Any feedback?
Literature summary for 1.3.1.9 extracted from
- Novel diphenyl ethers: design, docking studies, synthesis and inhibition of enoyl ACP reductase of Escherichia coli and Escherichia coli (2006), Bioorg. Med. Chem., 14, 8086-8098.
Application
| Application | Comment | Organism |
|---|---|---|
| medicine | antibacterial target | Plasmodium falciparum |
| medicine | antibacterial target | Escherichia coli |
Cloned(Commentary)
| Cloned (Comment) | Organism |
|---|---|
| the enoyl-[acyl-carrier-protein] reductase gene of Escherichia coli is cloned into a vector coding for the 6 x His tag for expression in Escherichia coli BL21DE3 cells | Escherichia coli |
| the enoyl-[acyl-carrier-protein] reductase gene of Plasmodium falciparum is cloned into a vector coding for the 6 x His tag for expression in Escherichia coli BL21DE3 cells | Plasmodium falciparum |
Inhibitors
| Inhibitors | Comment | Organism | Structure |
|---|---|---|---|
| 3-formyl-2-phenoxy phenol | inhibitory activity with recombinant purified protein, IC50: 0.00130 mM; inhibitory activity with recombinant purified protein, inhibitory activity on cultures of Escherichia coli, IC50: 0.00200 mM | Escherichia coli |  |
| 3-formyl-2-phenoxy phenol | inhibitory activity with recombinant purified protein, inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.07708 mM; inhibitory activity with recombinant purified protein, inhibitory activity with recombinant purified protein, IC50: 0.00028 mM | Plasmodium falciparum | |
| 3-hydroxy-4-phenoxy benzoic acid | inhibitory activity on cultures of Escherichia coli, IC50: higher than 0.100 mM; inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM | Escherichia coli | |
| 3-hydroxy-4-phenoxy benzoic acid | inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.79627 mM; inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM | Plasmodium falciparum | |
| 3-hydroxy-4-phenoxy benzyl alcohol | inhibitory activity on cultures of Escherichia coli, IC50: higher than 0.100 mM; inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM | Escherichia coli | |
| 3-hydroxy-4-phenoxy benzyl alcohol | inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.08524 mM; inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM | Plasmodium falciparum | |
| 4-(2',4'-dichlorophenoxy)-3-hydroxybenzaldehyde | inhibitory activity on cultures of Escherichia coli, IC50: 0.01434 mM; inhibitory activity with recombinant purified protein, IC50: 0.00183 mM | Escherichia coli | |
| 4-(2',4'-dichlorophenoxy)-3-hydroxybenzaldehyde | inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.02084 mM; inhibitory activity with recombinant purified protein, IC50: 0.00038 mM | Plasmodium falciparum | |
| 4-(2',4'-dichlorophenoxy)-3-hydroxybenzoic acid | inhibitory activity on cultures of Escherichia coli, IC50: 0.01916 mM; inhibitory activity with recombinant purified protein, IC50: 0.00225 mM | Escherichia coli | |
| 4-(2',4'-dichlorophenoxy)-3-hydroxybenzoic acid | inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.16072 mM; inhibitory activity with recombinant purified protein, IC50: 0.00056 mM | Plasmodium falciparum | |
| 4-(2',4'-dichlorophenoxy)-3-hydroxybenzyl alcohol | inhibitory activity on cultures of Escherichia coli, IC50: 0.04004 mM; inhibitory activity with recombinant purified protein, IC50: 0.00383 mM | Escherichia coli | |
| 4-(2',4'-dichlorophenoxy)-3-hydroxybenzyl alcohol | inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.01480 mM; inhibitory activity with recombinant purified protein, IC50: 0.00080 mM | Plasmodium falciparum | |
