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Literature summary extracted from

  • Chhibber, M.; Kumar, G.; Parasuraman, P.; Ramya, T.N.; Surolia, N.; Surolia, A.
    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.
    View publication on PubMed

Application

EC Number Application Comment Organism
1.3.1.9 medicine antibacterial target Plasmodium falciparum
1.3.1.9 medicine antibacterial target Escherichia coli

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.3.1.9 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
1.3.1.9 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

EC Number Inhibitors Comment Organism Structure
1.3.1.9 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
1.3.1.9 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
1.3.1.9 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
1.3.1.9 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
1.3.1.9 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
1.3.1.9 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
1.3.1.9 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
1.3.1.9 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
1.3.1.9 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
1.3.1.9 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
1.3.1.9 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
1.3.1.9 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
1.3.1.9 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
1.3.1.9 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
1.3.1.9 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
1.3.1.9 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
1.3.1.9 4-(2',4'-dinitrophenoxy)-3-hydroxybenzoic acid inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM Escherichia coli
1.3.1.9 4-(2',4'-dinitrophenoxy)-3-hydroxybenzoic acid inhibitory activity with recombinant purified protein, IC50: 0.08457 mM Plasmodium falciparum
1.3.1.9 triclosan inhibitory activity on cultures of Escherichia coli, IC50: 0.00075 mM; inhibitory activity with recombinant purified protein, IC50: 2.01 Escherichia coli
1.3.1.9 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)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.3.1.9 acyl-[acyl-carrier protein] + NAD+ Plasmodium falciparum
-
 trans-2,3-dehydroacyl-[acyl-carrier protein] + NADH + H+
-
 ?
1.3.1.9 acyl-[acyl-carrier protein] + NAD+ Escherichia coli
-
 trans-2,3-dehydroacyl-[acyl-carrier protein] + NADH + H+
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.3.1.9 Escherichia coli P0AEK4
-
-
1.3.1.9 Plasmodium falciparum
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.3.1.9 usung a Ni-NTA agarose column Plasmodium falciparum
1.3.1.9 usung a Ni-NTA agarose column Escherichia coli

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.3.1.9 acyl-[acyl-carrier protein] + NAD+
-
 Plasmodium falciparum trans-2,3-dehydroacyl-[acyl-carrier protein] + NADH + H+
-
 ?
1.3.1.9 acyl-[acyl-carrier protein] + NAD+
-
 Escherichia coli trans-2,3-dehydroacyl-[acyl-carrier protein] + NADH + H+
-
 ?
1.3.1.9 crotonyl-CoA + NADH + H+ activity assay Plasmodium falciparum butyryl-CoA + NAD+
-
 ?
1.3.1.9 crotonyl-CoA + NADH + H+ activity assay Escherichia coli butyryl-CoA + NAD+
-
 ?

Synonyms

EC Number Synonyms Comment Organism
1.3.1.9 enoyl ACP reductase
-
 Plasmodium falciparum
1.3.1.9 enoyl ACP reductase
-
 Escherichia coli
1.3.1.9 enoyl-[acyl-carrier-protein] reductase
-
 Plasmodium falciparum
1.3.1.9 enoyl-[acyl-carrier-protein] reductase
-
 Escherichia coli
1.3.1.9 ENR
-
 Plasmodium falciparum
1.3.1.9 ENR
-
 Escherichia coli

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
1.3.1.9 25
-
 activity assay Plasmodium falciparum
1.3.1.9 25
-
 activity assay Escherichia coli

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
1.3.1.9 7.5
-
 activity assay Plasmodium falciparum
1.3.1.9 7.5
-
 activity assay Escherichia coli

Cofactor

EC Number Cofactor Comment Organism Structure
1.3.1.9 NADH
-
 Plasmodium falciparum
1.3.1.9 NADH
-
 Escherichia coli

