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
ec00270  Cysteine and methionine metabolism
ec01100  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
K22954  acyl homoserine lactone synthase
K22955  acyl homoserine lactone synthase
K22956  acyl homoserine lactone synthase
K22957  acyl homoserine lactone synthase
K22968  acyl homoserine lactone synthase
Genes
EAU: DI57_07705
ERN: BFV67_10675
ECLS: LI67_014625
ENX: NI40_011245
KMI: VW41_14330
CRO: ROD_29521(croI)
CAMA: F384_15575
CAF: AL524_07355
CFAR: CI104_20670
CIR: C2U53_14295
HDE: HDEF_0873(expI)
PSTS: E05_37800
YPE: YPO0984(yspI) YPO2456(ypeI)
YPK: y1733(ypeI) y3374(ytbI)
YPH: YPC_0811(yspI) YPC_1671(ypeI)
YPM: YP_2275(ypeI) YP_3455(yspI)
YPG: YpAngola_A0183(ytbI) YpAngola_A1716(ypsI)
YPZ: YPZ3_0754(ytbI) YPZ3_2106
YPD: YPD4_0709(ytbI) YPD4_2147
YPX: YPD8_0709(ytbI) YPD8_2240
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)
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)
YEY: Y11_04891
YEW: CH47_1045(esaI)
YET: CH48_48(esaI)
YEE: YE5303_14421(yenI)
YAL: AT01_918(esaI)
YIN: CH53_2504(esaI) CH53_45(esaI)
YRO: CH64_970(esaI)
YRU: BD65_91(esaI)
SPE: Spro_0067
SRL: SOD_c00740(esaI)
SPLY: Q5A_002380(esaI)
SMAR: SM39_4838
ECA: ECA0105(expI)
PATR: EV46_00540
PATO: GZ59_01100
PCT: PC1_4148
PEC: W5S_4607
SGL: SG0284
SOD: Sant_3588(ypeI)
PES: SOPEG_0642(ypeI)
DDD: Dda3937_03219(expI)
DDQ: DDI_4421
ETA: ETA_09530(expI) ETA_20810(phzI)
EPY: EpC_22120(phzI)
EPR: EPYR_02385(expI)
EAM: EAMY_1412(expI)
EAY: EAM_1401
EBI: EbC_11190 EbC_15720(phzI)
ERJ: EJP617_25100(phzI)
PAM: PANA_1417 PANA_1955(eanI)
PLF: PANA5342_2226(eanI) PANA5342_2858(phzI)
PAJ: PAJ_0740 PAJ_1287(eanI)
PVA: Pvag_0811(phzI) Pvag_pPag30142(pagI)
ETR: ETAE_2594
ETD: ETAF_2335(edwI)
ETE: ETEE_0692
LRI: NCTC12151_01600(lasI)
SACZ: AOT14_07820(lasI)
VPA: VP1967
VPB: VPBB_1806
VAG: N646_1048
VSP: VS_II0261
VSC: VSVS12_02830(bjaI)
VFI: VF_1037(ainS) VF_A0924(luxI)
VSA: VSAL_I1158(ainS) VSAL_II0957(luxI)
AWD: AWOD_I_1040(ainS)
PPR: PBPRB0207(AINS)
PAE: PA1432(lasI) PA3476(rhlI)
PAEV: N297_1473(lasI) N297_3599
PAEI: N296_1473(lasI) N296_3599
PAU: PA14_19130(rhlI) PA14_45940(lasI)
PAP: PSPA7_1650(rhlL) PSPA7_3897(lasI)
PAG: PLES_15361(rhlI) PLES_39821(lasI)
PAF: PAM18_1489(rhlI) PAM18_3699(lasI)
PNC: NCGM2_2314(lasI) NCGM2_4616(rhlI)
PAEB: NCGM1900_2792(rhlI) NCGM1900_5154(lasI)
PAEP: PA1S_07935
PAEU: BN889_01520(lasI) BN889_03861(rhlL)
PAEC: M802_1470(lasI) M802_3598
PAEO: M801_1472(lasI) M801_3464
PST: PSPTO_3864(psyI)
PSB: Psyr_1621
PFC: PflA506_2538(rhlI)
PFB: VO64_0332
PSES: PSCI_0294(ppuI)
ACB: A1S_0109
ABY: ABAYE3761
ABN: AB57_0151
ABB: ABBFA_003409(cepI)
ABX: ABK1_0142
ABH: M3Q_342
ABAD: ABD1_01150
ABAZ: P795_16605
ABAU: IX87_15130
ABAA: IX88_02850
ACC: BDGL_003036(solI)
ACD: AOLE_18785(aqsI)
SPSW: Sps_00211
PAT: Patl_0361
SDE: Sde_3498
HAM: HALO1621
CVI: CV_4091(cviI)
RSO: RSc3286(solI) RSp0779
RSC: RCFBP_10191(solI)
RSL: RPSI07_0160(solI) RPSI07_mp0704(solI)
RSN: RSPO_c00170(solI)
RSM: CMR15_10180(solI) CMR15_mp10744(solI)
RSE: F504_3331 F504_4445(rhiL)
CNC: CNE_BB1p13480(solI)
BMV: BMASAVP1_0331(bpsI)
BML: BMA10229_0609(bpsI) BMA10229_2020(bpmI)
BMN: BMA10247_A0700(bpmI) BMA10247_A0960(bpsI)
BMAE: DM78_3306
BCN: Bcen_3641
BCJ: BCAM0239a(cciI) BCAM1870(cepI)
BCEN: DM39_5942
BCEW: DM40_4697
BCEO: I35_5747(cepI)
BMU: Bmul_3969
BMJ: BMULJ_04533(bmuI)
BMK: DM80_4757(lasI) DM80_5277