| 4-(2',4'-dichlorophenoxy)-3-hydroxybenzylchloride | inhibitory activity on cultures of Escherichia coli, IC50: 0.01845 mM; inhibitory activity with recombinant purified protein, IC50: 0.00570 mM | Escherichia coli | |
| 4-(2',4'-dichlorophenoxy)-3-hydroxybenzylchloride | inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.02549 mM; inhibitory activity with recombinant purified protein, IC50: 0.00070 mM | Plasmodium falciparum | |
| 4-(2',4'-dinitrophenoxy)-3-hydroxybenzaldehyde | inhibitory activity on cultures of Escherichia coli, IC50: higher than 0.100 mM; inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM | Escherichia coli | |
| 4-(2',4'-dinitrophenoxy)-3-hydroxybenzaldehyde | inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.03471 mM; inhibitory activity with recombinant purified protein, IC50: 0.07459 mM | Plasmodium falciparum | |
| 4-(2',4'-dinitrophenoxy)-3-hydroxybenzoic acid | inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM | Escherichia coli | |
| 4-(2',4'-dinitrophenoxy)-3-hydroxybenzoic acid | inhibitory activity with recombinant purified protein, IC50: 0.08457 mM | Plasmodium falciparum | |
| triclosan | inhibitory activity on cultures of Escherichia coli, IC50: 0.00075 mM; inhibitory activity with recombinant purified protein, IC50: 2.01 | Escherichia coli | |
| triclosan | inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.00080 mM; inhibitory activity with recombinant purified protein, IC50: 0.00020 mM | Plasmodium falciparum | |
Natural Substrates/ Products (Substrates)
| Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| acyl-[acyl-carrier protein] + NAD+ | Plasmodium falciparum | - |
trans-2,3-dehydroacyl-[acyl-carrier protein] + NADH + H+ | - |
? | |
| acyl-[acyl-carrier protein] + NAD+ | Escherichia coli | - |
trans-2,3-dehydroacyl-[acyl-carrier protein] + NADH + H+ | - |
? | |
Organism
| Organism | UniProt | Comment | Textmining |
|---|---|---|---|
| Escherichia coli | P0AEK4 | - |
- |
| Plasmodium falciparum | - |
- |
- |
Purification (Commentary)
| Purification (Comment) | Organism |
|---|---|
| usung a Ni-NTA agarose column | Plasmodium falciparum |
| usung a Ni-NTA agarose column | Escherichia coli |
Substrates and Products (Substrate)
| Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|
| acyl-[acyl-carrier protein] + NAD+ | - |
Plasmodium falciparum | trans-2,3-dehydroacyl-[acyl-carrier protein] + NADH + H+ | - |
? | |
| acyl-[acyl-carrier protein] + NAD+ | - |
Escherichia coli | trans-2,3-dehydroacyl-[acyl-carrier protein] + NADH + H+ | - |
? | |
| crotonyl-CoA + NADH + H+ | activity assay | Plasmodium falciparum | butyryl-CoA + NAD+ | - |
? | |
| crotonyl-CoA + NADH + H+ | activity assay | Escherichia coli | butyryl-CoA + NAD+ | - |
? | |
Synonyms
| Synonyms | Comment | Organism |
|---|---|---|
| enoyl ACP reductase | - |
Plasmodium falciparum |
| enoyl ACP reductase | - |
Escherichia coli |
| enoyl-[acyl-carrier-protein] reductase | - |
Plasmodium falciparum |
| enoyl-[acyl-carrier-protein] reductase | - |
Escherichia coli |
| ENR | - |
Plasmodium falciparum |
| ENR | - |
Escherichia coli |
Temperature Optimum [°C]
| Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|
| 25 | - |
activity assay | Plasmodium falciparum |
| 25 | - |
activity assay | Escherichia coli |
pH Optimum
| pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|
| 7.5 | - |
activity assay | Plasmodium falciparum |
| 7.5 | - |
activity assay | Escherichia coli |
Cofactor
| Cofactor | Comment | Organism | Structure |
|---|---|---|---|
| NADH | - |
Plasmodium falciparum | |
| NADH | - |
Escherichia coli | |
Ki Value [mM]
| Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
|---|---|---|---|---|---|
| 0.00009 | - |
