Information on EC 3.1.1.81 - quorum-quenching N-acyl-homoserine lactonase

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

EC NUMBER
COMMENTARY hide
3.1.1.81
-
RECOMMENDED NAME
GeneOntology No.
quorum-quenching N-acyl-homoserine lactonase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
an N-acyl-L-homoserine lactone + H2O = an N-acyl-L-homoserine
show the reaction diagram
SYSTEMATIC NAME
IUBMB Comments
N-acyl-L-homoserine-lactone lactonohydrolase
Acyl-homoserine lactones (AHLs) are produced by a number of bacterial species and are used by them to regulate the expression of virulence genes in a process known as quorum-sensing. Each bacterial cell has a basal level of AHL and, once the population density reaches a critical level, it triggers AHL-signalling which, in turn, initiates the expression of particular virulence genes [5]. Plants or animals capable of degrading AHLs would have a therapeutic advantage in avoiding bacterial infection as they could prevent AHL-signalling and the expression of virulence genes in quorum-sensing bacteria [5]. N-(3-Oxohexanoyl)-L-homoserine lactone, N-(3-oxododecanoyl)-L-homoserine lactone, N-butanoyl-L-homoserine lactone and N-(3-oxooctanoyl)-L-homoserine lactone can act as substrates [5].
CAS REGISTRY NUMBER
COMMENTARY hide
389867-43-0
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
-
Manually annotated by BRENDA team
Agrobacterium tumefaciens C58 / ATCC 33970
genes attM, aiiB, and aiiC encoding the three isozymes AttM, AiiB, and AiiC, the Ti plasmid harbors the attM-paralogous gene aiiB, also encoding N-acyl homoserine lactonase
-
-
Manually annotated by BRENDA team
strain PCC 7120, gene all3924
UniProt
Manually annotated by BRENDA team
gene ahlD
SwissProt
Manually annotated by BRENDA team
gene ahlD
SwissProt
Manually annotated by BRENDA team
Ames strain
-
-
Manually annotated by BRENDA team
Ames strain
-
-
Manually annotated by BRENDA team
gene aiiA
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
isolated from soil, gene aiiA
SwissProt
Manually annotated by BRENDA team
gene aiiA
UniProt
Manually annotated by BRENDA team
gene aiiA
UniProt
Manually annotated by BRENDA team
aiiA
-
-
Manually annotated by BRENDA team
aiiA
-
-
Manually annotated by BRENDA team
gene qlcA
-
-
Manually annotated by BRENDA team
aiiA
-
-
Manually annotated by BRENDA team
aiiA
-
-
Manually annotated by BRENDA team
aiiA
-
-
Manually annotated by BRENDA team
aiiA
-
-
Manually annotated by BRENDA team
aiiA
-
-
Manually annotated by BRENDA team
aiiA
-
-
Manually annotated by BRENDA team
gene ahlK
SwissProt
Manually annotated by BRENDA team
Klebsiella pneumoniae KCTC 2241 / ATCC 25306
gene ahlK
SwissProt
Manually annotated by BRENDA team
Klebsiella pneumoniae KCTC 2241 / ATCC 25306 KCTC 2241 / ATCC 25306
gene ahlK
SwissProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
strain StLB014, strain StLB016, strain StLB018, strain StLB069
-
-
Manually annotated by BRENDA team
isolated from the leaf surface of Solanum tuberosum, gene aiiM
UniProt
Manually annotated by BRENDA team
aiiA
-
-
Manually annotated by BRENDA team
aiiA
-
-
Manually annotated by BRENDA team
no activity in Bacillus fusiformis
-
-
-
Manually annotated by BRENDA team
no activity in Bacillus sphaericus
-
-
-
Manually annotated by BRENDA team
no activity in Gallus gallus
-
-
-
Manually annotated by BRENDA team
soil isolate, gene aiiO
UniProt
Manually annotated by BRENDA team
soil isolate, gene aiiO
UniProt
Manually annotated by BRENDA team
Ochrobactrum sp. T63 ATCC 49188
-
UniProt
Manually annotated by BRENDA team
aiiA
-
-
Manually annotated by BRENDA team
isolated from a mixed-species biofilm
-
-
Manually annotated by BRENDA team
isolated from a mixed-species biofilm
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
-
directed evolution of a thermostable quorum-quenching lactonase from the amidohydrolase superfamily
physiological function
additional information
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
an N-acyl-L-homoserine lactone + H2O
an N-acyl-L-homoserine
show the reaction diagram
-
-
-
-
?
delta-nonalactone + H2O
?
show the reaction diagram
gamma-nonalactone + H2O
?
show the reaction diagram
L-homoserine lactone + H2O
L-homoserine
show the reaction diagram
N-(3-hydroxy-dodecanoyl)-L-homoserine lactone + H2O
N-(3-hydroxy-dodecanoyl)-L-homoserine
show the reaction diagram
-
relative activity: 91.9%
-
-
?
