KEGG   ENZYME: 2.3.1.184Help
Entry
EC 2.3.1.184                Enzyme                                 

Name
acyl-homoserine-lactone synthase;
acyl-homoserine lactone synthase;
acyl homoserine lactone synthase;
acyl-homoserinelactone synthase;
acylhomoserine lactone synthase;
AHL synthase;
AHS;
AHSL synthase;
AhyI;
AinS;
AinS protein;
autoinducer synthase;
autoinducer synthesis protein rhlI;
EsaI;
ExpISCC1;
ExpISCC3065;
LasI;
LasR;
LuxI;
LuxI protein;
LuxM;
N-acyl homoserine lactone synthase;
RhlI;
YspI ;
acyl-[acyl carrier protein]:S-adenosyl-L-methionine acyltranserase (lactone-forming, methylthioadenosine-releasing)
Class
Transferases;
Acyltransferases;
Transferring groups other than aminoacyl groups
BRITE hierarchy
Sysname
acyl-[acyl-carrier protein]:S-adenosyl-L-methionine acyltranserase (lactone-forming, methylthioadenosine-releasing)
Reaction(IUBMB)
an acyl-[acyl-carrier protein] + S-adenosyl-L-methionine = an [acyl-carrier protein] + S-methyl-5'-thioadenosine + an N-acyl-L-homoserine lactone [RN:R08940]
Reaction(KEGG)
Substrate
acyl-[acyl-carrier protein] [CPD:C00173];
S-adenosyl-L-methionine [CPD:C00019]
Product
[acyl-carrier protein] [CPD:C00229];
S-methyl-5'-thioadenosine [CPD:C00170];
N-acyl-L-homoserine lactone [CPD:C18049]
Comment
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]. N-(3-Oxohexanoyl)-[acyl-carrier protein] and hexanoyl-[acyl-carrier protein] are the best substrates [1]. The fatty-acyl substrate is derived from fatty-acid biosynthesis through acyl-[acyl-carrier protein] rather than from fatty-acid degradation through acyl-CoA [1]. S-Adenosyl-L-methionine cannot be replaced by methionine, S-adenosylhomocysteine, homoserine or homoserine lactone [1].
History
EC 2.3.1.184 created 2007
Pathway
Cysteine and methionine metabolism
Metabolic pathways
Orthology
K13060  
acyl homoserine lactone synthase
K13061  
acyl homoserine lactone synthase
K13062  
acyl homoserine lactone synthase
K20248  
acyl homoserine lactone synthase
K20249  
acyl homoserine lactone synthase
K20250  
acyl homoserine lactone synthase
Genes
YPE: 
YPO0984(yspI) YPO2456(ypeI)
YPK: 
y1733(ypeI) y3374(ytbI)
YPA: 
YPN: 
YPM: 
YP_2275(ypeI) YP_3455(yspI)
YPP: 
YPG: 
YPZ: 
YPT: 
YPD: 
YPX: 
YPH: 
YPC_0811(yspI) YPC_1671(ypeI)
YPW: 
CH59_4288(esaI) CH59_878(esaI)
YPJ: 
CH55_152(esaI) CH55_3555(esaI)
YPV: 
BZ15_1072(esaI) BZ15_2588(esaI)
YPL: 
CH46_2652(esaI) CH46_4160(esaI)
YPS: 
YPTB2499(ypsI) YPTB3258(yspI)
YPO: 
BZ17_3351(esaI) BZ17_4138(esaI)
YPI: 
YPY: 
YPB: 
YPQ: 
DJ40_3178(esaI) DJ40_4043(esaI)
YPU: 
BZ21_1795(esaI) BZ21_2539(esaI)
YPR: 
