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Literature summary for 2.3.1.180 extracted from

  • Wen, L.; Chmielowski, J.N.; Bohn, K.C.; Huang, J.K.; Timsina, Y.N.; Kodali, P.; Pathak, A.K.
    Functional expression of Francisella tularensis FabH and FabI, potential antibacterial targets (2009), Protein Expr. Purif., 65, 83-91.
    View publication on PubMed

Cloned(Commentary)

Cloned (Comment) Organism
gene fabH, overexpression of N-terminally His6-tagged FabH in Escherichia coli strain BL21(DE3) Francisella tularensis subsp. holarctica

Inhibitors

Inhibitors Comment Organism Structure
1-(2,6-dichlorobenzyl)-5-[(3-methoxybenzyl)oxy]-1H-indole-2-carboxylic acid
-
Francisella tularensis subsp. holarctica
1-(2,6-dichlorobenzyl)-5-[[2-fluoro-6-(trifluoromethyl)benzyl]oxy]-1H-indole-2-carboxylic acid
-
Francisella tularensis subsp. holarctica
1-(2,6-dichlorobenzyl)-5-[[4-(trifluoromethyl)benzyl]oxy]-1H-indole-2-carboxylic acid an indole derivative, inhibits FabH by 98% at 0.0375 mM Francisella tularensis subsp. holarctica
1-(2-bromobenzyl)-5-[(3-methoxybenzyl)oxy]-1H-indole-2-carboxylic acid
-
Francisella tularensis subsp. holarctica
1-(4-carboxybenzyl)-5-[[2-fluoro-6-(trifluoromethyl)benzyl]oxy]-1H-indole-2-carboxylic acid an indole derivative, inhibits FabH by 80% at 0.040 mM Francisella tularensis subsp. holarctica
1-(5-carboxypentyl)-5-[[2-fluoro-6-(trifluoromethyl)benzyl]oxy]-1H-indole-2-carboxylic acid
-
Francisella tularensis subsp. holarctica
1-[4-(trifluoromethyl)benzyl]-5-[[4-(trifluoromethyl)benzyl]oxy]-1H-indole-2-carboxylic acid
-
Francisella tularensis subsp. holarctica
5-[(2,6-dichlorobenzyl)oxy]-1-(4-methoxybenzyl)-1H-indole-2-carboxylic acid
-
Francisella tularensis subsp. holarctica
5-[(2,6-dichlorobenzyl)oxy]-1-[4-(trifluoromethyl)benzyl]-1H-indole-2-carboxylic acid an indole derivative, inhibits FabH by 98% at 0.0375 mM Francisella tularensis subsp. holarctica
5-[(2-bromobenzyl)oxy]-1-(4-methoxybenzyl)-1H-indole-2-carboxylic acid
-
Francisella tularensis subsp. holarctica
5-[(2-bromobenzyl)oxy]-1-[4-(trifluoromethyl)benzyl]-1H-indole-2-carboxylic acid an indole derivative, inhibits FabH by 80% at 0.040 mM Francisella tularensis subsp. holarctica
5-[(4-methoxybenzyl)oxy]-1-[4-(trifluoromethyl)benzyl]-1H-indole-2-carboxylic acid
-
Francisella tularensis subsp. holarctica
5-[[2-fluoro-6-(trifluoromethyl)benzyl]oxy]-1-[4-(trifluoromethyl)benzyl]-1H-indole-2-carboxylic acid
-
Francisella tularensis subsp. holarctica

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
acetyl-CoA + malonyl-[acyl-carrier protein] Francisella tularensis subsp. holarctica
-
3-oxobutanoyl-[acyl-carrier protein] + CoA + CO2
-
?

Organism

Organism UniProt Comment Textmining
Francisella tularensis subsp. holarctica A0SPA8
-
-

Purification (Commentary)

Purification (Comment) Organism
recombinant N-terminally His6-tagged FabH from Escherichia coli strain BL21(DE3) by nickel affinity chromatography Francisella tularensis subsp. holarctica

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
acetyl-CoA + malonyl-[acyl-carrier protein]
-
Francisella tularensis subsp. holarctica 3-oxobutanoyl-[acyl-carrier protein] + CoA + CO2
-
?

