KEGG   ENZYME: 1.13.11.16
Entry
EC 1.13.11.16               Enzyme                                 
Name
3-carboxyethylcatechol 2,3-dioxygenase;
2,3-dihydroxy-beta-phenylpropionic dioxygenase;
2,3-dihydroxy-beta-phenylpropionate oxygenase;
3-(2,3-dihydroxyphenyl)propanoate:oxygen 1,2-oxidoreductase;
3-(2,3-dihydroxyphenyl)propanoate:oxygen 1,2-oxidoreductase (decyclizing)
Class
Oxidoreductases;
Acting on single donors with incorporation of molecular oxygen (oxygenases);
With incorporation of two atoms of oxygen
Sysname
3-(2,3-dihydroxyphenyl)propanoate:oxygen 1,2-oxidoreductase (ring-opening)
Reaction(IUBMB)
(1) 3-(2,3-dihydroxyphenyl)propanoate + O2 = (2Z,4E)-2-hydroxy-6-oxonona-2,4-diene-1,9-dioate [RN:R04376];
(2) (2E)-3-(2,3-dihydroxyphenyl)prop-2-enoate + O2 = (2Z,4E,7E)-2-hydroxy-6-oxonona-2,4,7-triene-1,9-dioate [RN:R06788]
Reaction(KEGG)
R04376 R06788
Substrate
3-(2,3-dihydroxyphenyl)propanoate [CPD:C04044];
O2 [CPD:C00007];
(2E)-3-(2,3-dihydroxyphenyl)prop-2-enoate [CPD:C12623]
Product
(2Z,4E)-2-hydroxy-6-oxonona-2,4-diene-1,9-dioate [CPD:C04479];
(2Z,4E,7E)-2-hydroxy-6-oxonona-2,4,7-triene-1,9-dioate [CPD:C12624]
Comment
An iron protein. This enzyme catalyses a step in the pathway of phenylpropanoid compounds degradation.
History
EC 1.13.11.16 created 1972, modified 2011, modified 2012
Pathway
ec00360  Phenylalanine metabolism
ec01100  Metabolic pathways
ec01120  Microbial metabolism in diverse environments
Orthology
K05713  2,3-dihydroxyphenylpropionate 1,2-dioxygenase
Genes
ECOb0348(mhpB)
ECJJW0339(mhpB)
ECDECDH10B_1360(mhpB)
ECOKECMDS42_0270(mhpB)
ECOCC3026_01715(mhpB) C3026_24875(mhpB)
ECEZ0446(mhpB)
ECSECs_0403(mhpB)
ECFECH74115_0423(mhpB)
ETWECSP_0412(mhpB)
ELXCDCO157_0391(mhpB)
EOIECO111_0384(mhpB)
EOJECO26_0384(mhpB)
EOHECO103_0330(mhpB)
ECOOECRM13514_0498(mhpB)
ECOHECRM13516_0328(mhpB)
ESLO3K_19735(mhpB)
ESOO3O_05560(mhpB)
ESMO3M_19720(mhpB)
ECKEC55989_0355(mhpB)
EOKG2583_0461(mhpB)
ELRECO55CA74_02215(mhpB)
ELHETEC_0404
ECWEcE24377A_0372(mhpB)
EUNUMNK88_398
ENAECNA114_0331(mhpB)
ECOSEC958_0492
ECOAAPECO78_05260(mhpB)
ECXEcHS_A0412(mhpB)
ECMEcSMS35_0379(mhpB)
ECYECSE_0373
ECRECIAI1_0349(mhpB)
ECQECED1_0376(mhpB)
EUMECUMN_0391(mhpB)
ECTECIAI39_0330(mhpB)
