KEGG   ENZYME: 3.3.2.8
Entry
EC 3.3.2.8                  Enzyme                                 
Name
limonene-1,2-epoxide hydrolase;
limonene oxide hydrolase
Class
Hydrolases;
Acting on ether bonds;
Ether hydrolases
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)
R05784 R09387
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 degradation
ec01120  Microbial metabolism in diverse environments
Orthology
K10533  limonene-1,2-epoxide hydrolase
Genes
ECAECA1588
PATREV46_14185
PATOGZ59_16210
DSOA4U42_16375
EPECI789_22610
PFUWKF707C_37850
PUMHGP31_19210
HPEGEAO82_09060
PSPIPS2015_2908
ASEII8T81_12635
ADSFPL17_09480
ABERBSR55_16825
AGYLFPL18_02000
APOTMZO21_00495
MBAHHYN46_09810
OSGBST96_01770 BST96_04275
KIMG3T16_07530 G3T16_07565
CYQQ91_1791
CZACYCME_0663
CYYCPC19_03860
OMEOLMES_5355
SOKD0B54_15385
RSORSc2589(limA) RSc2590(limA2)
RPUCDC45_13170 CDC45_13175
RPJN234_09255
RINACS15_5268
CNCCNE_BB1p03710
BVIBcep1808_6455
BVEAK36_5891
BCMBcenmc03_4895
BCHBcen2424_5375
BCENDM39_4070
BACBamMC406_5692
BUKMYA_5854
BGEBC1002_6572
PTERC2L65_44860
PKFRW095_29960
RTEAHK414_27080
HYNF9K07_21910 F9K07_21960
DRGH9K76_10030
MALIEYF70_22060
MUMFCL38_17110 FCL38_26990
RBUPG1C_06850
PLAPlav_1138
PMOBHG718_14165
PECTBN1012_Phect1413 BN1012_Phect523
RBSRHODOSMS8_03307(limA)
AGRAGROH133_15229
ATFAch5_50480
ARUIG6M88_22235
RELREMIM1_PF00238
REIIE4771_PB00072
RLGRleg_0811 Rleg_2578
RPHAAMC79_PD00812
RIIFFM53_007370
RHIDFFM81_001755
RBQJ2J99_15555
RLNJ0663_13970
RLSHB780_13500
RAWNE851_15470
AUBLXB15_12655
JAVOXU80_20280
CCRCC_2961
CCSCCNA_03056 CCNA_03898
CAKCaul_1913
CHQAQ619_13990
CAUFCSW63_00460 CSW63_00495 CSW63_00785 CSW63_18240
CAULKCG34_11975
PZUPHZ_c0728
PHBHYN04_03115 HYN04_09985
BSBBresu_1647
BMEDGYM46_02280
BNDKWG56_05560 KWG56_08570
BREAHZ989_08375 HZ989_08380 HZ989_08685
TSVDSM104635_00595(limA)
SMEDJNX03_12990
PPRUFDP22_20955
GAKX907_1086 X907_1096
HNEHNE_1554
CBOTATE48_06900
HBCAEM38_06560
NPNJI59_08450
NREBES08_26870
NOTC7W88_13130 C7W88_18060
SMAGAN936_11015
SMAZLH19_15660
SWISwit_1024 Swit_5231
SPHDHY78_21380
SPKCKC8_06125 KC8_06160 KC8_09370
SDHH9L15_12485
SPAPH3Z74_06725 H3Z74_06740 H3Z74_06770
SBINSBA_ch1_21700 SBA_ch2_0220
SJPSJA_C1-19710
SCHSphch_3345
SYBTZ53_18090 TZ53_18110
SBDATN00_02415 ATN00_05505 ATN00_09840 ATN00_09910 ATN00_09955 ATN00_10055 ATN00_13475 ATN00_18730
SPMIK663_17176
SPHTK426_24229
SHYDCJD35_15845 CJD35_15865
SCLOSCLO_3000820
SPYGYGS_C1P1358
SUFLFIL70_06480
SAMISAMIE_2000930
SPHGAZE99_02215
SFLASPHFLASMR4Y_01933(limA)
SPHYCHN51_03350
SLAAEUU25_08495
BLASBSY18_2455 BSY18_2461
PALGHFP57_02430 HFP57_02460 HFP57_12835
