KEGG   ENZYME: 1.14.13.107
Entry
EC 1.14.13.107              Enzyme                                 
Name
limonene 1,2-monooxygenase
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
Sysname
limonene,NAD(P)H:oxygen oxidoreductase
Reaction(IUBMB)
(1) (S)-limonene + NAD(P)H + H+ + O2 = 1,2-epoxymenth-8-ene + NAD(P)+ + H2O [RN:R09385 R09389];
(2) (R)-limonene + NAD(P)H + H+ + O2 = 1,2-epoxymenth-8-ene + NAD(P)+ + H2O [RN:R06398 R09393]
Reaction(KEGG)
Substrate
(S)-limonene [CPD:C00521];
NADH [CPD:C00004];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007];
(R)-limonene [CPD:C06099]
Product
1,2-epoxymenth-8-ene;
NAD+ [CPD:C00003];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
A flavoprotein (FAD). Limonene is the most widespread terpene and is formed by more than 300 plants. Rhodococcus erythropolis DCL14, a Gram-positive bacterium, is able to grow on both (S)-limonene and (R)-limonene as the sole source of carbon and energy. NADPH can act instead of NADH, although more slowly. It has not been established if the product formed is optically pure or a mixture of two enantiomers.
History
EC 1.14.13.107 created 2009
Pathway
ec00903  Limonene degradation
ec01120  Microbial metabolism in diverse environments
Orthology
K14733  limonene 1,2-monooxygenase
Genes
MESMeso_3721
PLAPlav_1646
PMOBHG718_00680
PECTBN1012_Phect1006
RBSRHODOSMS8_02624(limB)
BJAbll0895(bll0895)
BJUBJ6T_09070
BJPRN69_04430
BRABRADO0508
BBTBBta_7675
BRSS23_69110
AOLS58_71450
BRCBCCGELA001_35180
BRADBF49_7289
BICLMTR13_01245
BROBRAD285_7739
BRKCWS35_04745
BOTCIT37_09865
BRQCIT40_31045
BGQX265_35500
BGZXH91_33915
BSYMCIT39_30085
BBETF8237_13860
BARHWN72_47140
BVZBRAD3257_8837(limB)
BELBE61_10590(limB) BE61_31350
BDGLPJ38_03025
BSEPHAP48_0017150
BQBJ4P68_0020695
BSEIKMZ68_25605
BBANJ4G43_051640
BCANBcanWSM471_36345
BAUTQA635_41240
BBRAQA636_42310
BGKIC762_02665
BCOUIC761_35520
BPAHQA639_41415
BXNI3J27_38540
BROSQUH67_34165
BRAZLRP30_43665
RBKE0H22_24760
TRBHB776_22705
TALZRPMA_27520
APRAG3A50_17825
CMETK6K41_27575
RBMTEF_06950
CMBCSW64_14700
CAULKCG34_21615
PZUPHZ_c1133
PHBHYN04_12230
TSVDSM104635_00473(limB_1)
RDERD1_3871
RLIRLO149_c005640(limB)
THAACFI11_01855
SPHDHY78_18285 HY78_18375 HY78_18440
SPHMG432_04655
SPKCKC8_00760 KC8_08220
SPHAD3Y57_19625
SBINSBA_ch1_21710
SRADLLW23_09220 LLW23_09405
SSYSLG_34780
SPHBEP837_02941
SAMISAMIE_1019300 SAMIE_1033590
SPHJBSL82_10485 BSL82_10530
NTDEGO55_02800 EGO55_04330 EGO55_04790
CAENK5X80_01000 K5X80_05470 K5X80_07285
RFLRmf_17230
SRFLHU95_05900
SHUMSTHU_16220
SVCSTVA_13500
STELSTAQ_12270
MTURv3618
MTVRVBD_3618
MTCMT3720
MRAMRA_3654
MTFTBFG_13649
MTBTBMG_03655
MTKTBSG_03680