EOCCE10_0316(mhpB)
EBRECB_00302(mhpB)
ECOBC3029_05345(mhpB)
EBLECD_00302(mhpB)
EBEB21_00306(mhpB)
EBDECBD_3309
ELOEC042_0385(mhpB)
ESEECSF_0319
ECLEcolC_3277
EKOEKO11_3494
EKFKO11_21840(mhpB)
EDHEcDH1_3258
EDJECDH1ME8569_0335(mhpB)
ELWECW_m0426(mhpB)
ELLWFL_02095(mhpB)
ELPP12B_c0308(mhpB) P12B_c0366(mhpB)
ECOLLY180_02130(mhpB)
ECOJP423_01830(mhpB)
EMAC1192_10915(mhpB)
ESZFEM44_16315
SSNSSON_0295(mhpB)
SHQA0259_05410(mhpB)
KPNKPN_02121(mhpB)
KPUKP1_3216(mhpB)
KPMKPHS_31030 KPHS_31040
KPPA79E_2123
KPHKPNIH24_12935(mhpB)
KPZKPNIH27_14860(mhpB)
KPVKPNIH29_15520(mhpB)
KPWKPNIH30_15800(mhpB)
KPYKPNIH31_14655(mhpB)
KPGKPNIH32_15695(mhpB)
KPCKPNIH10_15320(mhpB)
KPQKPR0928_15295(mhpB)
KPTVK055_0340(mhpB)
KPOKPN2242_13560(mhpB)
KPRKPR_2666(mhpB)
KPJN559_2168
KPID364_10870(mhpB)
KPAKPNJ1_02341
KPSKPNJ2_02301
KPXPMK1_04485(mhpB)
KPBFH42_06700(mhpB)
KPNEKU54_010820(mhpB)
KPNULI86_10775(mhpB)
KPNKBN49_3226(mhpB)
KVAKvar_2154
KPEKPK_2202(mhpB)
KPKA593_25660(mhpB)
KVDKR75_23580(mhpB)
KVQSP68_04235(mhpB)
KOXKOX_22690(mhpB)
KOEA225_3415
KOYJ415_14955
KOMHR38_20985(mhpB)
KOKKONIH1_16725(mhpB)
KOCAB185_19180(mhpB)
KQUAVR78_19685(mhpB)
KQVB8P98_11795(mhpB)
KLLBJF97_16845(mhpB)
KLWDA718_12090(mhpB)
KGRJJJ10_12060(mhpB)
KPASLUW96_23335(mhpB)
KLCK7H21_11775(mhpB)
KLMBWI76_16920(mhpB)
REEelectrica_02136(mhpB)
KLPGUC22_10945(mhpB)
RORRORB6_04280
RPLNB1209_10935(mhpB)
RAODSD31_10710
RTGNCTC13098_00845(mhpB_2)
CFDCFNIH1_11835(mhpB)
CWECO701_16990(mhpB)
CYOCD187_18590(mhpB)
CPOTFOB25_06055(mhpB)
CFQC2U38_05250(mhpB)
CSEDJY391_16910(mhpB)
CIFAL515_06440
CIEAN232_24625
CPARCUC49_01475(mhpB)
CITZE4Z61_11850(mhpB)
CARSE1B03_06445(mhpB)
CIXM4I31_18180(mhpB)
CIBHF677_018190(mhpB)
CITRGUC46_18115(mhpB)
EBTEBL_c20030(mhpB)
PGELG71_09615(mhpB)
KGOCEW81_11375(mhpB)
KASKATP_20180(mhpB)
KLUK7B04_18220(mhpB)
KCYRIN60_10450(mhpB)
PSGCG163CM_10050(mhpB)
EBFD782_1983
EBUCUC76_00385(mhpB)
SFWWN53_15165(mhpB)
SFGAV650_10705(mhpB)
SERASer39006_017360(mhpB)
SERQCWC46_17360(mhpB)
PRODPCO85_13835(mhpB)
SODSant_0204
PLUplu2208
PLUMA4R40_11070
PAYPAU_02353(mhpB)
PTTVY86_20020
PLUICE143_11300
LRINCTC12151_03198(mhpB)
VNAPN96_06270(mhpB)
VEJVEJY3_06785(mhpB)
VFUvfu_A01976
VIBVspSTUT11_14700(mhpB)
PPWPputW619_1980
