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Literature summary extracted from

  • Sikora, A.L.; Wilson, D.J.; Aldrich, C.C.; Blanchard, J.S.
    Kinetic and inhibition studies of dihydroxybenzoate-AMP ligase from Escherichia coli (2010), Biochemistry, 49, 3648-3657.
    View publication on PubMedView publication on EuropePMC

Cloned(Commentary)

EC Number Cloned (Comment) Organism
6.3.2.14 gene entE, expression in Escherichia coli strain BL21(DE3) Escherichia coli
6.3.2.14 gene entE, expression of His-tagged EntE in Escherichia coli strain BL21(DE3) Escherichia coli

Inhibitors

EC Number Inhibitors Comment Organism Structure
6.3.2.14 5'-O-[N-(2,3-dihydroxybenzoyl)sulfamoyl]adenosine
-
 Escherichia coli
6.3.2.14 5'-O-[N-(salicyl)sulfamoyl]adenosine
-
 Escherichia coli

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
6.3.2.14 additional information
-
 additional information two possible kinetic mechanisms can explain nonlinear kinetics: one-step slow association and two-step isomerization, bi-uni-uni-bi ping-pong kinetic mechanism, kinetic analysis, overview Escherichia coli
6.3.2.14 0.0025
-
 2,3-Dihydroxybenzoate pH 7.8, 25°C, recombinant EntE Escherichia coli
6.3.2.14 0.0029
-
 phosphopantetheinylated EntB pH 7.8, 25°C, recombinant EntE Escherichia coli
6.3.2.14 0.07
-
 salicylic acid pH 7.8, 25°C, recombinant EntE Escherichia coli
6.3.2.14 0.07
-
 3-hydroxybenzoate pH 7.8, 25°C, recombinant EntE Escherichia coli
6.3.2.14 0.43
-
 ATP pH 7.8, 25°C, recombinant EntE Escherichia coli
6.3.2.14 3.1
-
 4-aminosalicylic acid pH 7.8, 25°C, recombinant EntE Escherichia coli

Metals/Ions

EC Number Metals/Ions Comment Organism Structure
6.3.2.14 Mg2+ required Escherichia coli

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
6.3.2.14 6 ATP + 3 2,3-dihydroxybenzoate + 3 L-serine Escherichia coli overall reaction. EntB, -D, -E, and -F are then required to catalyze the ATP-dependent assembly of enterobactin from three molecules each of 2,3-dihydroxybenzoate and L-serine. EntD, a phosphopantetheinyl transferase, uses coenzyme A to phosphopantetheinylate S245 of the aryl carrier protein domain of EntB. Next, EntE catalyzes the transfer of 2,3-dihydroxybenzoate onto the phosphopantetheinylated (holo) EntB to yield the covalently arylated EntB. Finally, arylated EntB, ATP, and L-serine are used as substrates for the reaction catalyzed by EntF to generate enterobactin enterobactin + 6 AMP + 6 diphosphate
-
 ?
6.3.2.14 6 ATP + 3 2,3-dihydroxybenzoate + 3 L-serine Escherichia coli overall reaction. EntB, -D, -E, and -F are then required to catalyze the ATP-dependent assembly of enterobactin from three molecules each of 2,3-dihydroxybenzoate and L-serine. EntD, a phosphopantetheinyl transferase, uses coenzyme A to phosphopantetheinylate S245 of the aryl carrier protein domain of EntB. Next, EntE catalyzes the transfer of 2,3-dihydroxybenzoate onto the phosphopantetheinylated (holo)EntB to yield the covalently arylated EntB. Finally, arylated EntB, ATP, and L-serine are used as substrates for the reaction catalyzed by EntF to generate enterobactin enterobactin + 6 AMP + 6 diphosphate
-
 ?
6.3.2.14 ATP + 2,3-dihydroxybenzoate + phosphopantetheinylated EntB Escherichia coli reaction of EntE arylated EntB + AMP + diphosphate
-
 ?
6.3.2.14 ATP + arylated EntB + L-serine Escherichia coli reaction of EntF enterobactin + AMP + diphosphate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
6.3.2.14 Escherichia coli P0ADI4 gene entB; gene entB
-
6.3.2.14 Escherichia coli P10378 gene entE; gene entE
-
6.3.2.14 Escherichia coli P11454 gene entF; gene entF
-

Purification (Commentary)

EC Number Purification (Comment) Organism
6.3.2.14 recombinant His-tagged EntE from Escherichia coli strain BL21(DE3) by nickel affinity chromatography Escherichia coli

Reaction

EC Number Reaction Comment Organism Reaction ID
6.3.2.14 6 ATP + 3 2,3-dihydroxybenzoate + 3 L-serine = enterobactin + 6 AMP + 6 diphosphate bi-uni-uni-bi ping-pong kinetic mechanism Escherichia coli
a

