Information on EC 3.1.1.85 - pimelyl-[acyl-carrier protein] methyl ester esterase

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY hide
3.1.1.85
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RECOMMENDED NAME
GeneOntology No.
pimelyl-[acyl-carrier protein] methyl ester esterase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
pimeloyl-[acyl-carrier protein] methyl ester + H2O = pimeloyl-[acyl-carrier protein] + methanol
show the reaction diagram
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
8-amino-7-oxononanoate biosynthesis I
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Biotin metabolism
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Metabolic pathways
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SYSTEMATIC NAME
IUBMB Comments
pimelyl-[acyl-carrier protein] methyl ester hydrolase
Involved in biotin biosynthesis in Gram-negative bacteria. The enzyme exhibits carboxylesterase activity, particularly toward substrates with short acyl chains [1,2]. Even though the enzyme can interact with coenzyme A thioesters [3], the in vivo role of the enzyme is to hydrolyse the methyl ester of pimeloyl-[acyl carrier protein], terminating the part of the biotin biosynthesis pathway that is catalysed by the fatty acid elongation enzymes [4].
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
Escherichia coli DH5-alpha
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SwissProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
metabolism
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
4-nitrophenyl acetate + H2O
?
show the reaction diagram
highest carboxylesterase activity
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-
?
4-nitrophenyl butyrate + H2O
?
show the reaction diagram
-
-
-
?
4-nitrophenyl caprate + H2O
?
show the reaction diagram
-
-
-
?
4-nitrophenyl caproate + H2O
?
show the reaction diagram
-
-
-
?
4-nitrophenyl laurate + H2O
?
show the reaction diagram
-
-
-
?
4-nitrophenyl palmitate + H2O
?
show the reaction diagram
-
-
-
?
4-nitrophenyl propionate + H2O
?
show the reaction diagram
-
-
-
?
4-nitrophenyl stearate + H2O
?
show the reaction diagram
very low carboxylesterase activity
-
-
?
adipyl-[acyl-carrier protein] methyl ester + H2O
adipyl-[acyl-carrier nprotein] + methanol
show the reaction diagram
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-
-
-
?
azelayl-[acyl-carrier protein] methyl ester + H2O
azelayl-[acyl-carrier protein] + methanol
show the reaction diagram
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-
-
-
?
pimeloyl-[acyl-carrier protein] butyl ester + H2O
pimeloyl-[acyl-carrier protein] + butanol
show the reaction diagram
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-
-
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?
pimeloyl-[acyl-carrier protein] ethyl ester + H2O
pimeloyl-[acyl-carrier protein] + ethanol
show the reaction diagram
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-
-
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?
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
show the reaction diagram
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-
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?
pimeloyl-[acyl-carrier protein] propyl ester + H2O
pimeloyl-[acyl-carrier protein] + propanol
show the reaction diagram
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-
-
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?
pimelyl-[acyl-carrier protein] methyl ester + H2O
pimelyl-[acyl-carrier protein] + methanol
show the reaction diagram
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?
suberyl-[acyl-carrier protein] methyl ester + H2O
suberyl-[acyl-carrier protein] + methanol
show the reaction diagram
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?
additional information
?
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
phenylmethylsulfonyl fluoride
10.5% residual activity after 10 min of incubation with 2 mM
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.29
4-nitrophenyl acetate
in 50 mM HEPES-K (pH 7.5) buffer, at 37C
0.33
4-nitrophenyl butyrate
in 50 mM HEPES-K (pH 7.5) buffer, at 37C
0.25
4-nitrophenyl caproate
in 50 mM HEPES-K (pH 7.5) buffer, at 37C
0.6
4-nitrophenyl laurate
in 50 mM HEPES-K (pH 7.5) buffer, at 37C
0.35
4-nitrophenyl propionate
in 50 mM HEPES-K (pH 7.5) buffer, at 37C
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
18.5
4-nitrophenyl acetate
Escherichia coli
P13001
in 50 mM HEPES-K (pH 7.5) buffer, at 37C
6.1
4-nitrophenyl butyrate
Escherichia coli
P13001
in 50 mM HEPES-K (pH 7.5) buffer, at 37C
4
4-nitrophenyl caproate
Escherichia coli
P13001
in 50 mM HEPES-K (pH 7.5) buffer, at 37C
1.5
4-nitrophenyl laurate
Escherichia coli
P13001
in 50 mM HEPES-K (pH 7.5) buffer, at 37C
13.1
4-nitrophenyl propionate
Escherichia coli
P13001
in 50 mM HEPES-K (pH 7.5) buffer, at 37C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
63.8
4-nitrophenyl acetate
Escherichia coli
P13001
in 50 mM HEPES-K (pH 7.5) buffer, at 37C
418
18.5
4-nitrophenyl butyrate
Escherichia coli
P13001
in 50 mM HEPES-K (pH 7.5) buffer, at 37C
522
16
4-nitrophenyl caproate
Escherichia coli
P13001
in 50 mM HEPES-K (pH 7.5) buffer, at 37C
2790
2.5
4-nitrophenyl laurate
Escherichia coli
P13001
in 50 mM HEPES-K (pH 7.5) buffer, at 37C
2511
37.4
4-nitrophenyl propionate
Escherichia coli
P13001
in 50 mM HEPES-K (pH 7.5) buffer, at 37C
1942
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
PDB
SCOP
CATH
ORGANISM
UNIPROT
Salmonella typhimurium (strain LT2 / SGSC1412 / ATCC 700720)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
27040
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calculated from amino acid sequence
28510
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calculated from amino acid sequence
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
hanging drop vapor diffusion method, using 1.2 M sodium citrate trihydrate and 0.1 M Tris-HCl (pH 8.0), at 21C
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
Ni-NTA column chromatography
Q-Sepharose column chromatography and gel filtration
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli Hms174(DE3) cells
expressed in Escherichia coli K-12 DH5 cells
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expressed in the Escherichia coli auxotroph strain B834 (DE3)
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
S53A
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the mutant is insoluble
S53A
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the mutant is insoluble
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S82A
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the mutation does not prevent coenzyme A binding
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