MTZTBXG_003627
MTGMRGA327_22290
MTIMRGA423_22835
MTECCDC5079_3356
MTURCFBS_3834
MTLCCDC5180_3308
MTOMTCTRI2_3683
MTDUDA_3618
MTNERDMAN_3962
MTJJ112_19455
MTUBMT7199_3681
MTUCJ113_25305
MTUEJ114_19330
MTXM943_18580
MTULTBHG_03556
MTUTHKBT1_3819
MTUUHKBT2_3827
MTQHKBS1_3831
MCEMCAN_36301
MCQBN44_120007
MCVBN43_90117
MCXBN42_90118
MCZBN45_100130
MPAMAP_0445c MAP_1645
MAOMAP4_2193 MAP4_3422
MAVIRC58_10915 RC58_16975
MAVURE97_10925 RE97_17010
MAVMAV_0538 MAV_2779
MITOCO_04520 OCO_26110
MIAOCU_04550 OCU_25970
MIDMIP_00873 MIP_03599 MIP_03607 MIP_03648
MYOOEM_04580 OEM_24600
MCHIAN480_02260 AN480_13590 AN480_13625 AN480_13760
MIROCQ_04680 OCQ_24690
MMALCKJ54_02180 CKJ54_11660 CKJ54_11695 CKJ54_11805
MLPMLM_2061
MMANMMAN_12910 MMAN_47420
MSAMycsm_02075 Mycsm_05927
MULMUL_2949 MUL_4194
MMIMMAR_2824 MMAR_5115
MMAEMMARE11_27450 MMARE11_49370
MLIMULP_02587 MULP_05376
MPSEMPSD_03650 MPSD_29110
MSHOMSHO_06160 MSHO_42350
MMCMmcs_4772
MKMMkms_4858
MJLMjls_5158
MMMW7S_02200 W7S_12680
MKNMKAN_00970 MKAN_12460
MYVG155_01850 G155_26930
MYEAB431_26805
MHADB586_04220
MSHGMSG_02711 MSG_04611
MFJMFLOJ_05070 MFLOJ_40140
MSTOMSTO_06410 MSTO_44100
MSIMMSIM_28550 MSIM_43700 MSIM_50410
MSAKMSAS_08110 MSAS_29750
MKUI2456_13905 I2456_25950
MLWMJO58_14290 MJO58_25370
MXEMYXE_04650 MYXE_24370
MNVMNVI_12960 MNVI_42130
MPAGC0J29_16250 C0J29_28115
MNMMNVM_22970
MGORH0P51_15250 H0P51_26100
MCOOMCOO_10060 MCOO_27810
MBAIMB901379_02609(limB_2) MB901379_04514(limB_7)
MSEOMSEO_15320 MSEO_35140
MHEKJMUB5695_00423 JMUB5695_02356
MGAUMGALJ_02000
MLJMLAC_46780
MBRDMBRA_19490 MBRA_38220 MBRA_57940
MSHJMSHI_38060
MMAMK3U93_13005 K3U93_22955
MSPGF6B93_11665 F6B93_20790
MOTLTS72_10090 LTS72_27590
MPAAMKK62_02170 MKK62_12710
MMEHM5I08_21760
MKYIWGMT90018_29100 IWGMT90018_58090
MADIA7U43_06315
MWUPT015_06215 PT015_15805
MSMMSMEG_6107
MSGMSMEI_5948
MSBLJ00_30200
MSNLI99_30205
MSHLI98_30210
MVAMvan_1925
MGIMflv_4429
MSPMspyr1_38290
MCBMycch_1625
MNED174_25035
MYNMyAD_24570
MFTXA26_26540 XA26_54530
MPHLMPHLCCUG_00069(limB_1)
MVQMYVA_1767
MRHMycrhN_6318
MTHN4412656_02907(limB_3) 4412656_04146(limB_7)
MDUMDUV_25640
MAUUNCTC10437_01764(limB_3)
MMORMMOR_47660
MAICMAIC_04690
MALVMALV_17840 MALV_41540
MTYMTOK_21380
MPSCMPSYJ_46970
MARZMARA_22400
MGADMGAD_21990
MHEVMHEL_27150
MSARMSAR_01880
MANYMANY_33580
MAUBMAUB_04320 MAUB_27850
MPOFMPOR_22530
MPHUMPHO_08430 MPHO_42500
MMUCC1S78_013955 C1S78_025995
MMATMMAGJ_33030 MMAGJ_57470
MBOKMBOE_16540 MBOE_48350
MFGK6L26_04875 K6L26_19320
MSEIMSEDJ_05290
MFLVNCTC10271_00068(limB_1)
MCEEMCEL_32950
MMONEWR22_25790
MGOAFA91_09645 AFA91_10240
MHOLK3U96_02815 K3U96_26415
MSENK3U95_16900 K3U95_26025
MPAEK0O64_26315