PARPHFP51_12110
PARJJ4G78_13340
PHAOHF685_13355
SMICSmB9_33050
SANDH3309_11095
POQKZX46_07995 KZX46_08040
PMEAKTC28_03130 KTC28_03175
ALHG6N82_09360 G6N82_10790
ARUEQQX03_02565
AMXAM2010_2582
PMASNCF86_14355
ANHA6F65_02135(limA)
CMANA9D14_14845 A9D14_14885
EFVCHH26_04920 CHH26_04965
QSPL1F33_00280
ELQGa0102493_111087
ERFFIU90_01695(limA)
PNSA9D12_03590
PORLBG023_11298
PHZCHX26_01250
POTE2E27_02145
PORCCBR61_00855
NTDEGO55_04880 EGO55_10230
CAENK5X80_01375
KSCCD178_00308(limA)
ASZASN_3216
ATOCIW82_03015
MRMA7982_09631
SAMYDB32_000229
LLUAKJ09_05042
EUZDVS28_a4286
MTURv2740(ephG)
MTVRVBD_2740
MRAMRA_2766A
MTFTBFG_12753
MTBTBMG_01236
MTKTBSG_01246
MTZTBXG_001226
MTGMRGA327_16800
MTIMRGA423_17015
MTECCDC5079_2514
MTURCFBS_2893
MTLCCDC5180_2484
MTOMTCTRI2_2793
MTDUDA_2740
MTNERDMAN_3002
MTJJ112_14675
MTUBMT7199_2773
MTUCJ113_19025
MTUEJ114_14615
MTXM943_14150
MTULTBHG_04092
MTUTHKBT1_2884
MTUUHKBT2_2887
MTQHKBS1_2891
MBOBQ2027_MB2760(ephg)
MBBBCG_2754(ephG)
MBTJTY_2748(ephG)
MBMBCGMEX_2747(ephG)
MBKK60_028330
MBXBCGT_2569
MAFMAF_27450
MMICRN08_3025
MCEMCAN_27671
MCQBN44_60198(ephG)
MCVBN43_40423(ephG)
MCXBN42_40717(ephG)
MCZBN45_51121(ephG)
MORYMO_002862(ephG)
MLEML0984
MLBMLBr00984
MPAMAP_2852
MAOMAP4_0956
MAVIRC58_04705
MAVURE97_04700
MAVMAV_3633
MITOCO_25480 OCO_34600
MIAOCU_25340 OCU_34650
MIDMIP_00270 MIP_00271 MIP_03538 MIP_05207
MYOOEM_23910 OEM_35050
MCHIAN480_10690 AN480_13405 AN480_18340
MIROCQ_24040 OCQ_35820
MMALCKJ54_08985 CKJ54_11480 CKJ54_16200
MLPMLM_1485
MMANMMAN_03390 MMAN_22420
MSAMycsm_02532 Mycsm_04415 Mycsm_05018 Mycsm_06577
MULMUL_3384
MMIMMAR_1973
MMAEMMARE11_18970
MLIMULP_02139
MPSEMPSD_19870(ephG)
MSHOMSHO_52150
MMCMmcs_2128
MKMMkms_2174
MJLMjls_2115
MMMW7S_08490 W7S_08495 W7S_12310 W7S_17310
MKNMKAN_25175
MYVG155_01855 G155_12725 G155_23395
MYEAB431_11690
MHADB586_14735
MDXBTO20_22135
MSHGMSG_01455 MSG_01792
MFJMFLOJ_04160 MFLOJ_04800 MFLOJ_14520 MFLOJ_19150
MSTOMSTO_06130 MSTO_16080 MSTO_21110
MSIMMSIM_05340 MSIM_49820
MSAKMSAS_47440 MSAS_55570
MKUI2456_09735 I2456_19445
MLWMJO58_09725 MJO58_14425 MJO58_14815
MXEMYXE_31600
MNVMNVI_14970 MNVI_33920
MPAGC0J29_11310 C0J29_16425 C0J29_20085
MNMMNVM_35590
MGORH0P51_00970 H0P51_10910
MCOOMCOO_02070 MCOO_20230
MBAIMB901379_01793(ephG) MB901379_02655(limA)
MSEOMSEO_05970 MSEO_15750 MSEO_16390
MHEKJMUB5695_03163
MGAUMGALJ_08580(ephG) MGALJ_23650
MLJMLAC_19240 MLAC_26710(ephG)
MBRDMBRA_15590 MBRA_45660
MSHJMSHI_09190 MSHI_20930
MMAMK3U93_08760 K3U93_21240
MSPGF6B93_07980
MOTLTS72_14845
MLMMLPF_1980
MPAAMKK62_15380
MMEHM5I08_18555
MKYIWGMT90018_38540(ephG)
MADIA7U43_18885
