KEGG   ENZYME: 3.1.1.83
Entry
EC 3.1.1.83                 Enzyme                                 

Name
monoterpene epsilon-lactone hydrolase;
MLH
Class
Hydrolases;
Acting on ester bonds;
Carboxylic-ester hydrolases
Sysname
isoprop(en)ylmethyloxepan-2-one lactonohydrolase
Reaction(IUBMB)
(1) isoprop(en)ylmethyloxepan-2-one + H2O = 6-hydroxyisoprop(en)ylmethylhexanoate (general reaction);
(2) 4-isopropenyl-7-methyloxepan-2-one + H2O = 6-hydroxy-3-isopropenylheptanoate [RN:R06390 R06392];
(3) 7-isopropyl-4-methyloxepan-2-one + H2O = 6-hydroxy-3,7-dimethyloctanoate [RN:R08979]
Reaction(KEGG)
Substrate
isoprop(en)ylmethyloxepan-2-one;
H2O [CPD:C00001];
4-isopropenyl-7-methyloxepan-2-one [CPD:C11414];
7-isopropyl-4-methyloxepan-2-one [CPD:C18066]
Product
6-hydroxyisoprop(en)ylmethylhexanoate;
6-hydroxy-3-isopropenylheptanoate [CPD:C11417];
6-hydroxy-3,7-dimethyloctanoate [CPD:C18067]
Comment
The enzyme catalyses the ring opening of epsilon-lactones which are formed during degradation of dihydrocarveol by the Gram-positive bacterium Rhodococcus erythropolis DCL14. The enzyme also acts on ethyl caproate, indicating that it is an esterase with a preference for lactones (internal cyclic esters). The enzyme is not stereoselective.
History
EC 3.1.1.83 created 2008
Pathway
ec00903  Limonene and pinene degradation
ec00930  Caprolactam degradation
ec01110  Biosynthesis of secondary metabolites
Orthology
K14731  epsilon-lactone hydrolase
Genes
QSU: 112008051
PFY: PFICI_02360
BZE: COCCADRAFT_39010
PFJ: MYCFIDRAFT_210278
BCOM: BAUCODRAFT_239045
GTT: GUITHDRAFT_118216
NGR: NAEGRDRAFT_61429
ESA: ESA_02202
CSK: ES15_2347
CSJ: CSK29544_03486
CAMA: F384_09330
PSHI: SAMEA2665130_1587(mlhB)
SRL: SOD_c22360(bah)
SPLY: Q5A_012510(mlhB)
SOF: NCTC11214_04780(mlhB)
DDQ: DDI_1172
SOD: Sant_2259
EBI: EbC_28410
XCA: xcc-b100_0088(aes)
VSP: VS_II0230
VTA: B0493
PPR: PBPRA1878(BP2097)
PAE: PA2098
PAEV: N297_2163(estE5)
PAEI: N296_2163(estE5)
PAEP: PA1S_15190
PAEM: U769_14790
PAEL: T223_16470
PAEC: M802_2160
PAEO: M801_2162
PMY: Pmen_1891
PMK: MDS_3007
PPSE: BN5_2548
PCQ: PcP3B5_22650(lipR)
PKC: PKB_1903
PANR: A7J50_3127
PALL: UYA_14495
MBS: MRBBS_1574(bah) MRBBS_2608(est)
MARJ: MARI_19160 MARI_20890(lipR_2)
ACC: BDGL_000404(bah)
MCUN: NCTC10297_01418(mlhB)
SON: SO_0616
SAZ: Sama_3012
SBL: Sbal_0570
SSE: Ssed_1377
SHL: Shal_2863
SKH: STH12_02924(mlhB)
AMAL: I607_17435
AMAE: I876_17815
AMAO: I634_03710
AMAD: I636_17685
AMAI: I635_18475
AMAG: I533_17380
AMAC: MASE_17505
AAUS: EP12_17950
GNI: GNIT_3308
FBL: Fbal_0749
FPZ: LA55_825
FPJ: LA02_1643
FNA: OOM_1385
TOL: TOL_3423
RSO: RSc0439
RSE: F504_463
RPI: Rpic_0315
BMA: BMA0171
BMAL: DM55_1576
BMAE: DM78_417
BMAQ: DM76_1555
BMAI: DM57_2208
BMAF: DM51_3147
BMAZ: BM44_905
BMAB: BM45_498
BPS: BPSL0623
BPSE: BDL_1380