PPUHB479_25885
PVRPverR02_12310(mhpB)
PSVPVLB_26047
PPSYAOC04_16945(mhpB)
PKEDLD99_14515
PPSHG5J76_17840(mhpB)
PMUYKSS95_17260(mhpB)
PCAVD3880_08145
PKMPZ739_18260(mhpB)
PTRLOU419_14750(mhpB)
PPAELDL65_24640
PSKPKU43P_25840(mhpB)
AVNAvin_15050(mphB)
AVLAvCA_15050(mhpB)
AVDAvCA6_15050(mhpB)
ACXAchr_27820(mhpB)
MSHEMAALD49_03490(mhpB)
MANPEHN06_02780
ALCOTEC02_08860
AEIAOY20_01930
ASJAsACE_CH00362(mhpB)
ADVDJ533_16910
ARJDOM24_01625
AWUBEN71_02755
ACUMC9E88_006055
ALWFOB21_11760
ATNFM020_09420 FM020_13935
ACHICDG60_03010
ALJG8D99_13360
AWGGFH30_01755
ASHAG8E00_02295
ATGJ4G44_04435
AVBRYU24_27050(mhpB)
ABOUACBO_27650(mhpB)
ACIUA3K93_01310
APOTMZO21_10800
ATZM5E07_14145
ACIEKIP84_08230
ACIGBS636_03555 BS636_11000(mhpB)
HBHE4T21_00765
MGEOCFI10_04560(mhpB)
MSECLN244_12125
ZDFAN401_03005(mhpB)
GBIPG2T_03950
AQLBXU06_16215 BXU06_17035(mhpB)
RPJN234_23040(mhpB) N234_34800(mhpB) N234_36990
CNCCNE_1c17850(mhpB)
REUReut_A0271
CBWRR42_s1476
CCUPBKK81_25720(mhpB)
CUPBKK80_30635(mhpB)
CUUBKK79_21535(mhpB)
COXE0W60_07670
BVIBcep1808_5387
BVEAK36_3499(mhpB)
BCEWDM40_5003(mhpB)
BCONNL30_34145(mhpB)
BDFWI26_30215(mhpB)
BLATWK25_27495(mhpB)
BSEMWJ12_26045(mhpB)
BPSLWS57_02985(mhpB) WS57_14600(mhpB)
BSTLBBJ41_34140(mhpB)
BANNJFN94_26795
BARINLX30_34965
BUKMYA_5005
BXEBxe_B2328
BXBDR64_4660(mhpB)
BPHBphy_4536
BGEBC1002_4116 BC1002_4723 BC1002_5803
BCAIK788_0000440
PARBCJU94_31715(mhpB)
PTROG5S35_21475
PGISI6I06_26800
PACPFAZ97_22995
PDIOPDMSB3_0764.1(mhpB)
PPAIE1956_24335
PHUNU0042_13240
PPNODA70_11720(mhpB)
PPNMLV28_19230(mhpB)
PRBX636_15110(mhpB)
PSPUNA29_07815(mhpB)
PAPISG18_24445(mhpB)
PVEUC34_22410(mhpB)
PFGAB870_09225(mhpB)
PANDDRB87_06245
PANNPanNE5_01400(mhpB_1) PanNE5_18670(mhpB_2)
PANXOYT13_06255
BPABPP3697
BBHBN112_4272
BBRBB4131
BBXBBS798_3921
BFZBAU07_16280
BOJCBF45_02880(mhpB) CBF45_10070(mhpB) CBF45_12465
AXONH44784_059111
AXNAX27061_4150
AXXERS451415_04169(mhpB)
APESFOC84_18720
AALNQ3V95_01600 Q3V95_07630
AFAUZ73_04235(mhpB)
AFQAFA_13940(mhpB)
AAQUD3M96_14800
AAMMFE795_12895
ALCNMID00_13015
PIGEGT29_10730 EGT29_21780
KGYEHF36_03290 EHF36_10470 EHF36_12695
ACIPCBP36_10165
ACISCBP35_08760
HYNF9K07_11465
DIHG7047_03385
SMIOCATMQ487_25910(mhpB)
ATERMW290_23805
DARDaro_0901 Daro_1353
