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

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The expected taxonomic range for this enzyme is: Proteobacteria

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
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Manually annotated by BRENDA team
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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
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-
-
?
4-nitrophenyl caprate + H2O
?
show the reaction diagram
-
-
-
?
4-nitrophenyl caproate + H2O
?
show the reaction diagram
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-
-
?
4-nitrophenyl laurate + H2O
?
show the reaction diagram
-
-
-
?
4-nitrophenyl palmitate + H2O
?
show the reaction diagram
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-
-
?
4-nitrophenyl propionate + H2O
?
show the reaction diagram
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-
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?
4-nitrophenyl stearate + H2O
?
show the reaction diagram
very low carboxylesterase activity
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-
?
adipyl-[acyl-carrier protein] methyl ester + H2O
adipyl-[acyl-carrier nprotein] + methanol
show the reaction diagram
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-
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?
azelayl-[acyl-carrier protein] methyl ester + H2O
azelayl-[acyl-carrier protein] + methanol
show the reaction diagram
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-
-
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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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?
pimeloyl-[acyl-carrier protein] methyl ester + H2O
pimeloyl-[acyl-carrier protein] + methanol
show the reaction diagram
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?
pimeloyl-[acyl-carrier protein] propyl ester + H2O
pimeloyl-[acyl-carrier protein] + propanol
show the reaction diagram
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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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