Information on EC 2.8.3.9 - butyrate-acetoacetate CoA-transferase

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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY
2.8.3.9
-
RECOMMENDED NAME
GeneOntology No.
butyrate-acetoacetate CoA-transferase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
butanoyl-CoA + acetoacetate = butanoate + acetoacetyl-CoA
show the reaction diagram
butanoate, acetoacetate and their CoA thioesters are the preferred substrates, but the enzyme also acts, more slowly, on the derivatives of a number of C2 to C6 monocarboxylic acids
-
-
-
REACTION TYPE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
coenzyme A transfer
-
-
-
-
PATHWAY
KEGG Link
MetaCyc Link
glycerol degradation to butanol
-
Lysine degradation
-
lysine fermentation to acetate and butyrate
-
pyruvate fermentation to acetone
-
SYSTEMATIC NAME
IUBMB Comments
butanoyl-CoA:acetoacetate CoA-transferase
Butanoate, acetoacetate and their CoA thioesters are the preferred substrates, but the enzyme also acts, more slowly, on the derivatives of a number of C2 to C6 monocarboxylic acids.
SYNONYMS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
butyryl coenzyme A-acetoacetate coenzyme A-transferase
-
-
-
-
butyryl-CoA-acetoacetate CoA-transferase
-
-
-
-
CAS REGISTRY NUMBER
COMMENTARY
66231-37-6
-
ORGANISM
COMMENTARY
LITERATURE
SEQUENCE CODE
SEQUENCE DB
SOURCE
bovine
-
-
Manually annotated by BRENDA team
Clostridium sp. SB4
SB4
-
-
Manually annotated by BRENDA team
Escherichia coli C22
C22
-
-
Manually annotated by BRENDA team
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
3-hydroxypropionate + acetoacetyl-CoA
3-hydroxypropionyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 8.6% the rate of butyrate
-
-
r
3-mercaptopropionate + acetoacetyl-CoA
3-mercaptopropionyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 71% the rate of butyrate
-
-
r
3-methylvinylacetate + acetoacetyl-CoA
3-methylvinylacetyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 44% the rate of butyrate
-
-
r
4-hydroxybutyrate + acetoacetyl-CoA
4-hydroxybutanoyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 14% the rate of butyrate
-
-
r
4-pentenoate + acetoacetyl-CoA
4-pentenoyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 21% the rate of acetate
-
-
r
acetate + acetoacetyl-CoA
acetyl-CoA + acetoacetate
show the reaction diagram
-
-
-
r
acetate + acetoacetyl-CoA
acetyl-CoA + acetoacetate
show the reaction diagram
-
-
-
r
acetate + acetoacetyl-CoA
acetyl-CoA + acetoacetate
show the reaction diagram
-
best substrates
-
r
acetate + acetoacetyl-CoA
acetyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 24% the rate of butyrate
-
r
acetate + acetoacetyl-CoA
acetyl-CoA + acetoacetate
show the reaction diagram
Clostridium sp. SB4
-
-, reaction at 24% the rate of butyrate
-
r
acetate + acetoacetyl-CoA
acetyl-CoA + acetoacetate
show the reaction diagram
Escherichia coli C22
-
best substrates
-
r
acetyl-CoA + acetoacetate
acetate + acetoacetyl-CoA
show the reaction diagram
Escherichia coli, Escherichia coli C22
-
best substrates
-
r
acrylate + acetoacetyl-CoA
acrylyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 10% the rate of butyrate
-
-
r
butanoate + acetoacetyl-CoA
butanoyl-CoA + acetoacetate
show the reaction diagram
-
-
-
r
butanoate + acetoacetyl-CoA
butanoyl-CoA + acetoacetate
show the reaction diagram
-
-
-
r
butanoate + acetoacetyl-CoA
butanoyl-CoA + acetoacetate
show the reaction diagram
-
-
-
r
butanoate + acetoacetyl-CoA
butanoyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 68% the rate of acetate
-
r
butanoate + acetoacetyl-CoA
butanoyl-CoA + acetoacetate
show the reaction diagram
-
lysine degradation pathway
-
r