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.3.1.9 0.00009
-
 triclosan
-
 Plasmodium falciparum
1.3.1.9 0.00013
-
 3-formyl-2-phenoxy phenol
-
 Plasmodium falciparum
1.3.1.9 0.00018
-
 4-(2',4'-dichlorophenoxy)-3-hydroxybenzaldehyde
-
 Plasmodium falciparum
1.3.1.9 0.00021
-
 4-(2',4'-dichlorophenoxy)-3-hydroxybenzoic acid
-
 Plasmodium falciparum
1.3.1.9 0.00032
-
 4-(2',4'-dichlorophenoxy)-3-hydroxybenzylchloride
-
 Plasmodium falciparum
1.3.1.9 0.00038
-
 4-(2',4'-dichlorophenoxy)-3-hydroxybenzyl alcohol
-
 Plasmodium falciparum
1.3.1.9 0.00062
-
 3-formyl-2-phenoxy phenol
-
 Escherichia coli
1.3.1.9 0.00099
-
 triclosan
-
 Escherichia coli
1.3.1.9 0.001
-
 4-(2',4'-dichlorophenoxy)-3-hydroxybenzaldehyde
-
 Escherichia coli
1.3.1.9 0.0013
-
 4-(2',4'-dichlorophenoxy)-3-hydroxybenzoic acid
-
 Escherichia coli
1.3.1.9 0.00185
-
 4-(2',4'-dichlorophenoxy)-3-hydroxybenzyl alcohol
-
 Escherichia coli
1.3.1.9 0.00275
-
 4-(2',4'-dichlorophenoxy)-3-hydroxybenzylchloride
-
 Escherichia coli