N-(3-hydroxybutyryl)-L-homoserine lactone + H2O
N-(3-hydroxybutyryl)-L-homoserine
show the reaction diagram
-
-
-
?
N-(3-hydroxydodecanoyl)-L-homoserine lactone + H2O
N-(3-hydroxydodecanoyl)-L-homoserine
show the reaction diagram
-
-
-
?
N-(3-hydroxyhexanoyl)-L-homoserine lactone + H2O
N-(3-hydroxyhexanoyl)-L-homoserine
show the reaction diagram
N-(3-hydroxyoctanoyl)-L-homoserine lactone + H2O
N-(3-hydroxyoctanoyl)-L-homoserine
show the reaction diagram
-
-
-
?
N-(3-hydroxytetradecanoyl)-L-homoserine lactone + H2O
N-(3-hydroxytetradecanoyl)-L-homoserine
show the reaction diagram
-
-
-
?
N-(3-oxo-decanoyl)-L-homoserine lactone + H2O
N-(3-oxo-decanoyl)-L-homoserine
show the reaction diagram
N-(3-oxo-dodecanoyl)-L-homoserine lactone + H2O
N-(3-oxo-dodecanoyl)-L-homoserine
show the reaction diagram
-
relative activity: 83.3%
-
-
?
N-(3-oxo-N-hexanoyl)-L-homoserine lactone + H2O
N-(3-oxo-N-hexanoyl)-L-homoserine
show the reaction diagram
N-(3-oxo-octanoyl)-L-homoserine lactone + H2O
N-(3-oxo-octanoyl)-L-homoserine
show the reaction diagram
N-(3-oxo-tetradecanoyl)-L-homoserine lactone + H2O
N-(3-oxo-tetradecanoyl)-L-homoserine
show the reaction diagram
-
relative activity: 95.4%
-
-
?
N-(3-oxobutyryl)-L-homoserine lactone + H2O
N-(3-oxobutyryl)-L-homoserine
show the reaction diagram
-
-
-
?
N-(3-oxodecanoyl)-L-homoserine lactone + H2O
N-(3-oxodecanoyl)-L-homoserine
show the reaction diagram
N-(3-oxodecyl)-L-homoserine lactone + H2O
N-(3-oxodecyl)-L-homoserine
show the reaction diagram
N-(3-oxododecanoyl)-L-homoserine lactone + H2O
N-(3-oxododecanoyl)-L-homoserine
show the reaction diagram
N-(3-oxododecyl)-L-homoserine lactone + H2O
N-(3-oxododecyl)-L-homoserine
show the reaction diagram
N-(3-oxohexanoyl)-L-homoserine lactone + H2O
N-(3-oxohexanoyl)-L-homoserine
show the reaction diagram
N-(3-oxooctanoyl)-L-homoserine lactone + H2O
N-(3-oxooctanoyl)-L-homoserine
show the reaction diagram
N-(3-oxooctyl)-L-homoserine lactone + H2O
N-(3-oxooctyl)-L-homoserine
show the reaction diagram
N-(3-oxotetradecanoyl)-L-homoserine lactone + H2O
N-(3-oxotetradecanoyl)-L-homoserine
show the reaction diagram
-
-
-
?
N-3-hydroxybutanoyl-L-homoserine lactone + H2O
N-3-hydroxybutanoyl-L-homoserine
show the reaction diagram
-
-
-
-
?
