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2.3.1.184: acyl-homoserine-lactone synthase

This is an abbreviated version!
For detailed information about acyl-homoserine-lactone synthase, go to the full flat file.

Word Map on EC 2.3.1.184

Reaction

an acyl-[acyl-carrier protein]
+
S-adenosyl-L-methionine
=
an [acyl-carrier protein]
 +
S-methyl-5'-thioadenosine
 +
an N-acyl-L-homoserine lactone

Synonyms

3-oxo-C12-HSL synthase, AbaI, ACII, acyl homoserine lactone synthase, acyl-homoserine lactone synthase, acyl-homoserine-lactone synthase, acyl-homoserinelactone synthase, acyl-HSL synthase, acylhomoserine lactone synthase, AHL synthase, AHS, AHSL synthase, AhyI, AinS, AinS protein, AurI, autoinducer synthase, autoinducer synthesis protein rhlI, C4-HSL synthase, C6-AHL synthase, CsaI, EsaI, ExpI, expIEcz, ExpISCC1, ExpISCC3065, hdtS, HHL synthase, LasI, LasI synthase, LasI/R, LasR, LuxI, LuxI protein, LuxM, More, MrlI1, MrlI2, MrtI, mtqI, N-acyl homoserine lactone synthase, N-acyl-homoserine lactone synthase, N-hexanoyl homoserine lactone synthase, NmuI, Nmul_A2390, PgaI, PhzI, PppuI, PsyI, RhlI, RhlI/R, signal synthase CviI, SmaI, SpnI, TofI, TraI, YenI, YpeRI, YspI, YspRI

ECTree

     2 Transferases
         2.3 Acyltransferases
             2.3.1 Transferring groups other than aminoacyl groups
                2.3.1.184 acyl-homoserine-lactone synthase

Inhibitors

Inhibitors on EC 2.3.1.184 - acyl-homoserine-lactone synthase

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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
2-(4-cyclopentyl-1H-1,2,3-triazol-1-yl)-N-[(3S)-2-oxotetrahydrofuran-3-yl]acetamide
2-(4-hexyl-1H-1,2,3-triazol-1-yl)-N-[(3S)-2-oxotetrahydrofuran-3-yl]acetamide
3-[4-(3-formylphenyl)-1H-1,2,3-triazol-1-yl]-N-[(3S)-2-oxotetrahydrofuran-3-yl]propanamide
5'-methylthioadenosine
9-hydroxy-2-propyl-4H-pyrido[1,2-a]pyrimidin-4-one
-
-
AhyR
-
the AhyR regulates AhyI positively and negatively in a growth phase-dependent manner
-
butyryl-S-adenosyl-L-methionine
-
24% inhibition at 0.05 mM, 65% inhibition at 0.5 mM
E9C-3oxoC6
-
competitively inhibits N-octanoyl -L-homoserine lactone binding to TofR, binding structure, overview
J8-C8
-
binds to TofI, occupying the binding site for the acyl chain of the TofI cognate substrate, acylated acyl-carrier protein, and reaction byproduct, 5'-methylthioadenosine, independently binds to the binding site for a second substrate, S-adenosyl-L-methionine, TofI(3MDELTA)/J8-C8/MTA ternary complex, binding structure, overview. In the ternary complex, J8-C8 is bound to the pocket observed in the apo-TofI(3M?) structure. The octanoyl chain is almost in an elongated conformation
N-(3-oxocyclohex-1-en-1-yl)octanamide
-
-
S-Adenosyl-D-homocysteine
S-adenosyl-L-cysteine
-
77% inhibition at 0.05 mM, 97% inhibition at 0.5 mM
S-adenosyl-L-homocysteine
sinefungin
-
58% inhibition at 0.1 mM
Tannic acid
efficiently inhibits N-acylhomoserine lactone production by isoform RhlI, specifically target short-chain N-acylhomoserine lactone synthase RhlI
trans-cinnamaldehyde
efficiently inhibits N-acylhomoserine lactone production by isoform RhlI, specifically target short-chain N-acylhomoserine lactone synthase RhlI. trans-Cinnamaldehyde reduces the quorum-sensing-regulated pyocyanin production up to 42%; molecular docking ananlysis, mainly interacts with substrate binding sites. trans-Cinnamaldehyde is locked deeply into the binding site and forms hydrophobic and Pi-Pi interactions with surrounding residues Phe27, Trp33 and Phe105 and one hydrogen bond with Arg30
[Acyl-carrier-protein]
additional information
-
no inhibition by N-butyryl-L-homoserine-1,4-lactone, CoA, NADH, L-methionine, L-homocysteine, L-homoserine-1,4-lactone, pantothenate, L-homoserine, butyric acid, cerulenin, ATP, ADP, 4-hydroxybutyrate, butyryl-CoA, and apo-ACP
-