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 degradation
ec00930  Caprolactam degradation
ec01120  Microbial metabolism in diverse environments
Orthology
K14731  epsilon-lactone hydrolase
Genes
PPJRK21_02866
ACICIOD65_14190
PPAIE1956_37465
POLBpro_5566
ATEMPQV96_11840
HCZG9Q37_07250
DISI3K84_12425
MLOmll1869
MLNA9174_17235
MOPMesop_3308
MAMMesau_03191
MHUAMCHK_3437
MJREB229_17475
MERDEB233_14750
RJGCCGE525_02335
RLNJ0663_02145
RBANJ2J98_14760
RHIBI8E17_06385
KAIK32_23640
PSCQKHQ08_18415
LABTFIU93_30965(mlhB)
CAKCaul_5125
RUTFIU92_22375(mlhB)
PHAEN1037_21380
CONTQ29_18790 TQ29_18930
SUAMBOO69_22540
SULDB5M07_18400
SULPAADW22_15340
SPSESULPSESMR1_04141(mlhB)
MALUKU6B_59960
LVSLOKVESSMR4R_03943(mlhB)
SPHDHY78_29685
SBINSBA_ch1_21760
SPCLF9288_06105
SBARH5V43_03345
SPAGsphantq_03288(mlhB_1) sphantq_04480(mlhB_2)
PALJLZC94_10710
NKONiako_0270
MSAMycsm_06641
MMCMmcs_1513
MKMMkms_1536
MFJMFLOJ_25420
MSTOMSTO_28640
MSIMMSIM_15720
MSAKMSAS_01440
MKUI2456_11355
MPAAMKK62_01580
MSMMSMEG_3010
MSGMSMEI_2935(lipR)
MSBLJ00_14980
MSNLI99_14985
MSHLI98_14990
MVQMYVA_1608 MYVA_4988
MCHTMCHIJ_02190
MMONEWR22_07700
MGOAFA91_24835
MDFK0O62_05005
MPATMPNTM1_02123
CCOECETAM_13035(mlhB)
NFRERS450000_00738(mlhB_1)
NNONONO_c26760(bah)
RHARHA1_ro06680
RPYY013_12975
RRZCS378_11575 CS378_11785
RKOJWS14_15895 JWS14_20950 JWS14_43755
RGOKYT97_23850
ROZCBI38_25685
RPSKJWS13_28455 JWS13_31000 JWS13_42110 JWS13_42175 JWS13_43350
RHOORA302_30930
RHOJJVH1_02765
RHOSQWW67_23460
RHOQQWW98_23470
RHJSOYT95_22945 OYT95_35445
RHZQGO592_34175
RHPDU9J23_25905
PDEFP9209_05620
GORKTR9_3184
GTABCM27_16265
GODGKZ92_20420 GKZ92_20525
SGRFSGFS_010390
SCBSCAB_77011
SBHSBI_01199
SLSSLINC_0027
SDXC4B68_05970
SAQUEJC51_02305
SDECL3078_00625 L3078_03500
SAKBK1J60_39635 K1J60_42320
SCAEIHE65_45115
SJNRI060_17530
SCOAQU709_03220 QU709_42465
KBUQ4V64_50825
STRLHEP84_49955
ABRYNYE86_02710
MHOSCXR34_00665
MSFIT882_15885
PSAIC3B54_111350
HEAHL652_02370
GMNGMOLON4_1493(chnC)
ARTPE5206_14690
GMYXH9_01110
SPUEAB5L97_16920
JAYH7A72_06395
BSPOL1F31_01650 L1F31_01865 L1F31_11510
MICGGJV80_04835
KSLOG809_40790
AGRAAGRA3207_001538
AMAZLUW76_44795
ACTQOG417_03105
SACGFDZ84_29665
AMQAMETH_2426 AMETH_3877
AABA4R43_22535
AMYYYIM_32910(mlhB3)
ATHML1857_19155
AMYDK1T34_46470
PDXPsed_0489
PSEQAD006_28260
PECQAD017_28655
PAUTPdca_39560
PBROHOP40_29310
PPELH6H00_18840 H6H00_19435 H6H00_19590
PMADBAY61_09880 BAY61_19415
ACTYOG774_12490 OG774_29150
AIHAiant_00540
ACTEACTI_51590
AFSAFR_22850
DVCDvina_29365
DAURDaura_17400
DMATDmats_24580
SNASnas_2426
EKEEK0264_02330
BSOLFSW04_20600
SBAEDSM104329_02046(mlhB_1)
 » 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

DBGET integrated database retrieval system