butanoate + acetoacetyl-CoA
butanoyl-CoA + acetoacetate
show the reaction diagram
Clostridium sp. SB4
-
-, lysine degradation pathway
-
r
butanoate + acetoacetyl-CoA
butanoyl-CoA + acetoacetate
show the reaction diagram
Escherichia coli C22
-
-, reaction at 68% the rate of acetate
-
r
butanoyl-CoA + 2-methylacetoacetate
butanoate + 2-methylacetoacetyl-CoA
show the reaction diagram
-
used 12% as fast as acetoacetate
-
r
butanoyl-CoA + 3-oxohexanoate
butanoate + 3-oxohexanoyl-CoA
show the reaction diagram
-
used 21% as fast as acetoacetate
-
r
butanoyl-CoA + 3-oxopentanoate
butanoate + 3-oxopentanoyl-CoA
show the reaction diagram
-
used 60% as fast as acetoacetate
-
r
butanoyl-CoA + acetoacetate
butanoate + acetoacetyl-CoA
show the reaction diagram
-
-
-
r
butyrate + acetyl-CoA
butyryl-CoA + acetate
show the reaction diagram
-
reaction at 56% the rate of acetoacetate, reverse reaction at 86% the rate of acetoacetyl-CoA
-
r
crotonate + acetoacetyl-CoA
crotonyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 16% the rate of butyrate
-
r
crotonyl-CoA + acetate
crotonate + acetyl-CoA
show the reaction diagram
-
reaction at 4% the rate of acetoacetylCoA
-
r
DL-2-hydroxybutyrate + acetoacetyl-CoA
2-hydroxybutyryl-CoA + acetoacetate
show the reaction diagram
-
reaction at 19% the rate of butyrate
-
-
r
DL-2-hydroxypentanoate + acetoacetyl-CoA
2-hydroxypentanoyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 7.9% the rate of butyrate
-
-
r
DL-3-hydroxybutyrate + acetoacetyl-CoA
3-hydroxybutyryl-CoA + acetoacetate
show the reaction diagram
-
reaction at 30% the rate of butyrate
-
-
r
DL-3-hydroxybutyrate + acetyl-CoA
3-hydroxybutyryl-CoA + acetate
show the reaction diagram
-
reaction at 9% the rate of acetoacetate
-
-
r
epsilon-acetyl-CoA + acetoacetate
acetate + acetoacetyl-CoA
show the reaction diagram
-
reaction at 1% the rate of acetylCoA
-
r
formate + acetoacetyl-CoA
formyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 7% the rate of acetate
-
-
r
isobutyrate + acetoacetyl-CoA
isobutyryl-CoA + acetoacetate
show the reaction diagram
-
reaction at 19% the rate of butyrate
-
-
r
isopentanoate + acetoacetyl-CoA
isopentanoyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 8.3% the rate of butyrate
-
-
r
octanoate + acetoacetyl-CoA
octanoyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 3% the rate of acetate
-
-
r
pentanoate + acetoacetyl-CoA
pentanoyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 19% the rate of butyrate
-
r
propionate + acetoacetyl-CoA
propionyl-CoA + acetoacetate
show the reaction diagram
-
-
-
r
propionate + acetoacetyl-CoA
propionyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 21% the rate of butyrate
-
r
vinylacetate + acetoacetyl-CoA
vinylacetyl-CoA + acetoacetate
show the reaction diagram
-
best substrate
-
-
r
monochloroacetate + acetoacetyl-CoA
monochloroacetyl-CoA + acetoacetate
show the reaction diagram
-
reaction at 5.4% the rate of butyrate
-
-
r
additional information
?
-
-
decanoyl-CoA and succinyl-CoA cannot replace acetoacetyl-CoA, succinate, malonate and 2,3-butandienoate cannot replace acetate, 3-carbon dicarboxylic and 4-carbon dicarboxylic acids are completely inactive as substrates
-
-
-
additional information
?
-
Clostridium sp., Clostridium sp. SB4
-
monofluoroacetate and hexanoate are no substrates, compounds found to be unreactive or less than 0.1% as reactive as butyrate are formate, cyanoacetate, n-heptanoate, tiglate, oxalate, malonate, succinate, citramalate, DL-alpha-hydroxyisobutyrate, 3,4-dihydroxybutyrate, alpha-ketobutyrate, 2-oxoglutarate, DL-3-aminobutyrate and 4-aminobutyrate, 3-oxo-5-aminohexanoate and triacetate are unreactive
-
-
-
additional information
?