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
1.3.1.9 0.0002
-
 inhibitory activity with recombinant purified protein, IC50: 0.00020 mM Plasmodium falciparum triclosan
1.3.1.9 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
1.3.1.9 0.00038
-
 inhibitory activity with recombinant purified protein, IC50: 0.00038 mM Plasmodium falciparum 4-(2',4'-dichlorophenoxy)-3-hydroxybenzaldehyde
1.3.1.9 0.00056
-
 inhibitory activity with recombinant purified protein, IC50: 0.00056 mM Plasmodium falciparum 4-(2',4'-dichlorophenoxy)-3-hydroxybenzoic acid
1.3.1.9 0.0007
-
 inhibitory activity with recombinant purified protein, IC50: 0.00070 mM Plasmodium falciparum 4-(2',4'-dichlorophenoxy)-3-hydroxybenzylchloride
1.3.1.9 0.00075
-
 inhibitory activity on cultures of Escherichia coli, IC50: 0.00075 mM Escherichia coli triclosan
1.3.1.9 0.0008
-
 inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.00080 mM Plasmodium falciparum triclosan
1.3.1.9 0.0008
-
 inhibitory activity with recombinant purified protein, IC50: 0.00080 mM Plasmodium falciparum 4-(2',4'-dichlorophenoxy)-3-hydroxybenzyl alcohol
1.3.1.9 0.0013
-
 inhibitory activity with recombinant purified protein, IC50: 0.00130 mM Escherichia coli 3-formyl-2-phenoxy phenol
1.3.1.9 0.00183
-
 inhibitory activity with recombinant purified protein, IC50: 0.00183 mM Escherichia coli 4-(2',4'-dichlorophenoxy)-3-hydroxybenzaldehyde
1.3.1.9 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
1.3.1.9 0.00201
-
 inhibitory activity with recombinant purified protein, IC50: 2.01 microM Escherichia coli triclosan
1.3.1.9 0.00225
-
 inhibitory activity with recombinant purified protein, IC50: 0.00225 mM Escherichia coli 4-(2',4'-dichlorophenoxy)-3-hydroxybenzoic acid
1.3.1.9 0.00383
-
 inhibitory activity with recombinant purified protein, IC50: 0.00383 mM Escherichia coli 4-(2',4'-dichlorophenoxy)-3-hydroxybenzyl alcohol
1.3.1.9 0.0057
-
 inhibitory activity with recombinant purified protein, IC50: 0.00570 mM Escherichia coli 4-(2',4'-dichlorophenoxy)-3-hydroxybenzylchloride
1.3.1.9 0.01434
-
 inhibitory activity on cultures of Escherichia coli, IC50: 0.01434 mM Escherichia coli 4-(2',4'-dichlorophenoxy)-3-hydroxybenzaldehyde
1.3.1.9 0.0148
-
 inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.01480 mM Plasmodium falciparum 4-(2',4'-dichlorophenoxy)-3-hydroxybenzyl alcohol
1.3.1.9 0.01845
-
 inhibitory activity on cultures of Escherichia coli, IC50: 0.01845 mM Escherichia coli 4-(2',4'-dichlorophenoxy)-3-hydroxybenzylchloride
1.3.1.9 0.01916
-
 inhibitory activity on cultures of Escherichia coli, IC50: 0.01916 mM Escherichia coli 4-(2',4'-dichlorophenoxy)-3-hydroxybenzoic acid
1.3.1.9 0.02084
-
 inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.02084 mM Plasmodium falciparum 4-(2',4'-dichlorophenoxy)-3-hydroxybenzaldehyde
1.3.1.9 0.02549
-
 inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.02549 mM Plasmodium falciparum 4-(2',4'-dichlorophenoxy)-3-hydroxybenzylchloride
1.3.1.9 0.03471
-
 inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.03471 mM Plasmodium falciparum 4-(2',4'-dinitrophenoxy)-3-hydroxybenzaldehyde
1.3.1.9 0.04004
-
 inhibitory activity on cultures of Escherichia coli, IC50: 0.04004 mM Escherichia coli 4-(2',4'-dichlorophenoxy)-3-hydroxybenzyl alcohol
1.3.1.9 0.07459
-
 inhibitory activity with recombinant purified protein, IC50: 0.07459 mM Plasmodium falciparum 4-(2',4'-dinitrophenoxy)-3-hydroxybenzaldehyde
1.3.1.9 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
1.3.1.9 0.08457
-
 inhibitory activity with recombinant purified protein, IC50: 0.08457 mM Plasmodium falciparum 4-(2',4'-dinitrophenoxy)-3-hydroxybenzoic acid
1.3.1.9 0.08524
-
 inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.08524 mM Plasmodium falciparum 3-hydroxy-4-phenoxy benzyl alcohol
1.3.1.9 0.1
-
 inhibitory activity on cultures of Escherichia coli, IC50: higher than 0.100 mM Escherichia coli 3-hydroxy-4-phenoxy benzyl alcohol
1.3.1.9 0.1
-
 inhibitory activity on cultures of Escherichia coli, IC50: higher than 0.100 mM Escherichia coli 3-hydroxy-4-phenoxy benzoic acid
1.3.1.9 0.1
-
 inhibitory activity on cultures of Escherichia coli, IC50: higher than 0.100 mM Escherichia coli 4-(2',4'-dinitrophenoxy)-3-hydroxybenzaldehyde
1.3.1.9 0.1
-
 inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM Plasmodium falciparum 3-hydroxy-4-phenoxy benzyl alcohol
1.3.1.9 0.1
-
 inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM Escherichia coli 3-hydroxy-4-phenoxy benzyl alcohol
1.3.1.9 0.1
-
 inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM Plasmodium falciparum 3-hydroxy-4-phenoxy benzoic acid
1.3.1.9 0.1
-
 inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM Escherichia coli 3-hydroxy-4-phenoxy benzoic acid
1.3.1.9 0.1
-
 inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM Escherichia coli 4-(2',4'-dinitrophenoxy)-3-hydroxybenzaldehyde
1.3.1.9 0.1
-
 inhibitory activity with recombinant purified protein, IC50: higher than 0.100 mM Escherichia coli 4-(2',4'-dinitrophenoxy)-3-hydroxybenzoic acid
1.3.1.9 0.16072
-
 inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.16072 mM Plasmodium falciparum 4-(2',4'-dichlorophenoxy)-3-hydroxybenzoic acid
1.3.1.9 0.79627
-
 inhibitory activity on cultures of Plasmodium falciparum, IC50: 0.79627 mM Plasmodium falciparum 3-hydroxy-4-phenoxy benzoic acid