QAUKI612_15175
AZOazo1975(mhpB)
AOAdqs_2130
AZRCJ010_12850(mhpB)
THKCCZ27_14745(mhpB)
ACOMCEW83_03595(mhpB)
SAMESAMCFNEI73_pB0464
STEGQA637_28905
BVZBRAD3257_2214(mhpB)
BELBE61_31220
BBANJ4G43_002825
BCANBcanWSM471_18220
RBKE0H22_14535
XAUXaut_0932
XDIEZH22_00065
HMCHYPMC_0176(pydA)
RHZRHPLAN_32550
PSINCAK95_01470
SUAMBOO69_22190
NREBES08_20375
NHUMPQ457_20560
SPHPLH20_19530
SPHFDM480_04915
SPHTK426_04870(mhpB) K426_12685(mhpB) K426_18710(mhpB)
SPPHKFK14_18855
SPHJBSL82_10995 BSL82_11320
PALGHFP57_16625
ACOBP0Y56_15205
DBKDGMP_39260(mhpB)
BKOCKF48_07575
PASABAOM_4651
NDTL1999_03360 L1999_23255
EUZDVS28_a1993
MPAMAP_0695(mhpB)
MAOMAP4_3169
MAVIRC58_15705(mhpB)
MAVURE97_15735(mhpB)
MAVMAV_1947 MAV_2652
MITOCO_07350 OCO_14340
MIAOCU_07360 OCU_14800
MIDMIP_01271
MYOOEM_07430
MCHIAN480_04830(mhpB)
MIROCQ_07500 OCQ_28050
MMALCKJ54_03680(mhpB)
MMANMMAN_43180(mhpB_1) MMAN_50360(mhpB_2)
MSERMTY59_17710(mhpB) MTY59_26640(mhpB)
MSAMycsm_01986 Mycsm_04568
MULMUL_0347(mhpB)
MMIMMAR_4776(mhpB)
MMAEMMARE11_46050(mhpB)
MSHOMSHO_57870(mhpB)
MMCMmcs_3785
MKMMkms_3858
MJLMjls_3789 Mjls_4035
MMMW7S_03595(mhpB)
MKNMKAN_10215(mhpB)
MYVG155_20870(mhpB)
MYEAB431_21455(mhpB)
MDXBTO20_10360(mhpB)
MSHGMSG_04314(mhpB)
MFJMFLOJ_43010(mhpB_2)
MSTOMSTO_47130(mhpB)
MSIMMSIM_31530(mhpB)
MSAKMSAS_26530(mhpB)
MKUI2456_22800
MLWMJO58_23860
MXEMYXE_09040(mhpB) MYXE_10040
MNVMNVI_10140(mhpB)
MPAGC0J29_26270(mhpB)
MNMMNVM_26210(mhpB)
MGORH0P51_24510
MCOOMCOO_24660(mhpB)
MBAIMB901379_04186(mhpB)
MSEOMSEO_32190(mhpB)
MHEKJMUB5695_00881(mhpB_1) JMUB5695_00957(mhpB_2)
MGAUMGALJ_26330(mhpB)
MLJMLAC_02370(mhpB)
MBRDMBRA_23070(mhpB)
MMAMK3U93_21210
MOTLTS72_01390
MPAAMKK62_03600
MKYIWGMT90018_54940
MADIA7U43_11115(mhpB)
MWUPT015_14320
MYWBVC93_18855(mhpB)
MSMMSMEG_4865
MSGMSMEI_4740
MSBLJ00_24060(mhpB)
MSNLI99_24065(mhpB)
MSHLI98_24070(mhpB)
MVAMvan_4244
MGIMflv_2402
MSPMspyr1_18340
MCBMycch_3688
MFTXA26_42570
MPHLMPHLCCUG_03810(mhpB)
MVQMYVA_4047(mhpB) MYVA_4677(pydA)
MRHMycrhN_3919
MTHN4412656_03104(mhpB)
MHASMHAS_02631(mhpB_1) MHAS_03118(mhpB_2)
MDUMDUV_04260(mhpB_1) MDUV_30350(mhpB_2)
MCHTMCHIJ_29340(mhpB)
MAUUNCTC10437_03988(mhpB)
MMAGMMAD_39650(mhpB)
MMORMMOR_23050(mhpB)
MFXMFAL_01420(mhpB)
MAICMAIC_37910(mhpB)
