(1-cyclohexyl-1H-1,2,3-triazol-4-yl)ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.003
2-(1-pentyl-1H-1,2,3-triazol-4-yl)ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.00083
2-(1-[(2S)-1-[methyl(4-methylbenzene-1-sulfonyl)amino]-1-oxo-3-phenylpropan-2-yl]-1H-1,2,3-triazol-4-yl)ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.00052
2-(1-[2-[methyl(methylsulfonyl)amino]-2-oxoethyl]-1H-1,2,3-triazol-4-yl)ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.001
2-[1-(2-hydroxyethyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.00011
2-[1-(2-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.0013
2-[1-(2-methoxy-2-oxoethyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.0054
2-[1-(2-nitrobenzyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.008
2-[1-(2-phenylethyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.00047
2-[1-(2-[methyl[(4-methylphenyl)sulfonyl]amino]-2-oxoethyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.00032
2-[1-(3-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.006
2-[1-(4-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.0027
2-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.00084
2-[1-(carboxymethyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.006
2-[1-(prop-2-en-1-yl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.008
2-[1-[4-(methoxycarbonyl)benzyl]-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.075
5-[(methoxyamino)methyl]benzene-1,2,4-triol
-
Ki above 0.075 mM, at pH 8.0 and 37°C
0.0056
butyl acetyl phosphonate
-
at pH 8.0 and 37°C
0.0026 - 0.0056
butylacetylphosphonate
3.2
D-glyceraldehyde
-
pH 8.0, 37°C
0.00671
ethyl acetylphosphonate
-
at pH 8.0 and 37°C
0.0089
hexyl acetylphosphonate
-
at pH 8.0 and 37°C
0.075
ketoclomazone
-
at pH 8.0 and 37°C
0.00047
lithium but-3-yn-1-yl acetylphosphonate
-
at pH 8.0 and 37°C
0.001
methyl acetylphosphonate
-
at pH 8.0 and 37°C
0.00324 - 1.08
Methylacetylphosphonate
0.0014
octyl acetylphosphonate
-
at pH 8.0 and 37°C
0.0017
pentyl acetylphosphonate
-
at pH 8.0 and 37°C
0.0071
propyl acetylphosphonate
-
at pH 8.0 and 37°C
0.0026
butylacetylphosphonate
-
at pH 8.0 and 37°C
0.0056
butylacetylphosphonate
-
at pH 8.0 and 37°C
0.00324
Methylacetylphosphonate
-
wild type enzyme, at pH 8.0 and 25-28°C
0.125
Methylacetylphosphonate
-
mutant enzyme H49A, at pH 8.0 and 25-28°C
0.167
Methylacetylphosphonate
-
mutant enzyme H49N, at pH 8.0 and 25-28°C
0.24
Methylacetylphosphonate
-
mutant enzyme H299N, at pH 8.0 and 25-28°C
1.08
Methylacetylphosphonate
-
mutant enzyme H299A, at pH 8.0 and 25-28°C
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0.291
1-methyl-2-nitrosobenzene
Escherichia coli
at pH 8.0 and 37°C
1.065
1-nitrosonaphthalen-2-ol
Escherichia coli
at pH 8.0 and 37°C
2
3,5-dimethyl-4-nitroso-1-(propan-2-yl)-1H-pyrazole
Escherichia coli
IC50 above 2.0 mM, at pH 8.0 and 37°C
0.522
6-bromo-1-nitrosonaphthalen-2-ol
Escherichia coli
at pH 8.0 and 37°C
0.354
6-hydroxy-5-nitrosonaphthalene-2-sulfonamide
Escherichia coli
at pH 8.0 and 37°C
2
7-methoxy-1-nitrosonaphthalen-2-ol
Escherichia coli
IC50 above 2.0 mM, at pH 8.0 and 37°C
0.844
N,N-dimethyl-4-nitrosoaniline
Escherichia coli
at pH 8.0 and 37°C
0.208
nitrosobenzene
Escherichia coli
at pH 8.0 and 37°C
0.0018 - 10
Methylacetylphosphonate
0.0018
Methylacetylphosphonate
Escherichia coli
-