triclosan | - |
Plasmodium falciparum | |
| 0.00013 | - |
3-formyl-2-phenoxy phenol | - |
Plasmodium falciparum | |
| 0.00018 | - |
4-(2',4'-dichlorophenoxy)-3-hydroxybenzaldehyde | - |
Plasmodium falciparum | |
| 0.00021 | - |
4-(2',4'-dichlorophenoxy)-3-hydroxybenzoic acid | - |
Plasmodium falciparum | |
| 0.00032 | - |
4-(2',4'-dichlorophenoxy)-3-hydroxybenzylchloride | - |
Plasmodium falciparum | |
| 0.00038 | - |
4-(2',4'-dichlorophenoxy)-3-hydroxybenzyl alcohol | - |
Plasmodium falciparum | |
| 0.00062 | - |
3-formyl-2-phenoxy phenol | - |
Escherichia coli | |
| 0.00099 | - |
triclosan | - |
Escherichia coli | |
| 0.001 | - |
4-(2',4'-dichlorophenoxy)-3-hydroxybenzaldehyde | - |
Escherichia coli | |
| 0.0013 | - |
4-(2',4'-dichlorophenoxy)-3-hydroxybenzoic acid | - |
Escherichia coli | |
| 0.00185 | - |
4-(2',4'-dichlorophenoxy)-3-hydroxybenzyl alcohol | - |
Escherichia coli | |
| 0.00275 | - |
4-(2',4'-dichlorophenoxy)-3-hydroxybenzylchloride | - |
Escherichia coli | |
IC50 Value
| IC50 Value | IC50 Value Maximum | Comment | Organism | Inhibitor | Structure |
|---|---|---|---|---|---|
| 0.0002 | - |
inhibitory activity with recombinant purified protein, IC50: 0.00020 mM | Plasmodium falciparum | triclosan | |
| 0.00028 | - |
inhibitory activity with recombinant purified protein, inhibitory activity with recombinant purified protein, IC50: 0.00028 mM | Plasmodium falciparum | 3-formyl-2-phenoxy phenol | |
| 0.00038 | - |
inhibitory activity with recombinant purified protein, IC50: 0.00038 mM | Plasmodium falciparum | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzaldehyde | |
| 0.00056 | - |
inhibitory activity with recombinant purified protein, IC50: 0.00056 mM | Plasmodium falciparum | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzoic acid | |
| 0.0007 | - |
inhibitory activity with recombinant purified protein, IC50: 0.00070 mM | Plasmodium falciparum | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzylchloride | |
| 0.00075 | - |
inhibitory activity on cultures of Escherichia coli, IC50: 0.00075 mM | Escherichia coli | triclosan | |
| 0.0008 | - |
inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.00080 mM | Plasmodium falciparum | triclosan | |
| 0.0008 | - |
inhibitory activity with recombinant purified protein, IC50: 0.00080 mM | Plasmodium falciparum | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzyl alcohol | |
| 0.0013 | - |
inhibitory activity with recombinant purified protein, IC50: 0.00130 mM | Escherichia coli | 3-formyl-2-phenoxy phenol | |
| 0.00183 | - |
inhibitory activity with recombinant purified protein, IC50: 0.00183 mM | Escherichia coli | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzaldehyde | |
| 0.002 | - |
inhibitory activity with recombinant purified protein, inhibitory activity on cultures of Escherichia coli, IC50: 0.00200 mM | Escherichia coli | 3-formyl-2-phenoxy phenol | |
| 0.00201 | - |
inhibitory activity with recombinant purified protein, IC50: 2.01 microM | Escherichia coli | triclosan | |
| 0.00225 | - |
inhibitory activity with recombinant purified protein, IC50: 0.00225 mM | Escherichia coli | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzoic acid | |
| 0.00383 | - |
inhibitory activity with recombinant purified protein, IC50: 0.00383 mM | Escherichia coli | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzyl alcohol | |
| 0.0057 | - |
inhibitory activity with recombinant purified protein, IC50: 0.00570 mM | Escherichia coli | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzylchloride | |
| 0.01434 | - |
inhibitory activity on cultures of Escherichia coli, IC50: 0.01434 mM | Escherichia coli | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzaldehyde | |
