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Information on EC 3.1.2.20 - acyl-CoA hydrolase and Organism(s) Haemophilus influenzae and UniProt Accession P44886

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EC Tree
     3 Hydrolases
         3.1 Acting on ester bonds
             3.1.2 Thioester hydrolases
                3.1.2.20 acyl-CoA hydrolase
IUBMB Comments
Broad specificity for medium- to long-chain acyl-CoA. Insensitive to NAD+ (cf. EC 3.1.2.19 ADP-dependent medium-chain-acyl-CoA hydrolase)
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Select one or more organisms in this record: ?
This record set is specific for:
Haemophilus influenzae
UNIPROT: P44886
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The taxonomic range for the selected organisms is: Haemophilus influenzae
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Reaction Schemes
hide
an acyl-CoA
+
H2O
=
CoA
+
a carboxylate
+
=
+
Synonyms
acyl-coa hydrolase, them2, type ii thioesterase, them1, acot11, them4, acot13, thioesterase superfamily member 2, te ii, thioesterase 2, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
acyl-CoA hydrolase
-
acyl-Coenzyme A thioesterase
-
ACH1
-
-
-
-
ACH2
-
-
-
-
ACT
-
-
-
-
acyl CoA hydrolase
-
-
-
-
acyl coenzyme A hydrolase
-
-
-
-
acyl coenzyme A thioesterase
-
-
-
-
acyl-CoA thioesterase
-
-
-
-
brain acyl-CoA hydrolase
-
-
-
-
fatty acyl thioesterase I
-
-
-
-
HIV-Nef associated acyl coA thioesterase
-
-
-
-
hydrolase, acyl coenzyme A
-
-
-
-
hydrolase, palmitoyl coenzyme A
-
-
-
-
LACH1
-
-
-
-
LACH2
-
-
-
-
long chain acyl-CoA hydrolase
-
-
-
-
long chain acyl-CoA thioesterase
-
-
-
-
long chain fatty-acyl-CoA hydrolase
-
-
-
-
long chain fatty-acyl-CoA thioesterase
-
-
-
-
mitochondrial acyl-CoA thioesterase
-
-
-
-
palmitoyl coenzyme A hydrolase
-
-
-
-
palmitoyl thioesterase
-
-
-
-
palmitoyl-CoA deacylase
-
-
-
-
palmitoyl-CoA hydrolase
-
-
-
-
palmityl coenzyme A deacylase
-
-
-
-
palmityl thioesterase
-
-
-
-
palmityl thioesterase I
-
-
-
-
palmityl thioesterase II
-
-
-
-
TE
-
-
-
-
TE-II
-
-
-
-
thioesterase B
-
-
-
-
thioesterase II
-
-
-
-
very long chain acyl-CoA thioesterase
-
-
-
-
ZAP128
-
-
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis of thioester
-
hydrolysis of thioester
-
-
-
-
PATHWAY SOURCE
PATHWAYS
-
-, -, -, -
SYSTEMATIC NAME
IUBMB Comments
acyl-CoA hydrolase
Broad specificity for medium- to long-chain acyl-CoA. Insensitive to NAD+ (cf. EC 3.1.2.19 ADP-dependent medium-chain-acyl-CoA hydrolase)
CAS REGISTRY NUMBER
COMMENTARY hide
37270-64-7
EC 3.1.2.2
9025-87-0
EC 3.1.2.20
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
3-hydroxyphenylacetyl-CoA + H2O
CoA + 3-hydroxyphenylacetate
show the reaction diagram
-
-
-
?
4-Hydroxybenzoyl-CoA + H2O
4-Hydroxybenzoate + CoA
show the reaction diagram
-
-
-
?
4-hydroxyphenylacetyl-CoA + H2O
CoA + 4-hydroxyphenylacetate
show the reaction diagram
-
-
-
?
acetoacetyl-CoA + H2O
CoA + acetoacetate
show the reaction diagram
-
-
-
?
acetyl-CoA + H2O
CoA + acetate
show the reaction diagram
-
-
-
?
arachidoyl-CoA + H2O
CoA + arachidate
show the reaction diagram
-
-
-
?
beta-methylcrotonyl-CoA + H2O
CoA + beta-methylcrotonate
show the reaction diagram
-
-
-
?
butyryl-CoA + H2O
butanoate + CoA
show the reaction diagram
-
-
-
?
butyrylpanthetheine phosphate + H2O
pantetheine phosphate + butyrate
show the reaction diagram
-
-
-
?
crotonyl-CoA + H2O
CoA + crotonate
show the reaction diagram
-
-
-
?