BPSM: BBQ_2803
BPSU: BBN_2926
BPSD: BBX_3327
BPK: BBK_861
BPSH: DR55_469
BPSA: BBU_1527
BPSO: X996_76
BUT: X994_2091
BTQ: BTQ_562
BTZ: BTL_3159
BTD: BTI_3164
BTHA: DR62_1740
BTHL: BG87_2
BOK: DM82_52
BOC: BG90_969
BCN: Bcen_2135
BCEN: DM39_2836
BCEW: DM40_362
BAM: Bamb_2797
BMU: Bmul_0552
BMK: DM80_2170(estE5)
BCT: GEM_0695
BDL: AK34_343
BLAT: WK25_13310
BTEI: WS51_24105
BPSL: WS57_32480
BMEC: WJ16_14085
BSTG: WT74_14545
BGU: KS03_550
BGO: BM43_949
BPH: Bphy_0360
BFN: OI25_1075
PSPU: NA29_16340
CABA: SBC2_03610(aes_1) SBC2_64000(mlhB) SBC2_69740(aes_5) SBC2_76110(aes_6)
BPC: BPTD_0142
BPET: B1917_0149
BPEU: Q425_2600
BPA: BPP4011
AFQ: AFA_12560
RFR: Rfer_2416
POL: Bpro_5566
HYB: Q5W_20125
MMS: mma_2812
OFO: BRW83_0610(lipR)
DSU: Dsui_1821
AOA: dqs_2491
GEB: GM18_3868
PPD: Ppro_3541
DAS: Daes_1132
DWD: DSCW_01020(bah_1) DSCW_12170 DSCW_36520(bah_2)
CCX: COCOR_04675(bah)
SCL: sce9229
PACA: ID47_12025
MES: Meso_2945
RLE: RL1817
RLG: Rleg_1475
KAI: K32_23640
AOL: S58_03070
BRAD: BF49_4573
VGO: GJW-30_1_03242(lipR) GJW-30_1_03245(mlhB)
XAU: Xaut_4571
SNO: Snov_0624
META: Y590_20855
MTUN: MTUNDRAET4_1429(bah)
LABT: FIU93_30965(mlhB)
CSE: Cseg_0473
PZU: PHZ_c1044
TSV: DSM104635_00460(mlhB_1) DSM104635_00541(mlhB_2) DSM104635_01775(aes_3)
RUT: FIU92_22375(mlhB)
JAN: Jann_2666
DSH: Dshi_2588
OTM: OSB_05210(mlhB)
LAQU: R2C4_02585
CID: P73_3829
MALG: MALG_03045
RMM: ROSMUCSMR3_01282(mlhB)
RID: RIdsm_04322(lipR) RIdsm_04590(mlhB)
ROH: FIU89_18460(mlhB)
AHT: ANTHELSMS3_01617(mlhB)
MARU: FIU81_08240(lipF1) FIU81_15075(lipF2)
RCP: RCAP_rcc00461(est)
LVS: LOKVESSMR4R_03943(mlhB)
PAMO: BAR1_14975
GAK: X907_0626
NAR: Saro_3615
SPHP: LH20_19455
SPKC: KC8_10330
SECH: B18_22395
SSY: SLG_35930
SPHR: BSY17_3784
SPHT: K426_25054
SFLA: SPHFLASMR4Y_03196(mlhB)
AAY: WYH_00342(aes)
ELI: ELI_09720
ERF: FIU90_15335(lipF)
SCAP: AYP1020_2095(lipR_3)
PRI: PRIO_3266
AAC: Aaci_1055
AAD: TC41_1091
SPYA: A20_1103c
SPF: SpyM50796
SEZ: Sez_0446
SEQ: SZO_15360
SEQU: Q426_07040
SANS: DK43_02045
LRH: LGG_00065(aes)
LRL: LC705_00057(aes)
LRA: LRHK_62
LBH: Lbuc_0514
LBR: LVIS_0232
WCE: WS08_0654
WCT: WS74_0656
CLS: CXIVA_00050(Aes)
OVA: OBV_06920
BPB: bpr_IV024
BFI: CIY_00430
BHU: bhn_I0251
RIX: RO1_04110
RIM: ROI_00870
CCT: CC1_05780
BPRO: PMF13cell1_05279(mlhB)
CSO: CLS_33060
EHL: EHLA_3068
ERT: EUR_27150
ERA: ERE_06890
DSY: DSY1047
DHD: Dhaf_2129
BPRS: CK3_29550
FMA: FMG_1381
STED: SPTER_15950(aes)
MTV: RVBD_3084
MRA: MRA_3116(lipR)
MTUR: CFBS_3252(lipR)
MTO: MTCTRI2_3148(lipR)
MTD: UDA_3084(lipR)
MTN: ERDMAN_3375(lipR)
MTUE: J114_16500
MTUH: I917_21660
MTUL: TBHG_03014
MTUT: HKBT1_3239(lipR)
MTUU: HKBT2_3244(lipR)
MTQ: HKBS1_3250(lipR)
MBO: BQ2027_MB3111(lipR)
MBT: JTY_3104(lipR)
MBM: BCGMEX_3106(lipR)
MBX: BCGT_2934
MAF: MAF_30910(lipR)
MMIC: RN08_3396
MCE: MCAN_31101(lipR)
