KEGG   ENZYME: 3.1.1.83Help
Entry
EC 3.1.1.83                 Enzyme                                 

Name
monoterpene epsilon-lactone hydrolase;
MLH
Class
Hydrolases;
Acting on ester bonds;
Carboxylic-ester hydrolases
BRITE hierarchy
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
Orthology
K14731  epsilon-lactone hydrolase
Genes
PFY: PFICI_02360
BZE: COCCADRAFT_39010
PFJ: MYCFIDRAFT_210278
BCOM: BAUCODRAFT_239045
GTT: GUITHDRAFT_118216
ESA: ESA_02202
CSK: ES15_2347
CSJ: CSK29544_03486
CSI: P262_03397
CMJ: AFK66_011470
CAMA: F384_09330
SRL: SOD_c22360(bah)
SPLY: Q5A_012510(mlhB)
SOD: Sant_2259
DDQ: DDI_1172
EBI: EbC_28410
PSHI: SAMEA2665130_1587(mlhB)
PAEG: AI22_18580
PSET: THL1_4241
MAQ: Maqu_2165
MHC: MARHY1062
MAD: HP15_877
MBS: MRBBS_1574(bah) MRBBS_2608(est)
GNI: GNIT_3308
MVS: MVIS_1336
HCH: HCH_00518
ADI: B5T_02070
AXE: P40_09905
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
BTD: BTI_3164
BTHA: DR62_1740
BOK: DM82_52
BOC: BG90_969
BCN: Bcen_2135
BCJ: BCAL0859
BCEN: DM39_2836
BCEW: DM40_362
BCEO: I35_2810
BAM: Bamb_2797
BMU: Bmul_0552
BMK: DM80_2170(estE5)
BCT: GEM_0695
BCED: DM42_2327
BDL: AK34_343
BCON: NL30_26820
BLAT: WK25_13310
BTEI: WS51_24105
BSEM: WJ12_13740
BPSL: WS57_32480
BMEC: WJ16_14085
BSTG: WT74_14545
BGU: KS03_550
BGO: BM43_949
BPH: Bphy_0360
BFN: OI25_1075
BPC: BPTD_0142
BPER: BN118_0536
BPET: B1917_0149
BPEU: Q425_2600
BPAR: BN117_4085
AFQ: AFA_12560
POL: Bpro_5566
HYB: Q5W_20125
DSU: Dsui_1821
GEB: GM18_3868
PPD: Ppro_3541
CCX: COCOR_04675(bah)
SCL: sce9229
PACA: ID47_12025
MES: Meso_2945
ARA: Arad_8697
RLE: RL1817
RLG: Rleg_1475
VGO: GJW-30_1_03245(mlhB)
XAU: Xaut_4571
SNO: Snov_0624
MET: M446_3685
MOR: MOC_6028
META: Y590_20855
MAQU: Maq22A_1p30955(aes)
CAK: Caul_5125
RCP: RCAP_rcc00461(est)
OTM: OSB_05210(mlhB)
CID: P73_3829
MALG: MALG_03045
RMM: ROSMUCSMR3_01282(mlhB)
LVS: LOKVESSMR4R_03943(mlhB)
AHT: ANTHELSMS3_01617(mlhB)
SPHP: LH20_19455
SMAZ: LH19_13525
SPHD: HY78_29685
SPMI: K663_18136
SPHT: K426_25054
SFLA: SPHFLASMR4Y_03196(mlhB)
PRI: PRIO_3266
AAC: Aaci_1055
AAD: TC41_1091
BFI: CIY_00430
CCT: CC1_05780
MMM: W7S_11295
MSG: MSMEI_2935(lipR)
MCHE: BB28_23770
MSTE: MSTE_01521(bah_1) MSTE_03925(bah_2)
NFR: ERS450000_00738(mlhB_1)
NNO: NONO_c26760(bah)
SCO: SCO3415(SCE9.22)
SBH: SBI_01199
SALU: DC74_221
SALL: SAZ_01570
NDK: I601_1612(mlhB_1)
AOI: AORI_5780
PDX: Psed_0489
ALL: CRK56647
ACTN: L083_1282
AFS: AFR_22850
SNA: Snas_2426
ATM: ANT_01270
PBOR: BSF38_01313(mlhB)
GAU: GAU_2134
SGN: SGRA_1209
HSW: Hsw_2878
FLM: MY04_0387
MFC: BRM9_1847
MEMA: MMAB1_0486(bah)
MBN: Mboo_0641
 » show all
Taxonomy
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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