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Literature summary 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)

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

Inhibitors

EC Number Inhibitors Comment Organism Structure
2.3.1.180 1-(2,6-dichlorobenzyl)-5-[(3-methoxybenzyl)oxy]-1H-indole-2-carboxylic acid
-
 Francisella tularensis subsp. holarctica
2.3.1.180 1-(2,6-dichlorobenzyl)-5-[[2-fluoro-6-(trifluoromethyl)benzyl]oxy]-1H-indole-2-carboxylic acid
-
 Francisella tularensis subsp. holarctica
2.3.1.180 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
2.3.1.180 1-(2-bromobenzyl)-5-[(3-methoxybenzyl)oxy]-1H-indole-2-carboxylic acid
-
 Francisella tularensis subsp. holarctica
2.3.1.180 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
2.3.1.180 1-(5-carboxypentyl)-5-[[2-fluoro-6-(trifluoromethyl)benzyl]oxy]-1H-indole-2-carboxylic acid
-
 Francisella tularensis subsp. holarctica
2.3.1.180 1-[4-(trifluoromethyl)benzyl]-5-[[4-(trifluoromethyl)benzyl]oxy]-1H-indole-2-carboxylic acid
-
 Francisella tularensis subsp. holarctica
2.3.1.180 5-[(2,6-dichlorobenzyl)oxy]-1-(4-methoxybenzyl)-1H-indole-2-carboxylic acid
-
 Francisella tularensis subsp. holarctica
2.3.1.180 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
2.3.1.180 5-[(2-bromobenzyl)oxy]-1-(4-methoxybenzyl)-1H-indole-2-carboxylic acid
-
 Francisella tularensis subsp. holarctica
2.3.1.180 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
2.3.1.180 5-[(4-methoxybenzyl)oxy]-1-[4-(trifluoromethyl)benzyl]-1H-indole-2-carboxylic acid
-
 Francisella tularensis subsp. holarctica
2.3.1.180 5-[[2-fluoro-6-(trifluoromethyl)benzyl]oxy]-1-[4-(trifluoromethyl)benzyl]-1H-indole-2-carboxylic acid
-
 Francisella tularensis subsp. holarctica

Natural Substrates/ Products (Substrates)

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

Organism

EC Number Organism UniProt Comment Textmining
2.3.1.180 Francisella tularensis subsp. holarctica A0SPA8
-
-

Purification (Commentary)

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

Substrates and Products (Substrate)

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

Synonyms

EC Number Synonyms Comment Organism
2.3.1.180 3-oxoacyl-acyl carrier protein synthase III
-
 Francisella tularensis subsp. holarctica
2.3.1.180 FabH
-
 Francisella tularensis subsp. holarctica

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
2.3.1.180 37
-
 assay at Francisella tularensis subsp. holarctica

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
2.3.1.180 7
-
 assay at Francisella tularensis subsp. holarctica

IC50 Value

EC Number IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
2.3.1.180 0.002
-
 pH 7.0, 37°C Francisella tularensis subsp. holarctica 5-[(2-bromobenzyl)oxy]-1-[4-(trifluoromethyl)benzyl]-1H-indole-2-carboxylic acid
2.3.1.180 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
2.3.1.180 0.006
-
 pH 7.0, 37°C Francisella tularensis subsp. holarctica 1-(2,6-dichlorobenzyl)-5-[(3-methoxybenzyl)oxy]-1H-indole-2-carboxylic acid
2.3.1.180 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
2.3.1.180 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
2.3.1.180 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
2.3.1.180 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
2.3.1.180 0.017
-
 pH 7.0, 37°C Francisella tularensis subsp. holarctica 5-[(2-bromobenzyl)oxy]-1-(4-methoxybenzyl)-1H-indole-2-carboxylic acid
2.3.1.180 0.017
-
 pH 7.0, 37°C Francisella tularensis subsp. holarctica 5-[(2,6-dichlorobenzyl)oxy]-1-(4-methoxybenzyl)-1H-indole-2-carboxylic acid
2.3.1.180 0.017
-
 pH 7.0, 37°C Francisella tularensis subsp. holarctica 1-(2-bromobenzyl)-5-[(3-methoxybenzyl)oxy]-1H-indole-2-carboxylic acid
2.3.1.180 0.02
-
 pH 7.0, 37°C Francisella tularensis subsp. holarctica 5-[(4-methoxybenzyl)oxy]-1-[4-(trifluoromethyl)benzyl]-1H-indole-2-carboxylic acid
2.3.1.180 0.026
-
 pH 7.0, 37°C Francisella tularensis subsp. holarctica 1-(2,6-dichlorobenzyl)-5-[(3-methoxybenzyl)oxy]-1H-indole-2-carboxylic acid
2.3.1.180 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
2.3.1.180 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
2.3.1.180 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

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