DL-3-hydroxy-3-methylglutaryl-CoA + H2O
CoA + 3-hydroxy-3-methylglutarate
show the reaction diagram
-
-
-
?
DL-3-hydroxybutyryl-CoA + H2O
CoA + ?
show the reaction diagram
-
-
-
?
glutaryl-CoA + H2O
CoA + glutarate
show the reaction diagram
-
-
-
?
hexanoyl-CoA + H2O
CoA + hexanoate
show the reaction diagram
-
-
-
?
isobutyryl-CoA + H2O
CoA + isobutyrate
show the reaction diagram
isovaleryl-CoA + H2O
CoA + isovalerate
show the reaction diagram
-
-
-
?
lauroyl-CoA + H2O
CoA + laurate
show the reaction diagram
-
-
-
?
lauroyl-CoA + H2O
CoA + lauroate
show the reaction diagram
-
-
-
?
linoleoyl-CoA + H2O
CoA + linolate
show the reaction diagram
-
-
-
?
malonyl-CoA + H2O
CoA + malonate
show the reaction diagram
-
-
-
?
methylmalonyl-CoA + H2O
CoA + methylmalonate
show the reaction diagram
-
-
-
?
myristoyl-CoA + H2O
CoA + myristate
show the reaction diagram
-
-
-
?
n-butyryl-CoA + H2O
CoA + n-butyrate
show the reaction diagram
-
-
-
?
n-butyryl-pantetheine phosphate + H2O
?
show the reaction diagram
-
-
-
?
n-decanoyl-CoA + H2O
CoA + n-decanoate
show the reaction diagram
-
-
-
?
n-octanoyl-CoA + H2O
CoA + n-octanoate
show the reaction diagram
-
-
-
?
oleoyl-CoA + H2O
CoA + oleate
show the reaction diagram
-
-
-
?
palmitoleoyl-CoA + H2O
CoA + palmitoleoate
show the reaction diagram
-
-
-
?
palmitoyl-CoA + H2O
CoA + palmitate
show the reaction diagram
-
-
-
?
phenylacetyl-CoA + H2O
CoA + phenylacetate
show the reaction diagram
-
-
-
?
propionyl-CoA + H2O
CoA + propionate
show the reaction diagram
-
-
-
?
propionyl-s-N-acetylcysteamine + H2O
CoA + ?
show the reaction diagram
-
-
-
?
stearoyl-CoA + H2O
CoA + stearate
show the reaction diagram
-
-
-
?
succinyl-CoA + H2O
CoA + succinate
show the reaction diagram
-
-
-
?
tiglyl-CoA + H2O
CoA + (2E)-2-methylbut-2-enoic acid
show the reaction diagram
-
-
-
?
additional information
?
-
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
4-Hydroxybenzoyl-CoA + H2O
4-Hydroxybenzoate + CoA
show the reaction diagram
-
-
-
?
acetyl-CoA + H2O
CoA + acetate
show the reaction diagram
-
-
-
?
additional information
?
-
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
4-hydroxyphenacyl-CoA
-
CoA
strong feedback inhibitor, product inhibition
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0037
3-hydroxyphenylacetyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.0076
4-hydroxyphenylacetyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.037
acetoacetyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.0047
acetyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.039
arachidoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.009
beta-methylcrotonyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.0059
crotonyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.02
DL-3-hydroxy-3-methylglutaryl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.031
DL-3-hydroxybutyryl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.0081
glutaryl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.013 - 0.092
isobutyryl-CoA
0.014
isovaleryl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.0042 - 0.0066
lauroyl-CoA
0.0042
linoleoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.14
malonyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.17
methylmalonyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.0025
myristoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.0035
n-butyryl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
1.4
n-butyryl-pantetheine phosphate
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.0045
n-decanoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.0041
n-hexanoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.0019
n-octanoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.011
oleoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.0064
palmitoleoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.017
palmitoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.0016
phenylacetyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.006
propionyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.01
stearoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.02
succinyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.0021
tiglyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
140
3-hydroxyphenylacetyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.078
4-hydroxybenzoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
75
4-hydroxyphenylacetyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
35
acetoacetyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
1.3
acetyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.27
arachidoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.54
beta-methylcrotonyl-CoA
absorbance of 5-thio-2-nitrobenzoate formed by reaction of 5,5'-dithiobis(2-nitrobenzoic acid) is measured
6.7
butyryl-CoA
wild-type protein
0.08
butyrylpantetheine phosphate
wild-type protein
0.92
crotonyl-CoA