MIJMINS_35290(mhpB)
MALVMALV_21080(mhpB_1) MALV_51960(mhpB_2)
MPSCMPSYJ_25760(mhpB)
MARZMARA_57630(mhpB)
MGADMGAD_56260(mhpB)
MHEVMHEL_04980(mhpB)
MSARMSAR_31340(mhpB)
MANYMANY_24520(mhpB)
MPOFMPOR_43470(mhpB)
MMATMMAGJ_01330(mhpB)
MBOKMBOE_31240(mhpB_1) MBOE_58440(mhpB_2)
MFGK6L26_10865
MSEIMSEDJ_51170(mhpB)
MFLVNCTC10271_01473(mhpB)
MCEEMCEL_47580(mhpB)
MMONEWR22_19465 EWR22_20725
MGOAFA91_16190(mhpB)
MHOLK3U96_07980
MSENK3U95_09045
MPAEK0O64_20990
MRFMJO55_19210
MDFK0O62_20765
MCROMI149_21565
MGROFZ046_24690
MAUSJN090_20710
MFREEXE63_24135
MPAKMIU77_10765
MABMAB_4372
MJDJDM601_3457(mhpB)
MHIBMHIB_28530(mhpB)
MHERK3U94_19595
MVMMJO54_19500
ASDAS9A_0167(mhpB)
CDRCDHC03_1946(mhpB)
CAZCARG_03190
CIICIMIT_11780(mhpB)
CMVCMUST_15055(mhpB)
CAMGCAMM_02610(mhpB)
CRFFRC0190_02102(mhpB)
CLIZG7Y31_11655
COKCOCCU_04395(mhpB)
CPOYGP475_02500
CPSLKBP54_01755
CHINJ5O04_05635
CFGCFREI_11820(mhpB)
CCAWCCANI_11925(mhpB)
CFEUCFELI_13975(mhpB)
CSUEQP029_08265
CORNBJP05_09100(mhpB)
NNONONO_c29000
NWLNWFMUON74_27410(mhpB)
NGPLTT66_34680
RHARHA1_ro00518
REBXU06_01795
RQIC1M55_01885
ROPROP_70940 ROP_pROB02-01950(nimB)
ROAPd630_LPD12024 Pd630_LPD12044
RPYY013_12695(mhpB) Y013_22370
RAVAAT18_09070(mhpB)
RHODAOT96_12350
RRT4535765_04590(mhpB_2)
RGOKYT97_18205 KYT97_21290
ROZCBI38_30650(mhpB) CBI38_32800(mhpB)
RHOPD8W71_11835
RHOUKZJ41_10195
RHOWA4U64_15525(mhpB)
RHOJJVH1_18975 JVH1_35295 JVH1_40475
RHOHCPI83_27225
RHSA3Q41_02897(mhpB)
REQREQ_30260 REQ_35200 REQ_43390
PDEFP9209_05905 P9209_10945
PSOWABI214_15965 ABI214_20485
GRUGCWB2_12150(mhpB)
GOMD7316_02168(mhpB)
GOSQAD21_20680
GOJGR168_23135
GHNMVF96_20700
SGRFSGFS_032200
SCBSCAB_2101(mhpB)
SVLStrvi_4245
SRCM271_04215
STRFASR50_31440(mhpB)
STSIA4E84_36440(mhpB)
SKYD0C37_00620 D0C37_31250
SGMGCM10017557_70860(mhpB)
SNKCP967_06150
SPHVF9278_45550
SVDCP969_02215
SLFJEQ17_44865
SAKBK1J60_43945
SLONLGI35_42250
STEEF3L20_15735
SANTQR300_03395
KBUQ4V64_45120
MCAWF6J84_03015 F6J84_14895
MSUWGCM10025863_18970
AMAUDSM26151_27930(mhpB)
ASOIMTP13_06330
AMAVGCM10025877_13300
SALCC2138_12155
SALDFVA74_01635
ARXARZXY2_3586(mhpB) ARZXY2_4003(mhpB)
AJGKKR91_14020
ASUNKG104_01730
ASUFMNQ99_15005
AKON9A08_13105
AJRN2K98_15290
ARTQCGQ24_01970(mhpB) CGQ24_03850(mhpB)
