Information on EC 6.3.2.14 - enterobactin synthase

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The expected taxonomic range for this enzyme is: Escherichia coli

EC NUMBER
COMMENTARY hide
6.3.2.14
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RECOMMENDED NAME
GeneOntology No.
enterobactin synthase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
6 ATP + 3 2,3-dihydroxybenzoate + 3 L-serine = enterobactin + 6 AMP + 6 diphosphate
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
carboxamide formation
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-
-
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carboxylic acid amide formation
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-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of antibiotics
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Biosynthesis of secondary metabolites
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Biosynthesis of siderophore group nonribosomal peptides
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SYSTEMATIC NAME
IUBMB Comments
2,3-dihydroxybenzoate:L-serine ligase
This enzyme complex catalyses the conversion of three molecules each of 2,3-dihydroxybenzoate and L-serine to form the siderophore enterobactin. In Escherichia coli the complex is formed by EntB (an aryl carrier protein that has to be activated by 4'-phosphopantetheine), EntD (a phosphopantetheinyl transferase that activates EntB), EntE (catalyses the ATP-dependent condensation of 2,3-dihydroxybenzoate and holo-EntB to form the covalently arylated form of EntB), and EntF (a four domain protein that catalyses the activation of L-serine by ATP, the condensation of the activated L-serine with the activated 2,3-dihydroxybenzoate, and the trimerization of three such moieties to a single enterobactin molecule).
CAS REGISTRY NUMBER
COMMENTARY hide
37318-63-1
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
strain 2276
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Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
chorismate is converted to 2,3-dihydroxybenzoate via the sequential catalytic activities of EntC, -B, and -A; chorismate is converted to 2,3-dihydroxybenzoate via the sequential catalytic activities of EntC, -B, and -A; chorismate is converted to 2,3-dihydroxybenzoate via the sequential catalytic activities of EntC, -B, and -A
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
6 ATP + 3 2,3-dihydroxybenzoate + 3 L-serine
enterobactin + 6 AMP + 6 diphosphate
show the reaction diagram
ATP + 2,3-dihydroxybenzoate + L-Ser
Products of ATP breakdown + N-(2,3-dihydroxybenzoyl)-L-Ser
show the reaction diagram
ATP + 2,3-dihydroxybenzoate + L-serine
N-(2,3-dihydroxybenzoyl)-L-serine + AMP + diphosphate
show the reaction diagram
ATP + 2,3-dihydroxybenzoate + phosphopantetheinylated EntB
arylated EntB + AMP + diphosphate
show the reaction diagram
reaction of EntE
-
-
?
ATP + 3-hydroxybenzoate + phosphopantetheinylated EntB
arylated EntB + AMP + diphosphate
show the reaction diagram
reaction of EntE
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-
?
ATP + 4-aminosalicylic acid + phosphopantetheinylated EntB
arylated EntB + AMP + diphosphate
show the reaction diagram
reaction of EntE
-
-
?
ATP + arylated EntB + L-serine
enterobactin + AMP + diphosphate
show the reaction diagram
reaction of EntF
-
-
?
ATP + salicylic acid + phosphopantetheinylated EntB
arylated EntB + AMP + diphosphate
show the reaction diagram
reaction of EntE
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-
?
additional information
?
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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
6 ATP + 3 2,3-dihydroxybenzoate + 3 L-serine
enterobactin + 6 AMP + 6 diphosphate
show the reaction diagram
ATP + 2,3-dihydroxybenzoate + L-serine
N-(2,3-dihydroxybenzoyl)-L-serine + AMP + diphosphate
show the reaction diagram
ATP + 2,3-dihydroxybenzoate + phosphopantetheinylated EntB
arylated EntB + AMP + diphosphate
show the reaction diagram
P0ADI4, P10378, P11454
reaction of EntE
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-
?
ATP + arylated EntB + L-serine
enterobactin + AMP + diphosphate
show the reaction diagram
P0ADI4, P10378, P11454
reaction of EntF
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-
?
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
5'-O-[N-(2,3-dihydroxybenzoyl)sulfamoyl]adenosine
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5'-O-[N-(salicyl)sulfamoyl]adenosine
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0025
2,3-Dihydroxybenzoate
pH 7.8, 25°C, recombinant EntE
0.07
3-hydroxybenzoate
pH 7.8, 25°C, recombinant EntE
3.1
4-aminosalicylic acid
pH 7.8, 25°C, recombinant EntE
0.43
ATP
pH 7.8, 25°C, recombinant EntE
260
L-Ser
-
ATP-diphosphate exchange
0.0029
phosphopantetheinylated EntB
pH 7.8, 25°C, recombinant EntE
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0.07
salicylic acid
pH 7.8, 25°C, recombinant EntE
additional information
additional information
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2.8
2,3-Dihydroxybenzoate
Escherichia coli
P0ADI4, P10378, P11454
pH 7.8, 25°C, recombinant EntE
0.3
3-hydroxybenzoate
Escherichia coli
P0ADI4, P10378, P11454
pH 7.8, 25°C, recombinant EntE
4.4
4-aminosalicylic acid
Escherichia coli
P0ADI4, P10378, P11454
pH 7.8, 25°C, recombinant EntE
2.8
ATP
Escherichia coli
P0ADI4, P10378, P11454
pH 7.8, 25°C, recombinant EntE
12.7
L-Ser
Escherichia coli
-
L-Ser-dependent ATP-diphosphate exchange
2.8
phosphopantetheinylated EntB
Escherichia coli
P0ADI4, P10378, P11454
pH 7.8, 25°C, recombinant EntE
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0.8
salicylic acid
Escherichia coli
P0ADI4, P10378, P11454
pH 7.8, 25°C, recombinant EntE
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
880
2,3-Dihydroxybenzoate
Escherichia coli
P0ADI4, P10378, P11454
pH 7.8, 25°C, recombinant EntE
1367
4.6
3-hydroxybenzoate
Escherichia coli
P0ADI4, P10378, P11454
pH 7.8, 25°C, recombinant EntE
1002
15
4-aminosalicylic acid
Escherichia coli
P0ADI4, P10378, P11454
pH 7.8, 25°C, recombinant EntE
5110
390
ATP
Escherichia coli
P0ADI4, P10378, P11454
pH 7.8, 25°C, recombinant EntE
4
980
phosphopantetheinylated EntB
Escherichia coli
P0ADI4, P10378, P11454
pH 7.8, 25°C, recombinant EntE
194903
11
salicylic acid
Escherichia coli
P0ADI4, P10378, P11454
pH 7.8, 25°C, recombinant EntE
765
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
additional information
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
PDB
SCOP
CATH
ORGANISM
UNIPROT
Escherichia coli (strain K12)
Escherichia coli (strain K12)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
59000
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1 * 59000, deduced from nucleotide sequence
66000
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gel filtration
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
monomer
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1 * 59000, deduced from nucleotide sequence
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant EntE
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recombinant His-tagged EntE from Escherichia coli strain BL21(DE3) by nickel affinity chromatography
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
gene entE, expression in Escherichia coli strain BL21(DE3); gene entE, expression in Escherichia coli strain BL21(DE3); gene entE, expression of His-tagged EntE in Escherichia coli strain BL21(DE3)
overexpression of EntE in Escherichia coli
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