absorbance of 5-thio-2-nitrobenzoate formed by reaction of 5,5'-dithiobis(2-nitrobenzoic acid) is measured
8.9
DL-3-hydroxy-3-methylglutaryl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
8.3
DL-3-hydroxybutyryl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
100
glutaryl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
15
hexanoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
2.34 - 140
isobutyryl-CoA
30
isovaleryl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
2.57 - 9.2
lauroyl-CoA
2
linoleoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
3.3
malonyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
1.1
methylmalonyl-CoA
absorbance of 5-thio-2-nitrobenzoate formed by reaction of 5,5'-dithiobis(2-nitrobenzoic acid) is measured
6.9
myristoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
22
n-butyryl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.8
n-butyrylpantethiene phosphate
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
13
n-decanoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
4.6
n-octanoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
1.7
oleoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
5.7
palmitoleoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
2.7
palmitoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
130
phenylacetyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
25
propionyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
0.77
stearoyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
190
succinyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
2.6
tiglyl-CoA
pH 7.5, 25°C, determined using the 5,5'-dithiobis(2-nitrobenzoic acid) spectrophotometric assay
additional information
additional information
-
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
100
butyryl-CoA
wild-type protein
0.1
butyrylpantetheine phosphate
wild-type protein
25 - 11000
isobutyryl-CoA
610 - 1400
lauroyl-CoA
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0058
4-hydroxyphenacyl-CoA
-
0.0019
hexyl-CoA
-
additional information
additional information
noncompetitive inhibition of YciA-catalyzed isobutyryl-CoA hydrolysis is observed which defined a Kii of 0.0047 mM (Vmax altered) and a Kis of 0.33 microM (Vmax/Km altered)
-
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
16630
His-tagged YciA protein, determined by electrospray ionization mass spectrometry, N-terminal methionine is removed
17000
6 * 17000, crystal structure analysis
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
homohexamer
CRYSTALLIZATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
hanging drop vapor diffusion method
PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
D44A
putative catalytic residue
N29A
involved in substrate binding
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
YciA is a highly soluble, robust protein
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
Cells are harvested by centrifugation, and the cell pellet is suspended in HEPES buffer containing 2 mM DTT and 0.2 mM phenylmethanesulfonyl fluoride. The cells are lysed in a French press and the lysate is centrifuged. The supernatant is loaded onto a DEAE Sepharose Fast Flow column equilibrated with HEPES buffer. A linear gradient of KCl in 50 mM Hepes is used to elute the protein. Desired fractions are pooled, concentrated and subjected to ammonium sulfate fractionation. The 40-60% ammonium sulfate fraction is centrifuged, the protein pellet is dissolved, loaded onto a size exclusion column and eluted with 10 mM HEPES containing 0.15 M KCl.
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expressed in Escherichia coli BL21(DE3)
the gene encoding YciA is amplified by PCR and expressed in Escherichia coli strain BL21 (DE3)
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Poupon, V.; Begue, B.; Gagnon, J.; Dautry-Varsat, A.; Cerf-Bensussan, N.; Benmerah, A.
Molecular cloning and characterization of MT-ACT48, a novel mitochondrial acyl-CoA thioesterase
J. Biol. Chem.
274
19188-19194
1999
Arabidopsis thaliana, Bacillus subtilis, Caenorhabditis elegans, Drosophila melanogaster, Escherichia coli, Haemophilus influenzae, Helicobacter pylori, Homo sapiens, Mus musculus (Q9R0X4), Oryctolagus cuniculus, Rattus norvegicus
Manually annotated by BRENDA team
Zhuang, Z.; Song, F.; Zhao, H.; Li, L.; Cao, J.; Eisenstein, E.; Herzberg, O.; Dunaway-Mariano, D.
Divergence of function in the hot dog fold enzyme superfamily: the bacterial thioesterase YciA
Biochemistry
47
2789-2796
2008
Escherichia coli (P0A8Z0), Haemophilus influenzae (P44886)
Manually annotated by BRENDA team
Willis, M.A.; Zhuang, Z.; Song, F.; Howard, A.; Dunaway-Mariano, D.; Herzberg, O.
Structure of YciA from Haemophilus influenzae (HI0827), a hexameric broad specificity acyl-coenzyme A thioesterase
Biochemistry
47
2797-2805
2008
Haemophilus influenzae (P44886), Haemophilus influenzae
Manually annotated by BRENDA team