| 0.0148 | - |
inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.01480 mM | Plasmodium falciparum | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzyl alcohol | |
| 0.01845 | - |
inhibitory activity on cultures of Escherichia coli, IC50: 0.01845 mM | Escherichia coli | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzylchloride | |
| 0.01916 | - |
inhibitory activity on cultures of Escherichia coli, IC50: 0.01916 mM | Escherichia coli | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzoic acid | |
| 0.02084 | - |
inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.02084 mM | Plasmodium falciparum | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzaldehyde | |
| 0.02549 | - |
inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.02549 mM | Plasmodium falciparum | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzylchloride | |
| 0.03471 | - |
inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.03471 mM | Plasmodium falciparum | 4-(2',4'-dinitrophenoxy)-3-hydroxybenzaldehyde | |
| 0.04004 | - |
inhibitory activity on cultures of Escherichia coli, IC50: 0.04004 mM | Escherichia coli | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzyl alcohol | |
| 0.07459 | - |
inhibitory activity with recombinant purified protein, IC50: 0.07459 mM | Plasmodium falciparum | 4-(2',4'-dinitrophenoxy)-3-hydroxybenzaldehyde | |
| 0.07708 | - |
inhibitory activity with recombinant purified protein, inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.07708 mM | Plasmodium falciparum | 3-formyl-2-phenoxy phenol | |
| 0.08457 | - |
inhibitory activity with recombinant purified protein, IC50: 0.08457 mM | Plasmodium falciparum | 4-(2',4'-dinitrophenoxy)-3-hydroxybenzoic acid | |
| 0.08524 | - |
inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.08524 mM | Plasmodium falciparum | 3-hydroxy-4-phenoxy benzyl alcohol | |
| 0.1 | - |
inhibitory activity on cultures of Escherichia coli, IC50: higher than 0.100 mM | Escherichia coli | 3-hydroxy-4-phenoxy benzyl alcohol | |
| 0.1 | - |
inhibitory activity on cultures of Escherichia coli, IC50: higher than 0.100 mM | Escherichia coli | 3-hydroxy-4-phenoxy benzoic acid | |
| 0.1 | - |
inhibitory activity on cultures of Escherichia coli, IC50: higher than 0.100 mM | Escherichia coli | 4-(2',4'-dinitrophenoxy)-3-hydroxybenzaldehyde | |
| 0.1 | - |
inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM | Plasmodium falciparum | 3-hydroxy-4-phenoxy benzyl alcohol | |
| 0.1 | - |
inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM | Escherichia coli | 3-hydroxy-4-phenoxy benzyl alcohol | |
| 0.1 | - |
inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM | Plasmodium falciparum | 3-hydroxy-4-phenoxy benzoic acid | |
| 0.1 | - |
inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM | Escherichia coli | 3-hydroxy-4-phenoxy benzoic acid | |
| 0.1 | - |
inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM | Escherichia coli | 4-(2',4'-dinitrophenoxy)-3-hydroxybenzaldehyde | |
| 0.1 | - |
inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM | Escherichia coli | 4-(2',4'-dinitrophenoxy)-3-hydroxybenzoic acid | |
| 0.16072 | - |
inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.16072 mM | Plasmodium falciparum | 4-(2',4'-dichlorophenoxy)-3-hydroxybenzoic acid | |
| 0.79627 | - |
inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.79627 mM | Plasmodium falciparum | 3-hydroxy-4-phenoxy benzoic acid | |
Use of this online version of BRENDA is free under the CC BY 4.0 license. See terms of use for full details.
Release 2023.1 (January 2023)
Legal
Curated at
Member of