N-3-oxo-decanoyl-L-homoserine lactone + H2O
N-3-oxo-decanoyl-L-homoserine
show the reaction diagram
N-3-oxo-dodecanoyl-L-homoserine lactone + H2O
N-3-oxo-dodecanoyl-L-homoserine
show the reaction diagram
N-3-oxo-hexanoyl-L-homoserine lactone + H2O
N-3-oxo-hexanoyl-L-homoserine
show the reaction diagram
N-3-oxo-octanoyl-L-homoserine lactone + H2O
N-3-oxo-octanoyl-L-homoserine
show the reaction diagram
N-3-oxobutanoyl-L-homoserine lactone + H2O
N-3-oxobutanoyl-L-homoserine
show the reaction diagram
-
-
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
N-3-oxodecanoyl-L-homoserine
show the reaction diagram
N-3-oxododecanoyl-L-homoserine lactone + H2O
N-3-oxododecanoyl-L-homoserine
show the reaction diagram
N-3-oxohexanoyl-L-homoserine lactone + H2O
N-3-oxohexanoyl-L-homoserine
show the reaction diagram
N-3-oxooctanoyl-L-homoserine lactone + H2O
N-3-oxooctanoyl-L-homoserine
show the reaction diagram
N-acyl-(S)-homoserine lactone + H2O
N-acyl-(S)-homoserine
show the reaction diagram
N-butanoyl-DL-homoserine lactone + H2O
N-butanoyl-DL-homoserine
show the reaction diagram
-
relative activity: 190%
-
-
?
N-butanoyl-L-homoserine lactone + H2O
N-butanoyl-L-homoserine
show the reaction diagram
N-butyryl-DL-homoserine lactone + H2O
N-butyryl-DL-homoserine
show the reaction diagram
N-butyryl-L-homoserine lactone + H2O
N-butyryl-L-homoserine
show the reaction diagram
N-decanoyl-L-homoserine lactone + H2O
N-decanoyl-L-homoserine
show the reaction diagram
N-decanoyl-L-homoserine lactone + H2O
N-decanoyl-L-homoserine lactone
show the reaction diagram
N-dodecanoyl-L-homoserine lactone + H2O
N-dodecanoyl-L-homoserine
show the reaction diagram
N-dodecanoyl-L-homoserine lactone + H2O
N-dodecanoyl-L-homoserine lactone
show the reaction diagram
-
-
-
-
?
N-heptanoyl-DL-homoserine lactone + H2O
N-heptanoyl-DL-homoserine
show the reaction diagram
-
relative activity: 73%
-
-
?
N-heptanoyl-L-homoserine lactone + H2O
N-heptanoyl-L-homoserine
show the reaction diagram
N-hexanoyl-(S)-homoserine lactone
N-hexanoyl-(S)-homoserine
show the reaction diagram
N-hexanoyl-(S)-homoserine lactone + H2O
N-hexanoyl-(S)-homoserine
show the reaction diagram
N-hexanoyl-DL-homoserine lactone + H2O
N-hexanoyl-DL-homoserine
show the reaction diagram
-
relative activity: 100%
-
-
?
N-hexanoyl-DL-homoserine lactone + H2O
N-hexanoyl-L-homoserine
show the reaction diagram
-
-
-
-
?
N-hexanoyl-L-homoserine lactone + H2O
N-hexanoyl-L-homoserine
show the reaction diagram
N-hexanoyl-L-homoserine lactone + H2O
N-hexanoyl-L-homoserine lactone
show the reaction diagram
-
-
-
-
?
N-hexanoyl-L-homoserine thiolactone + H2O
?
show the reaction diagram
structures of the lactonase bound with the ring-opened product of N-hexanoyl-L-homoserine thiolactone, overview
-
-
?
N-hexyl-L-homoserine lactone + H2O
N-hexyl-L-homoserine
show the reaction diagram
N-octanoyl-DL-homoserine lactone + H2O
N-octanoyl-DL-homoserine
show the reaction diagram
-
relative activity: 457%
-
-
?
N-octanoyl-DL-homoserine lactone + H2O
N-octanoyl-L-homoserine
show the reaction diagram
-
-
-
-
?
N-octanoyl-L-homoserine lactone + H2O
N-octanoyl-L-homoserine
show the reaction diagram
N-octanoyl-L-homoserine lactone + H2O
N-octanoyl-L-homoserine lactone
show the reaction diagram
N-pentanoyl-L-homoserine lactone + H2O
N-pentanoyl-L-homoserine
show the reaction diagram
-
-
-
?
N-tetradecanoyl-L-homoserine lactone + H2O
N-tetradecanoyl-L-homoserine
show the reaction diagram
paraoxon + H2O
?
show the reaction diagram
-
low activity
-
-
?
additional information
?
-
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
an N-acyl-L-homoserine lactone + H2O
an N-acyl-L-homoserine
show the reaction diagram
-
-
-
-
?