MCQ: BN44_60600(lipR)
MCV: BN43_60076(lipR)
MCX: BN42_41101(lipR)
MCZ: BN45_60072(lipR)
MPA: MAP_2197(lipK)
MAO: MAP4_1625
MAVI: RC58_08115
MAVU: RE97_08115
MIT: OCO_18580
MIA: OCU_18760
MUL: MUL_2832(lipU_1) MUL_3067
MJL: Mjls_3202
MMI: MMAR_3137
MLI: MULP_00675(lipU_1) MULP_02435
MSAK: MSAS_01440
MCOO: MCOO_01360
MBAI: MB901379_02486(lipR_2)
MSG: MSMEI_2935(lipR)
MGI: Mflv_4606
MDU: MDUV_32500(mbtJ)
MAUU: NCTC10437_01240(mlhB_1)
MMAG: MMAD_12720(mbtJ)
MPSC: MPSYJ_52210(mbtJ)
MARZ: MARA_26510(mbtJ)
MGAD: MGAD_26470(mbtJ)
MPOF: MPOR_17670(mbtJ)
MBOK: MBOE_24380
MAB: MAB_2076
MCHE: BB28_23770
MSTE: MSTE_00831 MSTE_01521(bah_1) MSTE_03925(bah_2)
MSAL: DSM43276_00393(lipF_1) DSM43276_00710(lipF_2)
MJD: JDM601_0907(lipU) JDM601_1606(mbtJ)
MTER: 4434518_00874(lipU_1) 4434518_03700(lipR) 4434518_03885(mlhB)
MHIB: MHIB_04060
CUR: cu1816
CVA: CVAR_0330
CTER: A606_01340
CPRE: Csp1_23990(mlhB)
NFR: ERS450000_00738(mlhB_1) ERS450000_05227(mlhB_4)
NAD: NCTC11293_04103(mlhB_3) NCTC11293_06010(mlhB_4)
RFA: A3L23_01126(lipF_2) A3L23_03142(lipR)
RHS: A3Q41_00187(lipR) A3Q41_02261(lipF_1)
RHU: A3Q40_02276(lipR)
RRT: 4535765_01378(mlhB_1) 4535765_04627(lip2_7)
RCR: NCTC10994_01421(mlhB_2) NCTC10994_02868(lip2_3)
GRU: GCWB2_00565(lipF1) GCWB2_12730(mlhB) GCWB2_21960(lipF2)
GOM: D7316_01086(mlhB) D7316_03543(lipF_1) D7316_03816(lipF_2) D7316_04097(lipF_3)
SCO: SCO3415(SCE9.22)
SBH: SBI_01199
SALU: DC74_221
SALL: SAZ_01570
STRE: GZL_01558
STRM: M444_06090
SRW: TUE45_02116(lipR)
SLX: SLAV_32710(mlhB)
MTS: MTES_1158
MLV: CVS47_01889(mlhB)
ART: Arth_1841
AAGI: NCTC2676_1_02465(mlhB_2)
NDK: I601_1653(mlhB_2)
PSIM: KR76_25940
NAL: B005_0480
STRR: EKD16_11705(mlhB)
SRO: Sros_3441
NCX: Nocox_19515(mlhB1) Nocox_21845(mlhB2) Nocox_24690(mlhB3)
TBI: Tbis_1867
MMAR: MODMU_4064
AMYY: YIM_18340(mlhB1) YIM_22075(mlhB2) YIM_32910(mlhB3)
PDX: Psed_0489
PSEE: FRP1_01730
PSEH: XF36_18485
ACTN: L083_1282
AFS: AFR_22850
PDO: PSDT_0042
ATM: ANT_01270
GPN: Pan110_36300(lipR)
PBOR: BSF38_01313(mlhB)
TPB: TPFB_0935
ACA: ACP_1899(est)
SUS: Acid_2102
FSC: FSU_0418
GAU: GAU_2134
CPI: Cpin_4628
SGN: SGRA_1209
HSW: Hsw_2878
FLM: MY04_0387
MFC: BRM9_1847
METM: MSMTP_1327
MEMA: MMAB1_0486(bah)
MBN: Mboo_0641
TAA: NMY3_03016(mlhB)
 » show all
Reference
1  [PMID:11157238]
  Authors
van der Vlugt-Bergmans CJ, van der Werf MJ
  Title
Genetic and biochemical characterization of a novel monoterpene epsilon-lactone hydrolase from Rhodococcus erythropolis DCL14.
  Journal
Appl Environ Microbiol 67:733-41 (2001)
DOI:10.1128/AEM.67.2.733-741.2001
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 3.1.1.83
IUBMB Enzyme Nomenclature: 3.1.1.83
ExPASy - ENZYME nomenclature database: 3.1.1.83
BRENDA, the Enzyme Database: 3.1.1.83

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