Application | Comment | Organism |
---|---|---|
drug development | the enzyme is a target for the design of antimalarial drugs | Plasmodium falciparum |
Cloned (Comment) | Organism |
---|---|
recombinant expression of His-tagged enzyme | Escherichia coli |
recombinant expression of His-tagged enzyme | Plasmodium falciparum |
Inhibitors | Comment | Organism | Structure |
---|---|---|---|
(4-[[3-(hydroxymethyl)phenyl]amino]-4-oxobutyl)phosphonic acid | 26.8% inhibition | Escherichia coli | |
(4-[[3-(hydroxymethyl)phenyl]amino]-4-oxobutyl)phosphonic acid | - |
Plasmodium falciparum | |
diethyl (2-[[3-(hydroxymethyl)phenyl]amino]-2-oxoethyl)phosphonate | 40.4% inhibition | Escherichia coli | |
diethyl (2-[[3-(hydroxymethyl)phenyl]amino]-2-oxoethyl)phosphonate | - |
Plasmodium falciparum | |
diethyl (3-[[3-(hydroxymethyl)phenyl]amino]-3-oxopropyl)phosphonate | 17.9% inhibition | Escherichia coli | |
diethyl [2-[(3-bromophenyl)amino]-2-oxoethyl]phosphonate | 21.4% inhibition | Escherichia coli | |
diethyl [2-[(3-cyanophenyl)amino]-2-oxoethyl]phosphonate | 11.9% inhibition | Escherichia coli | |
diethyl [2-[(3-cyanophenyl)amino]-2-oxoethyl]phosphonate | - |
Plasmodium falciparum | |
diethyl [2-[(3-hydroxyphenyl)amino]-2-oxoethyl]phosphonate | 24.4% inhibition | Escherichia coli | |
diethyl [2-[(3-hydroxyphenyl)amino]-2-oxoethyl]phosphonate | - |
Plasmodium falciparum | |
diethyl [2-[(3-methoxyphenyl)amino]-2-oxoethyl]phosphonate | 11% inhibition | Escherichia coli | |
diethyl [3-[(3-hydroxyphenyl)amino]-3-oxopropyl]phosphonate | 33.5% inhibition | Escherichia coli | |
diethyl [3-[(3-methoxyphenyl)amino]-3-oxopropyl]phosphonate | 14.1% inhibition | Escherichia coli | |
fosmidomycin | a natural product isolated from Streptomyces lavendulae | Escherichia coli | |
fosmidomycin | a natural product isolated from Streptomyces lavendulae | Plasmodium falciparum | |
FR900098 | an acetyl analogue of fosmidomycin | Escherichia coli | |
FR900098 | an acetyl analogue of fosmidomycin | Plasmodium falciparum | |
additional information | inhibitory potencies of a series of aryl- and heteroarylcarbamoylphosphonic acids, their diethyl esters and disodium salts as analogues of the potent DXR inhibitor fosmidomycin, effects of the carboxamide N-substituents and the length of the methylene linker, in silico docking studies, saturation transfer difference NMR spectroscopy and enzyme inhibition assays, overview. Molecular modelling and simulated docking studies. No or poor inhibition by diethyl (4-[[3-(hydroxymethyl)phenyl]amino]-4-oxobutyl)phosphonate, diethyl [5-[(3-hydroxyphenyl)amino]-5-oxopentyl]phosphonate, [3-[(3-hydroxyphenyl)amino]-3-oxopropyl]phosphonic acid, [5-[(3-bromophenyl)amino]-5-oxopentyl]phosphonic acid, diethyl [5-[(3-methoxyphenyl)amino]-5-oxopentyl]phosphonate, [4-[(3-methoxyphenyl)amino]-4-oxobutyl]phosphonic acid, [5-[(3-methoxyphenyl)amino]-5-oxopentyl]phosphonic acid, diethyl [4-[(3-bromophenyl)amino]-4-oxobutyl]phosphonate, [4-[(3-bromophenyl)amino]-4-oxobutyl]phosphonic acid, and [5-[(3-bromophenyl)amino]-5-oxopentyl]phosphonic acid | Escherichia coli | |