BMUL: NP80_4635
BCT: GEM_3749
BCED: DM42_6081
BDL: AK34_3747(lasI) AK34_3771
BCON: NL30_02710
BUB: BW23_5525
BLAT: WK25_25925
BTEI: WS51_07030
BSEM: WJ12_29475
BPSL: WS57_04665
BMEC: WJ16_28080
BGP: BGL_1c07910(bpsI) BGL_2c03980(lasI) BGL_2c09850(rhL)
BGU: KS03_4490
BGO: BM43_89
BXB: DR64_5938(lasI) DR64_8028
BPH: Bphy_4437
BFN: OI25_6299(lasI)
PPNO: DA70_23485
PPNM: LV28_07225
PSPU: NA29_10350
HYF: DTO96_102463(anoI)
ODI: ODI_R1512
VPD: VAPA_2c00050(solI)
HRB: Hrubri_2246(pmrI)
CFU: CFU_1956(pmlI)
CARE: LT85_2669(solI)
THI: THI_1725(solI)
GCA: Galf_1450
GUR: Gura_3111
GEO: Geob_2417
DMA: DMR_38490
DSF: UWK_01065
SME: SMc00168
SMX: SM11_chr1560(sinI) SM11_pC1008(traI)
SMEL: SM2011_c00168(sinI)
SFH: SFHH103_01572(sinI)
SFD: USDA257_c41150(traI)
EAD: OV14_3020 OV14_c0101(traI)
ATU: Atu6042(traI)
ARA: Arad_14182(traI) Arad_8456(traIa)
ATF: Ach5_52110(traI)
AVI: Avi_1889(avsI) Avi_8335(traI) Avi_9270(traI)
RET: RHE_CH02916(cinI) RHE_PA00179(traIa) RHE_PF00440(raiI)
REL: REMIM1_CH02968(raiI-1) REMIM1_PC00262(traI) REMIM1_PF00437(raiI-2)
REI: IE4771_CH03188(raiI-1) IE4771_PA00226(traI-1) IE4771_PB00397(traI-2) IE4771_PD00500(raiI-2)
RLE: RL3378(raiI) pRL70091(traIp7)
RGA: RGR602_CH03096(traI-1) RGR602_PA00197(traI-2) RGR602_PB00514(traI-3)
RHN: AMJ98_CH03088(raiI-1) AMJ98_PE00518(raiI-2)
RPHA: AMC79_CH03088(raiI-1) AMC79_PD00656(raiI-2)
RHX: AMK02_CH03019(raiI)
RHK: Kim5_CH03137(raiI-1) Kim5_PC00448(raiI-2)
NGL: RG1141_PB01730(traI)
BBT: BBta_5196 BBta_p0259(traI)
RPC: RPC_2029
NHA: Nham_4570
OCG: OCA5_pHCG301280(traI)
OCO: OCA4_pHCG3B01270(traI)
MNO: Mnod_0941
BID: Bind_0919
MSL: Msil_0098
RBM: TEF_15775
RSP: RSP_0123(cerI)
RDE: RD1_1639(tral)
DSH: Dshi_2851
PGA: PGA1_c03890(raiI)
PGL: PGA2_c03440(raiI)
PHP: PhaeoP97_02967(raiI)
PPIC: PhaeoP14_00306(raiI)
CID: P73_3850
MALG: MALG_02721
RSU: NHU_00742
RHC: RGUI_0606
RMM: ROSMUCSMR3_00613(lasI)
AHT: ANTHELSMS3_02147(bjaI)
SMAZ: LH19_14430
GDI: GDI2836
ASZ: ASN_861(raiI)
RRU: Rru_A3396
RRF: F11_17405
AFR: AFE_1999
NJA: NSJP_1610(aubI)
 » 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 93:9505-9 (1996)
DOI:10.1073/pnas.93.18.9505
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 57:1945-9 (2001)
Reference
3  [PMID:12736370]
  Authors
Chakrabarti S, Sowdhamini R.
  Title
Functional sites and evolutionary connections of acylhomoserine lactone synthases.
  Journal
Protein Eng 16:271-8 (2003)
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 181:5766-70 (1999)
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 96:4360-5 (1999)
DOI:10.1073/pnas.96.8.4360
  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 70:6173-80 (2004)
DOI:10.1128/AEM.70.10.6173-6180.2004
Reference
7  [PMID:15306017]
  Authors
Gould TA, Schweizer HP, Churchill ME.
  Title
Structure of the Pseudomonas aeruginosa acyl-homoserinelactone synthase LasI.
  Journal
Mol Microbiol 53:1135-46 (2004)
DOI:10.1111/j.1365-2958.2004.04211.x
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 44:2974-81 (2005)
DOI:10.1021/bi048005m
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 188:773-83 (2006)
DOI:10.1128/JB.188.2.773-783.2006
Other DBs
ExplorEnz - The Enzyme Database: 2.3.1.184
IUBMB Enzyme Nomenclature: 2.3.1.184
ExPASy - ENZYME nomenclature database: 2.3.1.184
BRENDA, the Enzyme Database: 2.3.1.184
CAS: 176023-66-8

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