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Information on EC 3.5.1.97 - acyl-homoserine-lactone acylase
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EC Tree
3.5.1.97 acyl-homoserine-lactone acylaseIUBMB Comments
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. 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. This quorum-quenching enzyme removes the fatty-acid side chain from the homoserine lactone ring of AHL-dependent quorum-sensing signal molecules. It has broad specificity for AHLs with side changes ranging in length from 11 to 14 carbons. Substituents at the 3'-position, as found in N-(3-oxododecanoyl)-L-homoserine lactone, do not affect this activity.
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Word Map
- 3.5.1.97
- acylases
- lactonase
-
quorum-sensing
- penicillin
-
pectobacterium
- carotovorum
- pyocyanin
-
ahl-degrading
- ahl-acylase
- utahensis
-
actinoplanes
-
ahl-mediated
-
c12-hsl
-
3-oxo-c12-hsl
-
pyoverdine
- violacein
- atrosepticum
-
aculeacin
-
chromobacterium
-
ahl-dependent
- rhamnolipids
-
biofouling
- agriculture
- biotechnology
- drug development
- pharmacology
- medicine
The expected taxonomic range for this enzyme is: Bacteria, Archaea, Eukaryota
Synonyms
ahl acylase, quorum quenching enzyme, pa0305, papva, slpva, acyl-hsl acylase, pvdq acylase, pa2385, n-acylhomoserine lactone acylase, aptm01, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
acyl-homoserine lactone acylase
AHL acylase
AHL amidase
AHL-acylase
AiiC
AiiD
AiiO
AmiE
APTM01
FaGL1422
HacA
HacB
N-acyl-homoserine lactone acylase
N-acylhomoserine lactone acylase
N-acylhomoserine lactone-acylase
pfmA
PvdQ
PvdQ acylase
QuiP
quorum quenching enzyme
quorum-quenching N-acylhomoserine lactone acylase
SlPVA
additional information
N-acyl-homoserine lactone acylase
-
encoded by the aac gene, a probable aculeacin A aclyase is a N-acyl-homoserine lactone acylase with quorum-quenching activity
quorum-quenching N-acylhomoserine lactone acylase
-
additional information
the enzyme belongs to the alpha/beta hydrolase superfamily
additional information
the enzyme belongs to the alpha/beta hydrolase superfamily
-
additional information
-
the enzyme belongs to the N-terminal nucleophile hydrolase superfamily
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
an N-acyl-L-homoserine lactone + H2O = L-homoserine lactone + a carboxylate
-
-
-
-
an N-acyl-L-homoserine lactone + H2O = L-homoserine lactone + a carboxylate
AHL-acylase is a quorum quenching enzyme and degrades N-acylhomoserine lactones (AHLs) by removing the fatty acid side chain from the homoserine lactone ring of AHLs. This blocks AHL accumulation and pathogenic phenotypes in quorum sensing bacteria
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SYSTEMATIC NAME
IUBMB Comments
N-acyl-L-homoserine-lactone amidohydrolase
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. 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. This quorum-quenching enzyme removes the fatty-acid side chain from the homoserine lactone ring of AHL-dependent quorum-sensing signal molecules. It has broad specificity for AHLs with side changes ranging in length from 11 to 14 carbons. Substituents at the 3'-position, as found in N-(3-oxododecanoyl)-L-homoserine lactone, do not affect this activity.
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CAS REGISTRY NUMBER
COMMENTARY
857396-91-9
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
N-(3-oxohexanoyl)-DL-homoserine lactone + H2O
homoserine lactone + 3-oxohexanoate
0.5 microM, assay at 28°C, pH 7.0, 1 h
-
-
?
N-(3-oxohexanoyl)-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxohexanoate
-
-
-
-
?
N-(3-oxooctanoyl)-DL-homoserine lactone + H2O
homoserine lactone + 3-oxooctanoate
0.5 microM, assay at 28°C, pH 7.0, 1 h
-
-
?
N-(3-oxooctanoyl)-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxooctanoate
-
-
-
-
?
N-(3-oxotetradecanoyl)-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxotetradecanoate
-
-
-
-
?
N-3-oxo-tetradecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxotetradecanoate
N-3-oxododecanoyl-(S)-homoserine lactone + H2O
(S)-homoserine + 3-oxododecanoic acid
-
-
-
-
?
N-3-oxooctanoyl-DL-homoserine lactone + H2O
homoserine lactone + 3-oxooctanoate
0.5 microM, assay at 28°C, pH 7.0, 3 h
-
-
?
N-3-oxotetradecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxotetradecanoic acid
N-butanoyl-L-homoserine lactone + H2O
L-homoserine lactone + butanoic acid
-
-
-
-
?
N-butyryl homoserine lactone + H2O
homoserine lactone + butanoate
0.5 microM, assay at 28°C, pH 7.0, 1 h
-
-
?
N-decanoyl-DL-homoserine lactone + H2O
DL-homoserine lactone + decanoate
-
-
-
-
?
N-dodecanoyl-(S)-homoserine lactone + H2O
(S)-homoserine + dodecanoic acid
-
-
-
-
?
N-dodecanoyl-DL-homoserine lactone + H2O
DL-homoserine lactone + dodecanoate
-
-
-
-
?
N-heptanoyl-(S)-homoserine lactone + H2O
(S)-homoserine + heptanoic acid
-
-
-
-
?
N-heptanoyl-DL-homoserine lactone + H2O
DL-homoserine lactone + heptanoate
-
-
-
-
?
N-hexanoyl-DL-homoserine lactone + H2O
homoserine lactone + hexanoate
0.5 microM, assay at 28°C, pH 7.0, 1 h
-
-
?