MWUPT015_02525 PT015_06410 PT015_14345
MSMMSMEG_2698
MSGMSMEI_2632
MSBLJ00_13420
MSNLI99_13425
MSHLI98_13430
MVAMvan_0357 Mvan_0903 Mvan_2400 Mvan_4611
MGIMflv_2094 Mflv_3985
MSPMspyr1_15200 Mspyr1_33300
MCBMycch_2099
MNED174_11805
MYNMyAD_11585
MFTXA26_26140
MPHLMPHLCCUG_03150(ephG)
MVQMYVA_2274 MYVA_4389
MLLB1R94_17480
MRHMycrhN_3571 MycrhN_4179 MycrhN_5621
MTHN4412656_02771(limA)
MHASMHAS_02378(ephG)
MDUMDUV_21620
MCHTMCHIJ_10520 MCHIJ_44090
MDRMDOR_14830
MAUUNCTC10437_02240
MMAGMMAD_23190
MMORMMOR_19670 MMOR_25980 MMOR_40580(ephG)
MFXMFAL_04080
MAICMAIC_20290
MIJMINS_22050
MALVMALV_13010 MALV_52890
MTYMTOK_15980 MTOK_41550 MTOK_43160
MPSCMPSYJ_42840(ephG)
MARZMARA_16560
MGADMGAD_00210 MGAD_15530(ephG) MGAD_52670 MGAD_58830
MHEVMHEL_45310
MSARMSAR_33120
MANYMANY_06810 MANY_30900
MAUBMAUB_56360
MPOFMPOR_27190
MPHUMPHO_12730
MMUCC1S78_011995
MMATMMAGJ_57070
MBOKMBOE_31620 MBOE_48750
MFGK6L26_11060 K6L26_19515
MSEIMSEDJ_35440
MFLVNCTC10271_03159
MCEEMCEL_13930
MBRML2Z93_002368 L2Z93_002369
MMONEWR22_10820
MGOAFA91_25990
MHOLK3U96_15840
MSENK3U95_07435 K3U95_09240 K3U95_17095
MPAEK0O64_11360 K0O64_19160
MRFMJO55_10780
MDFK0O62_12095
MCROMI149_12220 MI149_20030
MGROFZ046_16945
MKRMKOR_15520
MPAKMIU77_11840
MABMAB_3063 MAB_3064
MMVMYCMA_07270 MYCMA_07275
MABBMASS_3002 MASS_3003
MABLMMASJCM_1005 MMASJCM_3068 MMASJCM_3069
MCHEBB28_15440 BB28_15445 BB28_15450 BB28_15455 BB28_16910
MIZBAB75_16470 BAB75_16475
MSTEMSTE_03030 MSTE_03031 MSTE_03032 MSTE_03033 MSTE_03215
MSAOMYCSP_13865 MYCSP_13870 MYCSP_15320
MSALDSM43276_02845(ephG_1) DSM43276_02846(ephG_2)
MJDJDM601_2488
MTER4434518_02437(limA_2)
MMINMMIN_01940
MHIBMHIB_19360
MHERK3U94_14045
MVMMJO54_14230
ASDAS9A_2485
NFANFA_41920 NFA_48080
NFRERS450000_05108(limA_1) ERS450000_05723(limA_2)
NCYNOCYR_4585
NBRO3I_031570 O3I_036280
NNONONO_c65410
NSLBOX37_17235 BOX37_25810
NSRNS506_01843 NS506_04224
NTPCRH09_23295
NOZDMB37_10440 DMB37_14935
NODFOH10_02500
NAHF5544_34150 F5544_38375
NADNCTC11293_06146(limA)
NWLNWFMUON74_11330
NIEKV110_30470 KV110_35360
NTCKHQ06_11800 KHQ06_27955
NHUH0264_11115 H0264_32905
NYALTV02_01060 LTV02_21660
NGPLTT66_18660 LTT66_23010
NSPUIFM12276_07120 IFM12276_14560
NYUD7D52_01630
RHARHA1_ro01516 RHA1_ro05861
RERRER_39340 RER_42470 RER_44810
REYO5Y_18260 O5Y_19870 O5Y_21060 O5Y_27905
REBXU06_18455 XU06_20025 XU06_21240 XU06_28260
RQIC1M55_19530 C1M55_20950 C1M55_22570 C1M55_29755
ROPROP_12210 ROP_24360 ROP_24380 ROP_24950 ROP_46470(limA) ROP_59230
ROAPd630_LPD02488 Pd630_LPD05648
RPYY013_21890 Y013_24505
RBYCEJ39_08385 CEJ39_10455
RHBNY08_4955
RAVAAT18_07765 AAT18_10105