BZ20_2855(esaI) BZ20_3710(esaI)
YPC: 
BZ23_2080(esaI) BZ23_2820(esaI)
YPF: 
BZ19_1861(esaI) BZ19_2665(esaI)
YEN: 
YE1600(yenI)
YEP: 
YEY: 
YEL: 
LC20_03387(yenI) LC20_06247(esaI) LC20_06258(esaI)
YEW: 
CH47_1045(esaI)
YET: 
CH48_48(esaI)
YEF: 
YEE: 
YSI: 
YAL: 
AT01_918(esaI)
YIN: 
CH53_2504(esaI) CH53_45(esaI)
YRO: 
CH64_970(esaI)
YRU: 
BD65_91(esaI)
YRB: 
YAK: 
ECA: 
ECA0105(expI)
PATR: 
PATO: 
PCT: 
PCC: 
PCV: 
PWA: 
PEC: 
ETA: 
ETA_09530(expI) ETA_20810(phzI)
EPY: 
EpC_22120(phzI)
EPR: 
EAM: 
EAMY_1412(expI)
EAY: 
EBI: 
ERJ: 
EGE: 
SGL: 
SOD: 
Sant_3588(ypeI)
PES: 
ESC: 
EAU: 
ENX: 
KMI: 
KLE: 
CRO: 
ROD_29521(croI)
CAMA: 
SPE: 
SRL: 
SRY: 
SMAR: 
SERR: 
SERS: 
SFW: 
SFO: 
EIC: 
ETR: 
ETD: 
ETAF_2335(edwI)
ETE: 
ETC: 
EDW: 
EDL: 
HDE: 
HDEF_0873(expI)
DDD: 
DZE: 
DDC: 
DZC: 
PAM: 
PLF: 
PAJ: 
PAQ: 
PVA: 
PAO: 
KLN: 
PANT: 
PANP: 
PAGG: 
RAQ: 
CNT: 
CEM: 
CEN: 
CED: 
HAV: 
OPO: 
PSTS: 
VPA: 
VPB: 
VPK: 
VPF: 
VPH: 
VHA: 
VCA: 
VAG: 
VSP: 
VEX: 
VFU: 
VAN: 
LAG: 
VAU: 
VCT: 
VTU: 
VFI: 
VF_1037(ainS) VF_A0924(luxI)
VFM: 
VSA: 
AWD: 
PPR: 
PBPRB0207(AINS)
PAE: 
PA1432(lasI) PA3476(rhlI)
PAEV: 
PAEI: 
PAU: 
PAP: 
PAG: 
PAF: 
PNC: 
PAEB: 
PDK: 
PSG: 
PRP: 
PAEP: 
PAER: 
PAEM: 
PAEL: 
PAES: 
PAEU: 
PAEG: 
PAEC: 
PAEO: 
PST: 
PSB: 
PSP: 
PFC: 
PFN: 
PFB: 
PBC: 
PCH: 
PCZ: 
PCP: 
PSW: 
PSES: 
PSCI_0294(ppuI)
PSEM: 
PAT: 
SDE: 
HAK: 
HAM: 
GSN: 
AHA: 
AHY: 
AHD: 
AHR: 
AHP: 
AHJ: 
AHH: 
AHI: 
ASA: 
ASA_3762(asaI)
AVR: 
AMED: 
ASR: 
SDF: 
CVI: 
CV_4091(cviI)
RSO: 
RSc3286(solI)
RSC: 
RSL: 
RSN: 
RSM: 
RSE: 
BMA: 
BMV: 
BML: 
BMN: 
BMAL: 
BMAE: 
BMAQ: 
BMAI: 
BMAF: 
BMAZ: 
BMAB: 
BPS: 
BPM: 
BPL: 
BPD: 
BPSE: 
BPSM: 
BPSU: 
BPSD: 
BPZ: 
BPQ: 
BPK: 
BPSH: 
BPSA: 
BPSO: 
BUT: 
BTE: 
BTQ: 
BTJ: 
BTZ: 
BTD: 
BTV: 
BTHE: 
BTHM: 
BTHA: 
BTHL: 
BOK: 
BOC: 
BVI: 
BVE: 
BUR: 
BCN: 
BCH: 
BCM: 
BCJ: 
BCAM0239a(cciI) BCAM1870(cepI)
BCEN: 
BCEW: 
BCEO: 
I35_5747(cepI)
BAM: 
BAC: 
BMU: 
BMK: 
BMUL: 
BCT: 
BCED: 
BDL: 
BPYR: 
BCON: 
BGL: 
BGP: 
BGU: 
BUG: 
BGE: 
BGF: 
BGD: 
BGO: 
BUK: 
BUL: 
BUB: 
BUQ: 
BPLA: 
BUD: 
BXE: 
BXB: 
BPH: 
BPX: 
BPY: 
BFN: 
OI25_6299(lasI)
BCAI: 
PPNO: 
PRB: 
PVE: 
POX: 
PFG: 
PNR: 
PBH: 
NMU: 
GCA: 
GUR: 
GEO: 
DES: 
DMA: 
DSF: 
MLO: 
MCI: 
MOP: 
MAM: 
SME: 
SMK: 
SMQ: 
SMX: 
SMI: 
SMEG: 
SMEL: 
SMER: 
SMD: 
RHI: 
SFH: 
SFD: 
EAD: 
ATU: 
Atu6042(traI)
ARA: 
ATF: 
ATA: 
AVI: 
Avi_1889(avsI) Avi_8335(traI) Avi_9270(traI)
RET: 
REC: 
REL: 
REI: 
REP: 
RLE: 
RL3378(raiI) pRL70091(traIp7)
RLT: 
RLG: 
RLB: 
RLU: 
RTR: 
RHL: 
RGA: 
NGL: 
SHZ: 
BJU: 
BJP: 
BBT: 
RPC: 
RPX: 
NHA: 
OCG: 
OCO: 
MNO: 
BID: 
MSL: 
HDT: 
MSC: 
SIL: 