additional information | inhibitory potencies of a series of aryl- and heteroarylcarbamoylphosphonic acids, their diethyl esters and disodium salts as analogues of the potent DXR inhibitor fosmidomycin, effects of the carboxamide N-substituents and the length of the methylene linker, in silico docking studies, saturation transfer difference NMR spectroscopy and enzyme inhibition assays, overview. Molecular modelling and simulated docking studies. No or poor inhibition by diethyl [3-[(3-hydroxyphenyl)amino]-3-oxopropyl]phosphonate, diethyl [2-[(3-methoxyphenyl)amino]-2-oxoethyl]phosphonate, diethyl [3-[(3-methoxyphenyl)amino]-3-oxopropyl]phosphonate, diethyl [2-[(3-bromophenyl)amino]-2-oxoethyl]phosphonate, diethyl (3-[[3-(hydroxymethyl)phenyl]amino]-3-oxopropyl)phosphonate, [4-[(3-methoxyphenyl)amino]-4-oxobutyl]phosphonic acid, and [2-[(3-cyanophenyl)amino]-2-oxoethyl]phosphonic acid | Plasmodium falciparum | |
[2-[(3-bromophenyl)amino]-2-oxoethyl]phosphonic acid | - |
Plasmodium falciparum | |
[2-[(3-cyanophenyl)amino]-2-oxoethyl]phosphonic acid | 20.0% inhibition | Escherichia coli | |
[2-[(3-hydroxyphenyl)amino]-2-oxoethyl]phosphonic acid | 43.9% inhibition | Escherichia coli | |
[2-[(3-hydroxyphenyl)amino]-2-oxoethyl]phosphonic acid | - |
Plasmodium falciparum | |
[2-[(3-methoxyphenyl)amino]-2-oxoethyl]phosphonic acid | 17.8% inhibition | Escherichia coli | |
[2-[(3-methoxyphenyl)amino]-2-oxoethyl]phosphonic acid | - |
Plasmodium falciparum | |
[4-[(3-bromophenyl)amino]-4-oxobutyl]phosphonic acid | - |
Plasmodium falciparum | |
[4-[(3-hydroxyphenyl)amino]-4-oxobutyl]phosphonic acid | 49.2% inhibition | Escherichia coli | |
[4-[(3-hydroxyphenyl)amino]-4-oxobutyl]phosphonic acid | - |
Plasmodium falciparum | |
[5-[(3-bromophenyl)amino]-5-oxopentyl]phosphonic acid | 26.8% inhibition | Escherichia coli |
Metals/Ions | Comment | Organism | Structure |
---|---|---|---|
Mg2+ | required | Escherichia coli | |
Mg2+ | required | Plasmodium falciparum |
Organism | UniProt | Comment | Textmining |
---|---|---|---|
Escherichia coli | - |
- |
- |
Plasmodium falciparum | - |
- |
- |
Purification (Comment) | Organism |
---|---|
recombinant His-tagged enzyme by nickkel affinity chromatography and gel filtration | Escherichia coli |
recombinant His-tagged enzyme by nickkel affinity chromatography and gel filtration | Plasmodium falciparum |
Synonyms | Comment | Organism |
---|---|---|
1-deoxy-D-xylulose-5-phosphate reductoisomerase | - |
Escherichia coli |
1-deoxy-D-xylulose-5-phosphate reductoisomerase | - |
Plasmodium falciparum |
DOXP-reductoisomerase | - |
Escherichia coli |
DOXP-reductoisomerase | - |
Plasmodium falciparum |
DXR | - |
Escherichia coli |
DXR | - |
Plasmodium falciparum |
Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
---|---|---|---|
37 | - |
assay at | Escherichia coli |
37 | - |
assay at | Plasmodium falciparum |
pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
---|---|---|---|
7.5 | - |
assay at | Escherichia coli |
7.5 | - |
assay at | Plasmodium falciparum |
General Information | Comment | Organism |
---|---|---|
metabolism | the enzyme is involved in a parasite-specific, isoprenoid biosynthetic DOXP/MEP pathway | Plasmodium falciparum |
metabolism | the enzyme is involved in the isoprenoid biosynthetic DOXP/MEP pathway | Escherichia coli |