-
Escherichia coli C22
-
decanoyl-CoA and succinyl-CoA cannot replace acetoacetyl-CoA, succinate, malonate and 2,3-butandienoate cannot replace acetate, 3-carbon dicarboxylic and 4-carbon dicarboxylic acids are completely inactive as substrates
-
-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
butanoate + acetoacetyl-CoA
butanoyl-CoA + acetoacetate
show the reaction diagram
-
-
-
r
butanoate + acetoacetyl-CoA
butanoyl-CoA + acetoacetate
show the reaction diagram
-
-
-
r
butanoate + acetoacetyl-CoA
butanoyl-CoA + acetoacetate
show the reaction diagram
-
-
-
r
butanoate + acetoacetyl-CoA
butanoyl-CoA + acetoacetate
show the reaction diagram
Clostridium sp., Clostridium sp. SB4
-
lysine degradation pathway
-
r
butanoate + acetoacetyl-CoA
butanoyl-CoA + acetoacetate
show the reaction diagram
Escherichia coli C22
-
-
-
r
METALS and IONS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
Ca2+
-
activation at 6 mM CaCl2, inhibition at higher concentrations, only with acetoacetate or acetoacetyl-CoA as substrate
K+
-
activation at 0.08 M KCl, inhibition at higher concentrations, only with acetoacetate or acetoacetyl-CoA as substrate
Li+
-
activation at 0.2 M LiCl, inhibitions at higher concentrations, only with acetoacetate or acetoacetyl-CoA as substrate
Mg2+
-
activation at 12 mM MgCl2, inhibition at higher concentrations, only with acetoacetate or acetoacetyl-CoA as substrate
Mn2+
-
activation at 1.2 mM MnCl2, inhibition at higher concentrations, only with acetoacetate or acetoacetyl-CoA as substrate
Na+
-
activation at 0.17 M NaCl, inhibition at higher concentrations, only with acetoacetate or acetoacetyl-CoA as substrate
NH4+
-
activation at 0.08 M NH4Cl, inhibition at higher concentrations, only with acetoacetate or acetoacetyl-CoA as substrate
INHIBITORS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
p-chloromercuribenzoate
-
-
epsilon-Acetyl-CoA
-
-
additional information
-
partially inactivated by acyl-CoA substrates in absence of carboxylic acid substrates
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
Tris-HCl
-
activation at 0.25 M, inhibition at higher concentrations, only with acetoacetate or acetoacetyl-CoA as substrate
KM VALUE [mM]
KM VALUE [mM] Maximum
SUBSTRATE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
250
-
3-hydroxypropionate
-
pH 7.5, 25C
29
-
3-Mercaptopropionate
-
pH 7.5, 25C
42
-
3-Methylvinylacetate
-
pH 7.5, 25C
33
-
4-hydroxybuyrate
-
pH 7.5, 25C
24
-
acetate
-
pH 7.5, 25C
1.1
-
acetoacetate
-
pH 7.5, 25C, butyryl-CoA level of 0.18 mM
1.4
-
acetoacetate
-
pH 7.5, 25C, butyryl-CoA level of 0.23 mM
1.8
-
acetoacetate
-
pH 7.5, 25C, butyryl-CoA level of 0.37 mM
0.0034
-
acetoacetyl-CoA
-
pH 7.0, 25C, cosubstrate crotonate
0.035
-
acetoacetyl-CoA
-
pH 8.1, 25C
0.135
-
acetyl-CoA
-
pH 7.0, 25C, cosubstrate acetoacetate
0.26
-
acetyl-CoA
-
pH 8.1, 25C
0.33
-
acetyl-CoA
-
pH 8.1, 24C
40
-
Acrylate
-
pH 7.5, 25C
0.8
-
Butanoate
-
pH 7.5, 25C
0.023
-
Butyryl-CoA
-
pH 7.0, 25C, cosubstrate crotonate
0.034
-
Butyryl-CoA
-
pH 7.0, 25C, cosubstrate acetoacetate
0.044
-
Butyryl-CoA
-
pH 6.3, 25C, cosubstrate acetoacetate
0.054
-
Butyryl-CoA
-
pH 8.1, 25C, cosubstrate acetoacetate 1.0 mM, 20 mM MgCl2
0.073
-
Butyryl-CoA
-
pH 8.1, 25C, cosubstrate acetoacetate 2.0 mM, 20 mM MgCl2
0.083
-
Butyryl-CoA
-
pH 8.1, 25C, cosubstrate acetoacetate 3.0 mM, 20 mM MgCl2