N-(3-oxohexanoyl)-L-homoserine lactone + H2O
N-(3-oxohexanoyl)-L-homoserine
show the reaction diagram
N-(3-oxooctanoyl)-L-homoserine lactone + H2O
N-(3-oxooctanoyl)-L-homoserine
show the reaction diagram
-
-
-
-
?
N-3-oxo-dodecanoyl-L-homoserine lactone + H2O
N-3-oxo-dodecanoyl-L-homoserine
show the reaction diagram
-
-
-
-
?
N-3-oxo-hexanoyl-L-homoserine lactone + H2O
N-3-oxo-hexanoyl-L-homoserine
show the reaction diagram
-
lower activity
-
-
?
N-3-oxo-octanoyl-L-homoserine lactone + H2O
N-3-oxo-octanoyl-L-homoserine
show the reaction diagram
B2BKC0
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
N-3-oxododecanoyl-L-homoserine
show the reaction diagram
N-3-oxooctanoyl-L-homoserine lactone + H2O
N-3-oxooctanoyl-L-homoserine
show the reaction diagram
N-acyl-(S)-homoserine lactone + H2O
N-acyl-(S)-homoserine
show the reaction diagram
N-decanoyl-L-homoserine lactone + H2O
N-decanoyl-L-homoserine
show the reaction diagram
N-dodecanoyl-L-homoserine lactone + H2O
N-dodecanoyl-L-homoserine
show the reaction diagram
B2BKC0
-
-
-
?
N-hexanoyl-L-homoserine lactone + H2O
N-hexanoyl-L-homoserine
show the reaction diagram
N-octanoyl-L-homoserine lactone + H2O
N-octanoyl-L-homoserine
show the reaction diagram
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Al3+
-
strongly inhibits enzymatic activity
Cd2+
-
can substitute for Zn2+
Cu2+
-
abolishes enzymatic activity
K+
-
weakly inhibits eznymatic activity
Mg2+
-
inhibits enzymatic activity
Pb2+
-
inhibits enzymatic activity
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
Ag+
-
complete inhibition at 0.2 mM
Ca2+
absolutely required for activity, but inhibitory at higher concentrations, e.g. at 2 mM
Cr2+
-
72% inhibition at 2 mM
Cu2+
-
complete inhibition at 0.2 mM
EDTA
-
in vitro and in serum
Fe2+
-
48% inhibition at 2 mM
L-homoserine lactone
-
enzyme binding structure, PDB ID 2BR6, overview
Pb2+
-
67% inhibition at 2 mM
TPEN
i.e. N,N,N',N'-tetrakis-(2-pyridylmethyl)-ethylene-diamine
additional information
-
enzyme is not affected by EDTA, 2,2'-bipyridine, and o-phenanthroline at 2 mM
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.035 - 1.1
delta-nonalactone
0.0024 - 1.1
gamma-nonalactone
0.306
L-homoserine lactone
-
pH 8.2, 25C
0.05
N-(3-oxodecanoyl)-L-homoserine lactone
pH 8.0, 25C
0.184
N-(3-oxodecyl)-L-homoserine lactone
-
pH 8.2, 25C
0.17 - 0.74
N-(3-oxododecanoyl)-L-homoserine lactone
0.101
N-(3-oxododecyl)-L-homoserine lactone
-
pH 8.2, 25C
2.9 - 26
N-(3-oxohexanoyl)-L-homoserine lactone
0.16 - 9
N-(3-oxooctanoyl)-L-homoserine lactone
0.608
N-(3-oxooctyl)-L-homoserine lactone
-
pH 8.2, 25C
0.0075
N-3-hydroxybutanoyl-L-homoserine lactone
-
pH 7.4, 22C, recombinant wild-type enzyme
0.48 - 0.74
N-3-oxo-dodecanoyl-L-homoserine lactone
9 - 26
N-3-oxo-hexanoyl-L-homoserine lactone
2.9 - 5.9
N-3-oxo-octanoyl-L-homoserine lactone
0.0047
N-3-oxobutanoyl-L-homoserine lactone
-
pH 7.4, 22C, recombinant wild-type enzyme
0.0014
N-3-oxodecanoyl-L-homoserine lactone
-
pH 7.4, 22C, recombinant wild-type enzyme