RFAA3L23_03013(ephG)
RHSA3Q41_00310(ephG)
RHWBFN03_02220 BFN03_11385
RRZCS378_22770 CS378_25070
RHQIM25_11675 IM25_13825
RHODAOT96_01390 AOT96_02615 AOT96_09410 AOT96_30155
RRT4535765_01181(limA_1) 4535765_01674(limA_2)
RCRNCTC10994_01563(limA)
RTMG4H71_09710
RKOJWS14_07790 JWS14_32040
RGOKYT97_26860 KYT97_28365
ROZCBI38_10435 CBI38_22010 CBI38_32865
RPSKJWS13_11870 JWS13_27335 JWS13_27345 JWS13_31130 JWS13_38395
RGORNMQ04_05370 NMQ04_07320
RHOPD8W71_24335
RHOORA302_19035 RA302_20615 RA302_21850 RA302_28535
REQREQ_13100 REQ_45560
PDEFP9209_04680 P9209_25550
WHROG579_06600 OG579_20350
GBRGbro_1540
GPOGPOL_c13670
GORKTR9_1457
GOQACH46_04690
GTABCM27_08070
GOCCXX93_17315
GITC6V83_05565
GRUGCWB2_07630(ephG)
GOMD7316_01733(ephG_2)
GAVC5O27_20180
GODGKZ92_07250
GPDGII33_06195
GJIH1R19_07475 H1R19_10995
GOILK459_03220
GHNMVF96_07485 MVF96_20435
GAMIIHQ52_10405
GMGNWF22_18120
GSIP5P27_03590
SPINKV203_11765
TPRTpau_2535 Tpau_3208
TSMASU32_05425 ASU32_13985
TPULTPB0596_19750 TPB0596_36630
TSDMTP03_09870 MTP03_28570
DITC3V38_03200 C3V38_09605
DIZCT688_13735
DPCA6048_14345
DLUA6035_13385
DKNNHB83_13920
TOYFO059_01285
SBHSBI_08692
SXISXIM_06250 SXIM_54780
STRCAA958_02805
SPAVSpa2297_33920
SAQUEJC51_03725
SCHFIPT68_27935
SHARHUT13_00405
SMOBJ7W19_06065
SDECL3078_16550
SCAEIHE65_28745
SANTQR300_35220
SARGHKX69_34565 HKX69_35035
AGLAOIE69_35390 OIE69_35485
HUWFPZ11_18585
JLIEXU32_13290
JMEEEW87_016205
NCANoca_0391
NDKI601_1587(ephG)
NSNEXE58_15420
NBEBack2_25420
NAQUENKNEFLB_04416(ephG)
NPCKUV85_10670
AWNNQV15_16810
AMAZLUW76_08370 LUW76_45245
ACIROG979_32860
NCXNocox_38245(limA)
NGNLCN96_43050
FALFRAAL3429 FRAAL5491
FSYFsymDg_2681
FRIFraEuI1c_4325
NAKAH7F38_14455
AMDAMED_8954
AMNRAM_45935
AMMAMES_8819
AMZB737_8820
AOIAORI_7718
AJAAJAP_40250
AMQAMETH_4344
AMYBBKN51_31885
AORISD37_02020
AACDLWP59_34515
APRTMUY14_38905
AROONQK81_23620
ATHML1857_24535
ARHDVSH64_34520
AMOGQRX60_13775
PDXPsed_1471
PBROHOP40_30915
KALKALB_6917
KBUQ4V64_42375
LEDBBK82_18615
AHMTL08_18500
ACTYOG774_20900
UMERM788_03210
ASICQ0Z83_048460
PLKCIK06_03515
JCYM6B22_01475
PARNNBH00_10595
PBAJLRS13_04940
AYMYM304_06450 YM304_31160
AQZKSP35_15935
IAMHC251_12045
IMAPO878_09450
DHILH044_14160
TBHTbon_03665
TFLAO0235_09905
TPXTurpa_4064
SENFGJR95_38445
HTBMTX78_23935
HNOLT974_13340
 » show all
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)
DOI:10.1128/JB.180.19.5052-5057.1998
  Sequence
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)
DOI:10.1128/AEM.65.5.2092-2102.1999
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
LinkDB

DBGET integrated database retrieval system