2
-
crotonate
-
pH 7.5, 25C
0.167
-
crotonyl-CoA
-
pH 7.0, 25C, cosubstrate acetoacetate
49
-
DL-2-hydroxybuyrate
-
pH 7.5, 25C
21
-
DL-2-Hydroxypentanoate
-
pH 7.5, 25C
44
-
DL-3-hydroxybutyrate
-
pH 7.5, 25C
6.7
-
epsilon-Acetyl-CoA
-
pH 8.1, 24C
14
-
Isobutyrate
-
pH 7.5, 25C
21
-
Isopentanoate
-
pH 7.5, 25C
29
-
Monochloroacetate
-
pH 7.5, 25C
7
-
pentanoate
-
pH 7.5, 25C
3.2
-
Propionate
-
pH 7.5, 25C
0.205
-
propionyl-CoA
-
pH 7.0, 25C, cosubstrate acetoacetate
17
-
Vinylacetate
-
pH 7.5, 25C
Ki VALUE [mM]
Ki VALUE [mM] Maximum
INHIBITOR
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
IMAGE
10.6
-
epsilon-Acetyl-CoA
-
-
10.6
-
epsilon-Acetyl-CoA
-
pH 8.1, 24C
SPECIFIC ACTIVITY [µmol/min/mg]
SPECIFIC ACTIVITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
117
-
-
fraction B
160
-
-
fraction A
pH OPTIMUM
pH MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
6.5
8
-
-
pH RANGE
pH RANGE MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
4
9
-
maximally active from pH 6.6 to pH 7.9
additional information
-
-
active over a wide pH range
SOURCE TISSUE
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
SOURCE
LOCALIZATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
-
membrane-associated
Manually annotated by BRENDA team
Escherichia coli C22
-
membrane-associated
-
Manually annotated by BRENDA team
Escherichia coli C22
-
-
-
-
Manually annotated by BRENDA team
MOLECULAR WEIGHT
MOLECULAR WEIGHT MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
90000
-
-
gel electrophoresis
97000
-
-
gel filtration
97800
-
-
sedimentation equilibrium centrifugation
98000
-
-
SDS-PAGE
99000
-
-
gel filtration
108000
-
-
gel filtration
SUBUNITS
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
tetramer
-
2 * 23000 + 2 * 26000, 2 alpha and 2 beta subunits, SDS-PAGE
tetramer
-
2 * 23300 + 2 * 25100, 2 alpha and 2 beta subunits, SDS-PAGE
tetramer
Clostridium sp. SB4
-
2 * 23300 + 2 * 25100, 2 alpha and 2 beta subunits, SDS-PAGE
-
tetramer
Escherichia coli C22
-
2 * 23000 + 2 * 26000, 2 alpha and 2 beta subunits, SDS-PAGE; 2 * 23000 + 2 * 26000, 2 alpha and 2 beta subunits, SDS-PAGE
-
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
additional information
-
contains no detectable carbohydrate
additional information
Escherichia coli C22
-
contains no detectable carbohydrate
-
pH STABILITY
pH STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
6.5
7
-
1 h, at 30C, most stable, about 20% loss of activity at pH 6.0 and 8.0
TEMPERATURE STABILITY
TEMPERATURE STABILITY MAXIMUM
ORGANISM
UNIPROT ACCESSION NO.
COMMENTARY
LITERATURE
30
-
-
1 h, in potassium phosphate buffer, pH 6.5-7.0, most stable, about 20% loss of activity at pH 6.0 and 8.0
GENERAL STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
purified enzyme is very stable, considerably less stable in Tris-HCl than in phosphate buffer
-
STORAGE STABILITY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE
-15C 0.0062 mg/ml protein, 10 mM phosphate buffer, pH 7.0, half-life of 12 days when thawed and refrozen 5 times
-
-15C, 3.1 mg protein/ml, 20 mM potassium phosphate, pH 7.0, retains full activity during storage for 1 year
-
4C, 0.0062 mg/ml protein, 10 mM phosphate buffer, pH 7.0, half-life of about 7 days
-
Purification/COMMENTARY
ORGANISM
UNIPROT ACCESSION NO.
LITERATURE