wild type enzyme, at pH 8.0 and 37°C
0.005
Methylacetylphosphonate
Escherichia coli
-
mutant enzyme R478A, at pH 8.0 and 37°C
0.01
Methylacetylphosphonate
Escherichia coli
-
wild type enzyme, in the presence of 0.08 mM pyruvate, at pH 8.0 and 25-28°C
0.0319
Methylacetylphosphonate
Escherichia coli
-
wild type enzyme, in the presence of 2 mM pyruvate, at pH 8.0 and 25-28°C
0.38
Methylacetylphosphonate
Escherichia coli
-
mutant enzyme H49A, in the presence of 0.08 mM pyruvate, at pH 8.0 and 25-28°C
0.52
Methylacetylphosphonate
Escherichia coli
-
mutant enzyme H49N, in the presence of 0.08 mM pyruvate, at pH 8.0 and 25-28°C
0.78
Methylacetylphosphonate
Escherichia coli
-
mutant enzyme H299N, in the presence of 0.08 mM pyruvate, at pH 8.0 and 25-28°C
1.06
Methylacetylphosphonate
Escherichia coli
-
mutant enzyme H49A, in the presence of 2 mM pyruvate, at pH 8.0 and 25-28°C
1.7
Methylacetylphosphonate
Escherichia coli
-
mutant enzyme H49N, in the presence of 2 mM pyruvate, at pH 8.0 and 25-28°C
2.84
Methylacetylphosphonate
Escherichia coli
-
mutant enzyme H299N, in the presence of 2 mM pyruvate, at pH 8.0 and 25-28°C
3.2
Methylacetylphosphonate
Escherichia coli
-
mutant enzyme H299A, in the presence of 0.08 mM pyruvate, at pH 8.0 and 25-28°C
10
Methylacetylphosphonate
Escherichia coli
-
mutant enzyme H299A, in the presence of 2 mM pyruvate, at pH 8.0 and 25-28°C
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Kuzuyama, T.; Takagi, M.; Takahashi, S.; Seto, H.
Cloning and characterization of 1-deoxy-D-xylulose 5-phosphate synthase from Streptomyces sp. strain CL190, which uses both the mevalonate and nonmevalonate pathways for isopentenyl diphosphate biosynthesis
J. Bacteriol.
182
891-897
2000
Streptomyces sp., Escherichia coli (P77488), Escherichia coli
brenda
Lois, L.M.; Campos, N.; Putra, S.R.; Danielsen, K.; Rohmer, M.; Boronat, A.
Cloning and characterization of a gene from Escherichia coli encoding a transketolase-like enzyme that catalyzes the synthesis of D-1-deoxyxylulose 5-phosphate, a common precursor for isoprenoid, thiamin, and pyridoxol biosynthesis
Proc. Natl. Acad. Sci. USA
95
2105-2110
1998
Escherichia coli (P77488)
brenda
Querol, J.; Rodriguez-Concepcion, M.; Boronat, A.; Imperial, S.
Essential role of residue H49 for activity of Escherichia coli 1-deoxy-D-xylulose 5-phosphate synthase, the enzyme catalyzing the first step of the 2-C-methyl-D-erythritol 4-phosphate pathway for isoprenoid synthesis
Biochem. Biophys. Res. Commun.
289
155-160
2001
Escherichia coli (P77488), Escherichia coli
brenda
Schrmann, M.; Schrmann, M.; Sprenger, G.A.
Fructose 6-phosphate aldolase and 1-deoxy-D-xylulose 5-phosphate synthase from Escherichia coli as tools in enzymatic synthesis of 1-deoxysugars
J. Mol. Catal. B
19-20
247-252
2002
Escherichia coli
-
brenda
Querol, J.; Grosdemange-Billiard, C.; Rohmer, M.; Boronat, A.; Imperial, S.
Enzymatic synthesis of 1-deoxysugar-phosphates using E. coli 1-deoxy-D-xylulose 5-phosphate synthase
Tetrahedron Lett.
43
8265-8268
2002
Escherichia coli
-
brenda
Xiang, S.; Usunow, G.; Lange, G.; Busch, M.; Tong, L.
Crystal structure of 1-deoxy-D-xylulose 5-phosphate synthase, a crucial enzyme for isoprenoids biosynthesis
J. Biol. Chem.
282
2676-2682
2007
Deinococcus radiodurans, Escherichia coli
brenda
Morris, W.L.; Ducreux, L.J.; Hedden, P.; Millam, S.; Taylor, M.A.