0.003
N-3-oxohexanoyl-L-homoserine lactone
-
pH 7.4, 22C, recombinant wild-type enzyme
0.0023
N-3-oxooctanoyl-L-homoserine lactone
-
pH 7.4, 22C, recombinant wild-type enzyme
0.5
N-butanoyl-DL-homoserine lactone
-
pH 7.4, 32C
0.0051
N-butanoyl-L-homoserine lactone
-
pH 7.4, 22C, recombinant wild-type enzyme
0.412
N-butyryl-DL-homoserine lactone
-
pH 8.2, 25C
0.13 - 0.15
N-decanoyl-L-homoserine lactone
8.84
N-heptanoyl-DL-homoserine lactone
-
pH 7.4, 32C
0.3 - 1.6
N-heptanoyl-L-homoserine lactone
6.7
N-hexanoyl-(S)-homoserine lactone
pH 7.4, 28C, purified detagged recombinant enzyme
-
0.86
N-hexanoyl-DL-homoserine lactone
-
pH 7.4, 32C
0.0038 - 10
N-hexanoyl-L-homoserine lactone
0.6 - 1.3
N-hexanoyl-L-homoserine thiolactone
0.526
N-hexyl-L-homoserine lactone
-
pH 8.2, 25C
3.81
N-octanoyl-DL-homoserine lactone
-
pH 7.4, 32C
0.0026 - 1.2
N-octanoyl-L-homoserine lactone
1.8 - 6
N-pentanoyl-L-homoserine lactone
0.69
Paraoxon
-
wild type enzyme, in 2.5 mM Bicine buffer, pH 8.3, at 37C
additional information
additional information
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1.6 - 29
delta-nonalactone
2 - 22
gamma-nonalactone
4.69
L-homoserine lactone
-
pH 8.2, 25C
1.5
N-(3-oxodecanoyl)-L-homoserine lactone
pH 8.0, 25C
2.67
N-(3-oxodecyl)-L-homoserine lactone
-
pH 8.2, 25C
0.95 - 6.9
N-(3-oxododecanoyl)-L-homoserine lactone
1.83
N-(3-oxododecyl)-L-homoserine lactone
-
pH 8.2, 25C
0.4 - 1.8
N-(3-oxohexanoyl)-L-homoserine lactone
0.29 - 1.8
N-(3-oxooctanoyl)-L-homoserine lactone
4.66
N-(3-oxooctyl)-L-homoserine lactone
-
pH 8.2, 25C
29.3
N-3-hydroxybutanoyl-L-homoserine lactone
-
pH 7.4, 22C, recombinant wild-type enzyme
2 - 6.9
N-3-oxo-dodecanoyl-L-homoserine lactone
0.4 - 0.91
N-3-oxo-hexanoyl-L-homoserine lactone
0.29 - 1.8
N-3-oxo-octanoyl-L-homoserine lactone
28.6
N-3-oxobutanoyl-L-homoserine lactone
-
pH 7.4, 22C, recombinant wild-type enzyme
20.2
N-3-oxodecanoyl-L-homoserine lactone
-
pH 7.4, 22C, recombinant wild-type enzyme
22.7
N-3-oxohexanoyl-L-homoserine lactone
-
pH 7.4, 22C, recombinant wild-type enzyme
22.2
N-3-oxooctanoyl-L-homoserine lactone
-
pH 7.4, 22C, recombinant wild-type enzyme
0.00549
N-butanoyl-DL-homoserine lactone
-
pH 7.4, 32C
37.6
N-butanoyl-L-homoserine lactone
-
pH 7.4, 22C, recombinant wild-type enzyme
2.62
N-butyryl-DL-homoserine lactone
-
pH 8.2, 25C
0.009 - 0.011
N-butyryl-L-homoserine lactone
0.32 - 54
N-decanoyl-L-homoserine lactone
0.0235
N-heptanoyl-DL-homoserine lactone
-
pH 7.4, 32C
0.3 - 34
N-heptanoyl-L-homoserine lactone
117
N-hexanoyl-(S)-homoserine lactone
pH 7.4, 28C, purified detagged recombinant enzyme
-
0.0102
N-hexanoyl-DL-homoserine lactone
-
pH 7.4, 32C
0.17 - 510
N-hexanoyl-L-homoserine lactone
1.11 - 5.4
N-hexanoyl-L-homoserine thiolactone
3.17
N-hexyl-L-homoserine lactone
-
pH 8.2, 25C
0.0446
N-octanoyl-DL-homoserine lactone
-
pH 7.4, 32C
0.3 - 57
N-octanoyl-L-homoserine lactone
0.08 - 45
N-pentanoyl-L-homoserine lactone
0.0031
Paraoxon
-
wild type enzyme, in 2.5 mM Bicine buffer, pH 8.3, at 37C