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(1E,1'E)-O,O'-(ethane-1,2-diyl)bis[2,4,5-trihydroxybenzaldehyde oxime]
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(1E,7E)-1-(2,4,5-trihydroxyphenyl)-3,6-dioxa-2,7-diazanona-1,7-dien-9-oate
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(2R)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)-3-(4-hydroxyphenyl)propanoate
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(2R)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)-3-phenylpropanoate
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most potent selective inhibitor
(2R)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)propanoate
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(2S)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)-3-(4-hydroxyphenyl)propanoate
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(2S)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)-3-phenylpropanoate
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(2S)-2-(4-[2-[(acetylphosphinato)oxy]ethyl]-1H-1,2,3-triazol-1-yl)propanoate
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(E)-2,4,5-trihydroxybenzaldehyde O-benzyl oxime
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(E)-2,4,5-trihydroxybenzaldehyde O-methyl oxime
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(E)-2,4,5-trihydroxybenzaldehyde oxime
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(E)-2,4-dihydroxybenzaldehyde O-methyl oxime
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(E)-2,5-dihydroxybenzaldehyde O-methyl oxime
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(E)-2-fluoro-4,5-dihydroxybenzaldehyde O-methyl oxime
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(E)-2-fluoro-4,5-dimethoxybenzaldehyde O-methyl oxime
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(E)-2-hydroxy-3-nitrobenzaldehyde O-methyl oxime
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(E)-2-hydroxybenzaldehyde O-methyl oxime
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(E)-3,4,5-trihydroxybenzaldehyde O-methyl oxime
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(E)-3,4-dihydroxy-5-methoxybenzaldehyde O-methyl oxime
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(E)-4,5-difluoro-2-hydroxybenzaldehyde O-methyl oxime
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(E)-4-hydroxy-3-nitrobenzaldehyde O-methyl oxime
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(E)-5-[(2-methylhydrazono)methyl]benzene-1,2,4-triol
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(E)-uracil-6-carbaldehyde O-methyl oxime
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(E,Z)-2,4,5-trimethoxybenzaldehyde O-methyl oxime
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(E,Z)-3,4-dihydroxybenzaldehyde O-methyl oxime
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1-deoxy-D-xylulose 5-phosphate
competitive inhibition with respect to pyruvate, non-competitive inhibition with respect to D-glyceraldehyde 3-phosphate
1-methyl-2-nitrosobenzene
weak inhibitory activity
1-nitrosonaphthalen-2-ol
weak inhibitory activity
2,3-diphospho-D-glyceric acid
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0.1 mM, 50% inhibition
2-(1-benzyl-1H-1,2,3-triazol-4-yl)ethyl acetylphosphonate
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2-(1-cyclohexyl-1H-1,2,3-triazol-4-yl)ethyl acetylphosphonate
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2-(1-pentyl-1H-1,2,3-triazol-4-yl)ethyl acetylphosphonate
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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
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2-(1-[2-[methyl(methylsulfonyl)amino]-2-oxoethyl]-1H-1,2,3-triazol-4-yl)ethyl acetylphosphonate
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2-methyl-3,5-diphenyl-6-propylpyrazolo[1,5-a]pyrimidin-7(4H)-one
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2-methyl-3,5-diphenylpyrazolo[1,5-a]pyrimidin-7(4H)-one
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2-methyl-5-naphthalen-2-yl-3-phenylpyrazolo[1,5-a]pyrimidin-7(4H)-one
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2-[1-(2-hydroxyethyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
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2-[1-(2-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
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2-[1-(2-methoxy-2-oxoethyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
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2-[1-(2-nitrobenzyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
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2-[1-(2-phenylethyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
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2-[1-(2-[methyl[(4-methylphenyl)sulfonyl]amino]-2-oxoethyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
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2-[1-(3-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
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2-[1-(4-hydroxyphenyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
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2-[1-(4-nitrobenzyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
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2-[1-(carboxymethyl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
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2-[1-(prop-2-en-1-yl)-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
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2-[1-[4-(methoxycarbonyl)benzyl]-1H-1,2,3-triazol-4-yl]ethyl acetylphosphonate
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3,5-bis(4-methoxyphenyl)-2-methylpyrazolo[1,5-a]pyrimidin-7(4H)-one
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3,5-dimethyl-4-nitroso-1-(propan-2-yl)-1H-pyrazole
weak inhibitory activity
3,5-diphenyl-2-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one
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3-(4-bromophenyl)-5-(2-methoxyphenyl)-2-methylpyrazolo[1,5-a]pyrimidin-7(4H)-one
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3-(4-bromophenyl)-5-methyl-2-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one
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3-(4-chlorophenyl)-2-ethyl-5-(4-methoxyphenyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one
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3-(4-chlorophenyl)-2-methyl-5-phenylpyrazolo[1,5-a]pyrimidin-7(4H)-one
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3-(4-chlorophenyl)-2-methyl-5-[[(1-phenyl-1H-tetrazol-5-yl)sulfanyl]methyl]pyrazolo[1,5-a]pyrimidin-7(4H)-one
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3-(4-chlorophenyl)-5-(4-methoxyphenyl)-2-methylpyrazolo[1,5-a]pyrimidin-7(4H)-one