ARZAUT26_01400 AUT26_19825(mhpB)
GLUF0M17_15925
GPRJQN66_16360
GNCQQS42_16585
CCYCSCMU_38740(mhpB)
NAEBHE16_09170(mhpB)
PAEYKUF55_16780
JLIEXU32_08225
JCRO9K63_02930
RAINRai3103_02135 Rai3103_07640
NPIG7071_04135
NMARHPC71_03300 HPC71_13475
NFCKG111_16980
PSIMKR76_02285
AEZC3E78_16585
AMAZLUW76_33635 LUW76_45510 LUW76_45920
ACIROG979_00825
ACTQOG417_12805
FREFranean1_2892 Franean1_4746
FRIFraEuI1c_4094 FraEuI1c_5339
NMLNamu_1342
BLAPMVA48_07540
AMDAMED_5706(mhpB)
AMNRAM_29140(mhpB)
AMMAMES_5632(mhpB)
AMZB737_5632(mhpB)
AMQAMETH_1850(mhpB) AMETH_2409(mhpB) AMETH_4604(mhpB)
AACDLWP59_17050 LWP59_27085
APRTMUY14_09670
AMOGQRX60_28945
ACYNORV05_08325
ANWQP939_26460
PDXPsed_0217 Psed_6036
PAUTPdca_66950(mhpB)
PBROHOP40_05265 HOP40_17910 HOP40_22525 HOP40_33105 HOP40_33370
PPELH6H00_18710 H6H00_24660 H6H00_25985
PSDSK1T35_10815
KUTJJ691_41790(mhpB_1)
LEDBBK82_32635
UMERM788_13220
MCRAID554_06965 ID554_07050
VERHUT12_12185
MENOJiend_06580(mhpB)
ACTRAsp14428_11570(mhpB)
ACTEACTI_45680(mhpB)
AFSAFR_23715(mhpB)
PSUUPsuf_010520(mhpB_1) Psuf_074260(mhpB_2)
DACTKZZ52_31260
 » show all
Reference
1  [PMID:5881653]
  Authors
Dagley S, Chapman PJ, Gibson DT.
  Title
The metabolism of beta-phenylpropionic acid by an Achromobacter.
  Journal
Biochem J 97:643-50 (1965)
DOI:10.1042/bj0970643
Reference
2
  Authors
Lam W W Y, Bugg T D H.
  Title
Chemistry of extradiol aromatic ring cleavage: isolation of a stable dienol ring fission intermediate and stereochemistry of its enzymatic hydrolytic clevage.
  Journal
J Chem Soc, Chem Commun 10:1163-1164 (1994)
Reference
3  [PMID:9603882]
  Authors
Diaz E, Ferrandez A, Garcia JL.
  Title
Characterization of the hca cluster encoding the dioxygenolytic pathway for initial catabolism of 3-phenylpropionic acid in Escherichia coli K-12.
  Journal
J Bacteriol 180:2915-23 (1998)
DOI:10.1128/JB.180.11.2915-2923.1998
  Sequence
[eco:b0348]
Other DBs
ExplorEnz - The Enzyme Database: 1.13.11.16
IUBMB Enzyme Nomenclature: 1.13.11.16
ExPASy - ENZYME nomenclature database: 1.13.11.16
UM-BBD (Biocatalysis/Biodegradation Database): 1.13.11.16
BRENDA, the Enzyme Database: 1.13.11.16
CAS: 105503-63-7
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