Overexpression of a bacterial 1-deoxy-D-xylulose 5-phosphate synthase gene in potato tubers perturbs the isoprenoid metabolic network: implications for the control of the tuber life cycle
J. Exp. Bot.
57
3007-3018
2006
Escherichia coli
brenda
Cordoba, E.; Salmi, M.; Leon, P.
Unravelling the regulatory mechanisms that modulate the MEP pathway in higher plants
J. Exp. Bot.
60
2933-2943
2009
Arabidopsis thaliana (Q38854), Escherichia coli, Ginkgo biloba, Medicago truncatula (Q8L692), Medicago truncatula (Q8L693), Oryza sativa, Picea abies (A7LA00), Picea abies (A7LA01), Picea abies (A7LA02), Solanum lycopersicum, Solanum tuberosum, Zea mays
brenda
Brammer, L.A.; Meyers, C.F.
Revealing substrate promiscuity of 1-deoxy-D-xylulose 5-phosphate synthase
Org. Lett.
11
4748-4751
2009
Escherichia coli
brenda
Brammer, L.A.; Smith, J.M.; Wade, H.; Meyers, C.F.
1-Deoxy-D-xylulose 5-phosphate synthase catalyzes a novel random sequential mechanism
J. Biol. Chem.
286
36522-36531
2011
Escherichia coli
brenda
Kirby, J.; Nishimoto, M.; Chow, R.W.; Baidoo, E.E.; Wang, G.; Martin, J.; Schackwitz, W.; Chan, R.; Fortman, J.L.; Keasling, J.D.
Enhancing terpene yield from sugars via novel routes to 1-deoxy-D-xylulose 5-phosphate
Appl. Environ. Microbiol.
81
130-138
2015
Escherichia coli (P77735), Escherichia coli, Escherichia coli MG1655 (P77735)
brenda
Morris, F.; Vierling, R.; Boucher, L.; Bosch, J.; Freel Meyers, C.L.
DXP synthase-catalyzed C-N bond formation: nitroso substrate specificity studies guide selective inhibitor design
ChemBioChem
14
1309-1315
2013
Escherichia coli (P77488), Escherichia coli
brenda
Bartee, D.; Morris, F.; Al-Khouja, A.; Freel Meyers, C.L.
Hydroxybenzaldoximes are D-GAP-competitive inhibitors of E. coli 1-deoxy-D-xylulose-5-phosphate synthase
ChemBioChem
16
1771-1781
2015
Escherichia coli
brenda
Sanders, S.; Vierling, R.J.; Bartee, D.; DeColli, A.A.; Harrison, M.J.; Aklinski, J.L.; Koppisch, A.T.; Freel Meyers, C.L.
Challenges and hallmarks of establishing alkylacetylphosphonates as probes of bacterial 1-deoxy-D-xylulose 5-phosphate synthase
ACS Infect. Dis.
3
467-478
2017
Escherichia coli, Escherichia coli MG1655
brenda
Bartee, D.; Freel Meyers, C.L.
Targeting the unique mechanism of bacterial 1-deoxy-D-xylulose-5-phosphate synthase
Biochemistry
57
4349-4356
2018
Escherichia coli
brenda
DeColli, A.A.; Zhang, X.; Heflin, K.L.; Jordan, F.; Freel Meyers, C.L.
Active site histidines link conformational dynamics with catalysis on anti-infective target 1-deoxy-D-xylulose 5-phosphate synthase
Biochemistry
58
4970-4982
2019
Escherichia coli
brenda
Zhou, J.; Yang, L.; DeColli, A.; Freel Meyers, C.; Nemeria, N.S.; Jordan, F.
Conformational dynamics of 1-deoxy-D-xylulose 5-phosphate synthase on ligand binding revealed by H/D exchange MS
Proc. Natl. Acad. Sci. USA
114
9355-9360
2017
Escherichia coli (P77488), Escherichia coli
brenda
Liang, Y.F.; Liu, H.; Li, H.; Gao, W.Y.
Determination of the activity of 1-deoxy-D-xylulose 5-phosphate synthase by pre-column derivatization-HPLC using 1,2-diamino-4,5-methylenedioxybenzene as a derivatizing reagent
Protein J.
38
160-166
2019
Escherichia coli (P77488)
brenda