RSP: 
RSP_0123(cerI)
RSH: 
RSQ: 
RSK: 
RDE: 
RD1_1639(tral)
RLI: 
PAMI: 
DSH: 
PGA: 
PGL: 
PGD: 
OAT: 
OTM: 
LMD: 
CID: 
CMAR: 
MALG: 
RSU: 
PPHR: 
SPHP: 
SCH: 
SYB: 
ASZ: 
ASN_861(raiI)
MGY: 
MAGQ: 
MAI: 
PGV: 
NMV: 
NIO: 
 » show all
Taxonomy
Reference
1  [PMID:8790360]
  Authors
Schaefer AL, Val DL, Hanzelka BL, Cronan JE Jr, Greenberg EP.
  Title
Generation of cell-to-cell signals in quorum sensing: acyl homoserine lactone synthase activity of a purified Vibrio fischeri LuxI protein.
  Journal
Proc. Natl. Acad. Sci. U. S. A. 93 (1996) 9505-9.
Reference
2  [PMID:11717525]
  Authors
Watson WT, Murphy FV 4th, Gould TA, Jambeck P, Val DL, Cronan JE Jr, Beck von Bodman S, Churchill ME.
  Title
Crystallization and rhenium MAD phasing of the acyl-homoserinelactone synthase EsaI.
  Journal
Acta. Crystallogr. D. Biol. Crystallogr. 57 (2001) 1945-9.
Reference
3  [PMID:12736370]
  Authors
Chakrabarti S, Sowdhamini R.
  Title
Functional sites and evolutionary connections of acylhomoserine lactone synthases.
  Journal
Protein. Eng. 16 (2003) 271-8.
Reference
4  [PMID:10482519]
  Authors
Hanzelka BL, Parsek MR, Val DL, Dunlap PV, Cronan JE Jr, Greenberg EP.
  Title
Acylhomoserine lactone synthase activity of the Vibrio fischeri AinS protein.
  Journal
J. Bacteriol. 181 (1999) 5766-70.
Reference
5  [PMID:10200267]
  Authors
Parsek MR, Val DL, Hanzelka BL, Cronan JE Jr, Greenberg EP.
  Title
Acyl homoserine-lactone quorum-sensing signal generation.
  Journal
Proc. Natl. Acad. Sci. U. S. A. 96 (1999) 4360-5.
  Sequence
[pae:PA3476]
Reference
6  [PMID:15466564]
  Authors
Ulrich RL.
  Title
Quorum quenching: enzymatic disruption of N-acylhomoserine lactone-mediated bacterial communication in Burkholderia thailandensis.
  Journal
Appl. Environ. Microbiol. 70 (2004) 6173-80.
Reference
7  [PMID:15306017]
  Authors
Gould TA, Schweizer HP, Churchill ME.
  Title
Structure of the Pseudomonas aeruginosa acyl-homoserinelactone synthase LasI.
  Journal
Mol. Microbiol. 53 (2004) 1135-46.
Reference
8  [PMID:15723540]
  Authors
Raychaudhuri A, Jerga A, Tipton PA.
  Title
Chemical mechanism and substrate specificity of RhlI, an acylhomoserine lactone synthase from Pseudomonas aeruginosa.
  Journal
Biochemistry. 44 (2005) 2974-81.
Reference
9  [PMID:16385066]
  Authors
Gould TA, Herman J, Krank J, Murphy RC, Churchill ME.
  Title
Specificity of acyl-homoserine lactone synthases examined by mass spectrometry.
  Journal
J. Bacteriol. 188 (2006) 773-83.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 
CAS: 
176023-66-8

DBGET integrated database retrieval system