Synonyms

Synonyms Comment Organism
3-oxoacyl-acyl carrier protein synthase III
-
Francisella tularensis subsp. holarctica
FabH
-
Francisella tularensis subsp. holarctica

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
37
-
assay at Francisella tularensis subsp. holarctica

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
assay at Francisella tularensis subsp. holarctica

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.002
-
pH 7.0, 37°C Francisella tularensis subsp. holarctica 5-[(2-bromobenzyl)oxy]-1-[4-(trifluoromethyl)benzyl]-1H-indole-2-carboxylic acid
0.004
-
pH 7.0, 37°C Francisella tularensis subsp. holarctica 1-(2,6-dichlorobenzyl)-5-[[4-(trifluoromethyl)benzyl]oxy]-1H-indole-2-carboxylic acid
0.006
-
pH 7.0, 37°C Francisella tularensis subsp. holarctica 1-(2,6-dichlorobenzyl)-5-[(3-methoxybenzyl)oxy]-1H-indole-2-carboxylic acid
0.006
-
pH 7.0, 37°C Francisella tularensis subsp. holarctica 5-[(2,6-dichlorobenzyl)oxy]-1-[4-(trifluoromethyl)benzyl]-1H-indole-2-carboxylic acid
0.007
-
pH 7.0, 37°C Francisella tularensis subsp. holarctica 1-[4-(trifluoromethyl)benzyl]-5-[[4-(trifluoromethyl)benzyl]oxy]-1H-indole-2-carboxylic acid
0.015
-
pH 7.0, 37°C Francisella tularensis subsp. holarctica 1-(2,6-dichlorobenzyl)-5-[[2-fluoro-6-(trifluoromethyl)benzyl]oxy]-1H-indole-2-carboxylic acid
0.015
-
pH 7.0, 37°C Francisella tularensis subsp. holarctica 5-[[2-fluoro-6-(trifluoromethyl)benzyl]oxy]-1-[4-(trifluoromethyl)benzyl]-1H-indole-2-carboxylic acid
0.017
-
pH 7.0, 37°C Francisella tularensis subsp. holarctica 5-[(2-bromobenzyl)oxy]-1-(4-methoxybenzyl)-1H-indole-2-carboxylic acid
0.017
-
pH 7.0, 37°C Francisella tularensis subsp. holarctica 5-[(2,6-dichlorobenzyl)oxy]-1-(4-methoxybenzyl)-1H-indole-2-carboxylic acid
0.017
-
pH 7.0, 37°C Francisella tularensis subsp. holarctica 1-(2-bromobenzyl)-5-[(3-methoxybenzyl)oxy]-1H-indole-2-carboxylic acid
0.02
-
pH 7.0, 37°C Francisella tularensis subsp. holarctica 5-[(4-methoxybenzyl)oxy]-1-[4-(trifluoromethyl)benzyl]-1H-indole-2-carboxylic acid
0.026
-
pH 7.0, 37°C Francisella tularensis subsp. holarctica 1-(2,6-dichlorobenzyl)-5-[(3-methoxybenzyl)oxy]-1H-indole-2-carboxylic acid
0.036
-
pH 7.0, 37°C Francisella tularensis subsp. holarctica 1-[4-(trifluoromethyl)benzyl]-5-[[4-(trifluoromethyl)benzyl]oxy]-1H-indole-2-carboxylic acid
0.04
-
pH 7.0, 37°C Francisella tularensis subsp. holarctica 1-(4-carboxybenzyl)-5-[[2-fluoro-6-(trifluoromethyl)benzyl]oxy]-1H-indole-2-carboxylic acid
0.042
-
pH 7.0, 37°C Francisella tularensis subsp. holarctica 1-(5-carboxypentyl)-5-[[2-fluoro-6-(trifluoromethyl)benzyl]oxy]-1H-indole-2-carboxylic acid

General Information

General Information Comment Organism
physiological function FabH initiates elongation in fatty acid synthesis FAS-II, type II fatty acid biosynthesis pathway overview Francisella tularensis subsp. holarctica