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3-(4-chlorophenyl)-5-(methoxymethyl)-2-methylpyrazolo[1,5-a]pyrimidin-7(4H)-one
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3-(4-chlorophenyl)-5-(methoxymethyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one
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3-(4-chlorophenyl)-5-methyl-2-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one
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3-(4-chlorophenyl)-5-methylpyrazolo[1,5-a]pyrimidin-7(4H)-one
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3-(4-chlorophenyl)-5-[[(4-chlorophenyl)sulfanyl]methyl]-2-methylpyrazolo[1,5-a]pyrimidin-7(4H)-one
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3-(4-fluorophenyl)-5-(4-methoxyphenyl)-2-methylpyrazolo[1,5-a]pyrimidin-7(4H)-one
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3-(4-methoxyphenyl)-2-methyl-5-phenylpyrazolo[1,5-a]pyrimidin-7(4H)-one
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3-(4-methoxyphenyl)-5-phenyl-2-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one
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3-Fluoropyruvate
competitive with respect to pyruvate
5-(chloromethyl)-3-phenylpyrazolo[1,5-a]pyrimidin-7(4H)-one
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5-benzyl-3-(4-chlorophenyl)-2-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one
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5-benzyl-3-(4-chlorophenyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one
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5-benzyl-3-phenyl-2-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one
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5-[(methoxyamino)methyl]benzene-1,2,4-triol
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5-[[(4-chlorophenyl)sulfanyl]methyl]-2-methyl-3-phenylpyrazolo[1,5-a]pyrimidin-7(4H)-one
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6-benzyl-3-(4-chlorophenyl)-5-methyl-2-(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-7(4H)-one
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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
beta-Glycerophosphate
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0.3 mM, 40% inhibition
butyl acetyl phosphonate
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butylacetylphosphonate
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D-3-phosphoglyceric acid
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0.16 mM, 23% inhibition
D-glyceraldehyde
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competitive inhibition with respect to pyruvate
D-glyceraldehyde 3-phosphate
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substrate inhibition
dimethylallyl diphosphate
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competitive inhibitor
DL-alpha-glycerophosphate
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0.29 mM, 50% inhibition
ethyl (5-methyl-7-oxo-3-phenyl-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)acetate
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ethyl acetylphosphonate
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Fluoropyruvate
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recombinant protein, 50% inhibition at 0.4 mM, fluoropyruvate is supposed to bind covalently to the active site
hexyl acetylphosphonate
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isopentenyl diphosphate
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competitive inhibitor
isopropylacetylphosphonate
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weak inhibition
lithium but-3-yn-1-yl acetylphosphonate
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methyl acetylphosphonate
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methyl [3-(4-bromophenyl)-7-oxo-2-(trifluoromethyl)-4,7-dihydropyrazolo[1,5-a]pyrimidin-5-yl]acetate
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N,N-dimethyl-4-nitrosoaniline
weak inhibitory activity
nitrosobenzene
weak inhibitory activity
octyl acetylphosphonate
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pentyl acetylphosphonate
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phosphonoacetohydroxamate
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0.1 mM, 25% inhibition
phosphonopropionohydroxamate
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0.1 mM, 10% inhibition
propyl acetylphosphonate
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pyruvate
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substrate inhibition
3-fluoro-2-oxopropanoate
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competitive inhibition with respect to pyruvate
3-fluoro-2-oxopropanoate
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competitive inhibition with respect to pyruvate
3-fluoro-2-oxopropanoate
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competitive, 0.1 mM, up to 57% inhibition
benzylacetylphosphonate
competitive inhibitor
benzylacetylphosphonate
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beta-fluoropyruvate
competitive inhibition with respect to pyruvate, non-competitive inhibition with respect to D-glyceraldehyde 3-phosphate
beta-fluoropyruvate
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dead-end inhibitor for pyruvate
EDTA
completely active after dialysis against EDTA. Incubation of the enzyme with saturated ammonium sulfate and 5.0mM EDTA at pH 3.5 leads to the complete loss of DXScc activity, with only a 25% recovery of activity upon the addition of Mg(II)
EDTA
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recombinant protein
Methylacetylphosphonate
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Methylacetylphosphonate
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competitive inhibition with respect to pyruvate
Methylacetylphosphonate
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competitive inhibition with respect to pyruvate
additional information
protein is feedback regulated in response to the inhibition of the pathway flow; protein is feedback regulated in response to the inhibition of the pathway flow
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additional information
protein is feedback regulated in response to the inhibition of the pathway flow; protein is feedback regulated in response to the inhibition of the pathway flow
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additional information
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protein is feedback regulated in response to the inhibition of the pathway flow; protein is feedback regulated in response to the inhibition of the pathway flow
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