MRFMJO55_08735
MDFK0O62_26295
MCROMI149_26615
MABMAB_0527c
MMVMYCMA_0262
MABBMASS_0495
MABLMMASJCM_0514
MCHEBB28_02480
MIZBAB75_03225
MSTEMSTE_00475
MSAOMYCSP_02220
MSALDSM43276_00436(limB_1)
MJDJDM601_3901
MTER4434518_03775(limB_5)
MMINMMIN_12950
MHIBMHIB_31620
MHERK3U94_21270
MVMMJO54_21165
NCYNOCYR_3944(limB)
NSRNS506_03939(limB)
NODFOH10_22590
NTCKHQ06_19600
NHUH0264_34215
NYALTV02_38705
NYUD7D52_20465
RHARHA1_ro09085 RHA1_ro11046(limB)
RERRER_46450
REYO5Y_21925
REBXU06_22040
RQIC1M55_23100 C1M55_23375
ROPROP_46710(limB)
RHODAOT96_03140 AOT96_03410
RKOJWS14_00135 JWS14_15610 JWS14_21745
RGOKYT97_16335 KYT97_19820 KYT97_29955
ROZCBI38_33465
RPSKJWS13_23210 JWS13_31105 JWS13_31250
RANTRHODO2019_03425
REQREQ_44050
PDEFP9209_05455 P9209_25285
GPOGPOL_c09000
GTABCM27_13075 BCM27_17640 BCM27_22070
GRUGCWB2_12650(limB1)
GAVC5O27_15505
GODGKZ92_11400
GAMGII34_20715
GJIH1R19_12205
GHNMVF96_21040
SCOSCP1.240c(mmyO)
SGRFSGFS_035490 SGFS_079850
SHYSHJG_4007
SHOSHJGH_3772
SRCM271_44285
SBHSBI_00943
SALSSLNWT_0923
SALUDC74_7652
SLXSLAV_32745(limB7)
SFKKY5_6779
SKACP970_06780
STSUB7R87_29655
SXNIAG42_23100
SLONLGI35_34410
SKGKJK29_13150 KJK29_13510
SCTSCAT_0119(limB)
SCYSCATT_01270
KITCFP65_0771
STRIC7M71_007320
SUBTKPL76_03175
NANOG5V58_08720
NALB005_2518(limB)
SPIQOHA34_04290
NFSOIE67_47310
GOBGobs_2267
BSDBLASA_2848(limB) BLASA_3512(limB2)
MMARMODMU_2453(limB)
SACGFDZ84_00685
AMYBBKN51_26440
AMYYYIM_29395(limB8)
AACDLWP59_06125
AROONQK81_32835
ARHDVSH64_08020 VSH64_10315
PDXPsed_5126
PSEAWY02_18195
PSEEFRP1_17430 FRP1_24600
PSEHXF36_23280
PSEQAD006_03785 AD006_24885 AD006_28245 AD006_28495 AD006_32110
PECQAD017_04475 AD017_11605 AD017_28640 AD017_28885
PAUTPdca_46170
PBROHOP40_17895
PPELH6H00_08485 H6H00_21510 H6H00_29285 H6H00_30390
SESPBN6_21310(limB)
SSYIEKG83_15850
AHMTL08_15815
PMADBAY61_15565
ACTYOG774_09055
VERHUT12_14515
AIHAiant_03690
ACTRAsp14428_19790
ACTLL3i22_052630
AOUACTOB_005289
DVCDvina_12855 Dvina_24745 Dvina_26620
DAURDaura_27010
DMATDmats_12415 Dmats_20355 Dmats_22065
AEYCDG81_10655 CDG81_21480
EKEEK0264_06915
ABAIIMCC26256_11725
SBAEDSM104329_00232(limB_1) DSM104329_00236(limB_2)
AYMYM304_25770(limB)
IAMHC251_22820 HC251_24280
DHILH044_02130
TBHTbon_00310
TFLAO0235_08360 O0235_12640
MTARDF168_00705(limB)
 » show all
Reference
1  [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
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 1.14.13.107
IUBMB Enzyme Nomenclature: 1.14.13.107
ExPASy - ENZYME nomenclature database: 1.14.13.107
UM-BBD (Biocatalysis/Biodegradation Database): 1.14.13.107
BRENDA, the Enzyme Database: 1.14.13.107

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