KEGG   ENZYME: 3.3.2.8Help
Entry
EC 3.3.2.8                  Enzyme                                 

Name
limonene-1,2-epoxide hydrolase;
limonene oxide hydrolase
Class
Hydrolases;
Acting on ether bonds;
Ether hydrolases
BRITE hierarchy
Sysname
1,2-epoxymenth-8-ene hydrolase
Reaction(IUBMB)
1,2-epoxymenth-8-ene + H2O = menth-8-ene-1,2-diol [RN:R05784 R09387]
Reaction(KEGG)
Substrate
1,2-epoxymenth-8-ene;
H2O [CPD:C00001]
Product
menth-8-ene-1,2-diol [CPD:C18020]
Comment
Involved in the monoterpene degradation pathway of the actinomycete Rhodococcus erythropolis. The enzyme hydrolyses several alicyclic and 1-methyl-substituted epoxides, such as 1-methylcyclohexene oxide, indene oxide and cyclohexene oxide. It differs from the previously described epoxide hydrolases [EC 3.3.2.4 (trans-epoxysuccinate hydrolase), EC 3.3.2.6 (leukotriene-A4 hydrolase), EC 3.3.2.7 (hepoxilin-epoxide hydrolase), EC 3.3.2.9 (microsomal epoxide hydrolase) and EC 3.3.2.10 (soluble epoxide hydrolase)] as it is not inhibited by 2-bromo-4'-nitroacetophenone, diethyl dicarbonate, 4-fluorochalcone oxide or 1,10-phenanthroline. Both enantiomers of menth-8-ene-1,2-diol [i.e. (1R,2R,4S)-menth-8-ene-1,2-diol and (1S,2S,4R)-menth-8-ene-1,2-diol] are metabolized.
History
EC 3.3.2.8 created 2001
Pathway
ec00903  Limonene and pinene degradation
Orthology
K10533  limonene-1,2-epoxide hydrolase
Genes
ECA: ECA1588
PATR: EV46_07465 EV46_14185
PATO: GZ59_16210
DSO: A4U42_16375
PFE: PSF113_3359
MBAH: HYN46_09810
OSG: BST96_01770 BST96_04275
CYQ: Q91_1791
CZA: CYCME_0663
CYY: CPC19_03860
RSO: RSc2589(limA) RSc2590(limA2)
BVE: AK36_5891
BCN: Bcen_2991
BCEN: DM39_4070
BUK: MYA_5854
PLA: Plav_1138
RBS: RHODOSMS8_03307(limA)
CCR: CC_2961
CAK: Caul_1913
PZU: PHZ_c0728
HNE: HNE_1554
SMAZ: LH19_15660
SWI: Swit_1024
SPHD: HY78_21380
SPMI: K663_17176
SFLA: SPHFLASMR4Y_01933(limA)
ANH: A6F65_02135(limA)
ASZ: ASN_3216
MTU: Rv2740(ephG)
MTV: RVBD_2740
MRA: MRA_2766A
MTUR: CFBS_2893
MTD: UDA_2740
MTUC: J113_19025
MTUH: I917_19235
MTUL: TBHG_04092
MTUT: HKBT1_2884
MTUU: HKBT2_2887
MBO: BQ2027_MB2760(ephg)
MBB: BCG_2754(ephG)
MBT: JTY_2748(ephG)
MBM: BCGMEX_2747(ephG)
MAF: MAF_27450
MMIC: RN08_3025
MCQ: BN44_60198(ephG)
MCV: BN43_40423(ephG)
MCX: BN42_40717(ephG)
MCZ: BN45_51121(ephG)
MLE: ML0984
MLB: MLBr00984
MPA: MAP_2852
MAO: MAP4_0956
MAVI: RC58_04705
MAVU: RE97_04700
MAV: MAV_3633
MAVD: NF84_16515
MAVR: LA63_16665
MAVA: LA64_16660
MLP: MLM_1485
MUL: MUL_3384
MMC: Mmcs_2128
MKM: Mkms_2174
MJL: Mjls_2115
MMI: MMAR_1973
MHAD: B586_14735
MPHL: MPHLCCUG_03150(ephG)
MTHN: 4412656_02771(limA)
MAB: MAB_3063
MTER: 4434518_02437(limA_2)
ASD: AS9A_2485
NFR: ERS450000_05108(limA_1) ERS450000_05723(limA_2)
RHB: NY08_4955
RFA: A3L23_03013(ephG)
RHS: A3Q41_00310(ephG)
RRT: 4535765_01181(limA_1) 4535765_01674(limA_2)
GBR: Gbro_1540
GOR: KTR9_1457
SBH: SBI_08692
NCA: Noca_0391
NDK: I601_1587(ephG)
FAL: FRAAL3429
AMD: AMED_8954
AMN: RAM_45935
AMM: AMES_8819
AMZ: B737_8820
AOI: AORI_7718
PDX: Psed_1471
KAL: KALB_6917
 » show all
Taxonomy
Reference
1  [PMID:9748436]
  Authors
van der Werf MJ, Overkamp KM, de Bont JA.
  Title
Limonene-1,2-epoxide hydrolase from Rhodococcus erythropolis DCL14 belongs to a novel class of epoxide hydrolases.
  Journal
J Bacteriol 180:5052-7 (1998)
Reference
2  [PMID:9827564]
  Authors
Barbirato F, Verdoes JC, de Bont JA, van der Werf MJ.
  Title
The Rhodococcus erythropolis DCL14 limonene-1,2-epoxide hydrolase gene encodes an enzyme belonging to a novel class of epoxide hydrolases.
  Journal
FEBS Lett 438:293-6 (1998)
DOI:10.1016/S0014-5793(98)01322-2
  Sequence
Reference
3  [PMID:10224006]
  Authors
van der Werf MJ, Swarts HJ, de Bont JA.
  Title
Rhodococcus erythropolis DCL14 contains a novel degradation pathway for limonene.
  Journal
Appl Environ Microbiol 65:2092-102 (1999)
Other DBs
ExplorEnz - The Enzyme Database: 3.3.2.8
IUBMB Enzyme Nomenclature: 3.3.2.8
ExPASy - ENZYME nomenclature database: 3.3.2.8
UM-BBD (Biocatalysis/Biodegradation Database): 3.3.2.8
BRENDA, the Enzyme Database: 3.3.2.8
CAS: 216503-88-7

DBGET integrated database retrieval system