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
6.3.2.14 6 ATP + 3 2,3-dihydroxybenzoate + 3 L-serine overall reaction. EntB, -D, -E, and -F are then required to catalyze the ATP-dependent assembly of enterobactin from three molecules each of 2,3-dihydroxybenzoate and L-serine. EntD, a phosphopantetheinyl transferase, uses coenzyme A to phosphopantetheinylate S245 of the aryl carrier protein domain of EntB. Next, EntE catalyzes the transfer of 2,3-dihydroxybenzoate onto the phosphopantetheinylated (holo) EntB to yield the covalently arylated EntB. Finally, arylated EntB, ATP, and L-serine are used as substrates for the reaction catalyzed by EntF to generate enterobactin Escherichia coli enterobactin + 6 AMP + 6 diphosphate
-
 ?
6.3.2.14 6 ATP + 3 2,3-dihydroxybenzoate + 3 L-serine overall reaction. EntB, -D, -E, and -F are then required to catalyze the ATP-dependent assembly of enterobactin from three molecules each of 2,3-dihydroxybenzoate and L-serine. EntD, a phosphopantetheinyl transferase, uses coenzyme A to phosphopantetheinylate S245 of the aryl carrier protein domain of EntB. Next, EntE catalyzes the transfer of 2,3-dihydroxybenzoate onto the phosphopantetheinylated (holo)EntB to yield the covalently arylated EntB. Finally, arylated EntB, ATP, and L-serine are used as substrates for the reaction catalyzed by EntF to generate enterobactin Escherichia coli enterobactin + 6 AMP + 6 diphosphate
-
 ?
6.3.2.14 ATP + 2,3-dihydroxybenzoate + phosphopantetheinylated EntB reaction of EntE Escherichia coli arylated EntB + AMP + diphosphate
-
 ?
6.3.2.14 ATP + 3-hydroxybenzoate + phosphopantetheinylated EntB reaction of EntE Escherichia coli arylated EntB + AMP + diphosphate
-
 ?
6.3.2.14 ATP + 4-aminosalicylic acid + phosphopantetheinylated EntB reaction of EntE Escherichia coli arylated EntB + AMP + diphosphate
-
 ?
6.3.2.14 ATP + arylated EntB + L-serine reaction of EntF Escherichia coli enterobactin + AMP + diphosphate
-
 ?
6.3.2.14 ATP + salicylic acid + phosphopantetheinylated EntB reaction of EntE Escherichia coli arylated EntB + AMP + diphosphate
-
 ?
6.3.2.14 additional information no activity with 4-aminobenzoic acid Escherichia coli ?
-
 ?

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
6.3.2.14 25
-
 assay at Escherichia coli

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
6.3.2.14 0.3
-
 3-hydroxybenzoate pH 7.8, 25°C, recombinant EntE Escherichia coli
6.3.2.14 0.8
-
 salicylic acid pH 7.8, 25°C, recombinant EntE Escherichia coli
6.3.2.14 2.8
-
 ATP pH 7.8, 25°C, recombinant EntE Escherichia coli
6.3.2.14 2.8
-
 2,3-Dihydroxybenzoate pH 7.8, 25°C, recombinant EntE Escherichia coli
6.3.2.14 2.8
-
 phosphopantetheinylated EntB pH 7.8, 25°C, recombinant EntE Escherichia coli
6.3.2.14 4.4
-
 4-aminosalicylic acid pH 7.8, 25°C, recombinant EntE Escherichia coli

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
6.3.2.14 7.8
-
 assay at Escherichia coli

Cofactor

EC Number Cofactor Comment Organism Structure
6.3.2.14 ATP
-
 Escherichia coli

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
6.3.2.14 additional information
-
 additional information thermodynamics and inhibition kinetics, stopped-flow measurements Escherichia coli

General Information

EC Number General Information Comment Organism
6.3.2.14 metabolism chorismate is converted to 2,3-dihydroxybenzoate via the sequential catalytic activities of EntC, -B, and -A Escherichia coli

kcat/KM [mM/s]

EC Number kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
6.3.2.14 4.6
-
 3-hydroxybenzoate pH 7.8, 25°C, recombinant EntE Escherichia coli
6.3.2.14 11
-
 salicylic acid pH 7.8, 25°C, recombinant EntE Escherichia coli
6.3.2.14 15
-
 4-aminosalicylic acid pH 7.8, 25°C, recombinant EntE Escherichia coli
6.3.2.14 390
-
 ATP pH 7.8, 25°C, recombinant EntE Escherichia coli
6.3.2.14 880
-
 2,3-Dihydroxybenzoate pH 7.8, 25°C, recombinant EntE Escherichia coli
6.3.2.14 980
-
 phosphopantetheinylated EntB pH 7.8, 25°C, recombinant EntE Escherichia coli