N-octanoyl-(S)-homoserine lactone + H2O
(S)-homoserine + octanoic acid
-
-
-
-
?
N-octanoyl-DL-homoserine lactone + H2O
DL-homoserine lactone + octanoate
-
-
-
-
?
N-octanoyl-L-homoserine lactone + H2O
L-homoserine lactone + N-octanoic acid
-
-
-
-
?
N-tetradecanoyl-(S)-homoserine lactone + H2O
(S)-homoserine + tetradecanoic acid
-
-
-
-
?
N-tetradecanoyl-DL-homoserine lactone + H2O
DL-homoserine lactone + tetradecanoate
-
-
-
-
?
N-undecanoyl-(S)-homoserine lactone + H2O
(S)-homoserine + undecanoic acid
-
-
-
-
?
N-(3-oxodecanoyl)-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoate
-
-
-
?
N-(3-oxodecanoyl)-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoate
-
-
-
?
N-(3-oxodecanoyl)-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoate
-
-
-
-
?
N-(3-oxododecanoyl)-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoate
-
-
-
?
N-(3-oxododecanoyl)-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoate
-
-
-
?
N-(3-oxododecanoyl)-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoate
-
-
-
-
?
N-(3-oxohexanoyl)-L-homoserine lactone + H2O
homoserine lactone + 3-oxohexanoate
-
rapid degradation (more than 40% after 15 min)
-
-
?
N-(3-oxohexanoyl)-L-homoserine lactone + H2O
homoserine lactone + 3-oxohexanoate
-
rapid degradation (more than 40% after 15 min)
-
-
?
N-(3-oxooctanoyl)-L-homoserine lactone + H2O
homoserine lactone + 3-oxooctanoate
-
rapid degradation (more than 40% after 15 min, completely degraded after 120 min)
-
-
?
N-(3-oxooctanoyl)-L-homoserine lactone + H2O
homoserine lactone + 3-oxooctanoate
-
rapid degradation (more than 40% after 15 min, completely degraded after 120 min)
-
-
?
N-3-oxo-decanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoate
-
-
-
-
?
N-3-oxo-decanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoate
-
-
-
?
N-3-oxo-dodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoate
-
-
-
-
?
N-3-oxo-dodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoate
-
-
-
?
N-3-oxo-dodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoate
-
-
-
?
N-3-oxo-dodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoate
-
-
-
?
N-3-oxo-hexanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxohexanoate
-
-
-
-
?
N-3-oxo-hexanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxohexanoate
-
-
-
-
?
N-3-oxo-octanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxo-octanoate
-
-
-
-
?
N-3-oxo-octanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxo-octanoate
-
-
-
-
?
N-3-oxo-tetradecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxotetradecanoate
-
-
-
-
?
N-3-oxo-tetradecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxotetradecanoate
-
-
-
?
N-3-oxobutanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxobutanoic acid
-
-
-
-
?
N-3-oxobutanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxobutanoic acid
-
-
-
-
?
N-3-oxobutanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxobutanoic acid
-
-
-
?
N-3-oxodecanoyl-(S)-homoserine lactone + H2O
(S)-homoserine lactone + 3-oxodecanoic acid
-
-
-
-
?
N-3-oxodecanoyl-(S)-homoserine lactone + H2O
(S)-homoserine lactone + 3-oxodecanoic acid
-
hydrolysis of the amide bond
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoic acid
-
-
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoic acid
-
-
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoic acid
-
-
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoic acid
-
-
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoic acid
-
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoic acid
-
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoic acid
-
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoic acid
-
-
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoic acid
Pseudomonas syringae B728a
-
-
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoic acid
-
-
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoic acid
-
-
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoic acid
-
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoic acid
-
-
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoic acid
-
-
-
-
?
N-3-oxodecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxodecanoic acid
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
-
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
-
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
-
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
-
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
-
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
-
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
-
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
Pseudomonas syringae B728a
-
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
-
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
-
-
-
-
?
N-3-oxododecanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxododecanoic acid
-
-
-
?
N-3-oxoheptanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxoheptanoic acid
-
-
-
?
N-3-oxoheptanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxoheptanoic acid
-
-
-
?
N-3-oxohexanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxohexanoic acid
-
-
-
-
?
N-3-oxohexanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxohexanoic acid
-
-
-
-
?
N-3-oxohexanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxohexanoic acid
-
-
-
-
?
N-3-oxohexanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxohexanoic acid
-
-
-
-
?
N-3-oxohexanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxohexanoic acid
-
-
-
-
?
N-3-oxohexanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxohexanoic acid
Pseudomonas syringae B728a
-
-
-
-
?
N-3-oxohexanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxohexanoic acid
-
-
-
-
?
N-3-oxohexanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxohexanoic acid
-
-
-
-
?
N-3-oxohexanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxohexanoic acid
-
-
-
-
?
N-3-oxohexanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxohexanoic acid
Variovorax paradoxus VAI-C
-
-
-
-
?
N-3-oxohexanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxohexanoic acid
-
-
-
?
N-3-oxooctanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxooctanoic acid
-
-
-
-
?
N-3-oxooctanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxooctanoic acid
-
-
-
-
?
N-3-oxooctanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxooctanoic acid
-
-
-
-
?
N-3-oxooctanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxooctanoic acid
-
-
-
-
?
N-3-oxooctanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxooctanoic acid
-
-
-
-
?
N-3-oxooctanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxooctanoic acid
-
-
-
?
N-3-oxooctanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxooctanoic acid
-
-
-
?
N-3-oxooctanoyl-L-homoserine lactone + H2O
L-homoserine lactone + 3-oxooctanoic acid
-
-