KEGG   ENZYME: 4.4.1.36
Entry
EC 4.4.1.36                 Enzyme                                 
Name
hercynylcysteine S-oxide lyase;
egtE (gene name)
Class
Lyases;
Carbon-sulfur lyases;
Carbon-sulfur lyases (only sub-subclass identified to date)
Sysname
S-(hercyn-2-yl)-L-cysteine ergothioneine-hydroxysulfanolate-lyase
Reaction(IUBMB)
S-(hercyn-2-yl)-L-cysteine S-oxide + reduced acceptor = ergothioneine + pyruvate + NH3 + acceptor (overall reaction) [RN:R11023];
(1a) S-(hercyn-2-yl)-L-cysteine S-oxide + H2O = 2-(hydroxysulfanyl)hercynine + pyruvate + NH3 [RN:R11864];
(1b) 2-(hydroxysulfanyl)hercynine + reduced acceptor = ergothioneine + acceptor + H2O (spontaneous) [RN:R11865]
Reaction(KEGG)
Substrate
S-(hercyn-2-yl)-L-cysteine S-oxide [CPD:C20994];
reduced acceptor [CPD:C00030];
H2O [CPD:C00001];
2-(hydroxysulfanyl)hercynine [CPD:C21731]
Product
ergothioneine [CPD:C05570];
pyruvate [CPD:C00022];
NH3 [CPD:C00014];
acceptor [CPD:C00028];
2-(hydroxysulfanyl)hercynine [CPD:C21731];
H2O [CPD:C00001]
Comment
Contains pyridoxal 5'-phosphate. The enzyme, characterized from the bacterium Mycobacterium smegmatis, cayalyses the last step in the pathway of ergothioneine biosynthesis. The enzyme forms a 2-(hydroxysulfanyl)hercynine intermediate, which is reduced to ergothioneine non-enzymically by a thiol. In vitro, DTT can serve this function.
History
EC 4.4.1.36 created 2017
Pathway
ec00340  Histidine metabolism
ec01100  Metabolic pathways
Orthology
K18913  hercynylcysteine S-oxide lyase
K20247  hercynylcysteine S-oxide lyase
Genes
BBEL109476986
SCLV120332813
SPU100889686
SKO102803604
BCOO119067397 119075272
BTAB109033039
FCD110858870
HROHELRODRAFT_164009
LGILOTGIDRAFT_139590 LOTGIDRAFT_176332 LOTGIDRAFT_200298
PCAN112576125 112576242
BGT106051678 106079294
GAE121384351
HRF124142777 124142778 124142781
HRJ124271566 124271580 124271612 124284490 124284491 124284496
CRG105322307 105323235 105323290 117682288 117691666 117691669
MYI110451100 110455099 110458208
PMAX117318653 117329706
LAK106164788 106177793
EPA110246418
ATEN116303618
AMIL114953073
PDAM113671656
SPIS111345223
HMG100210723 100214466
TADTRIADDRAFT_55440
QSU111985281 111992444 112001256 112036968
KLAKLLA0_F23441g
KMXKLMA_60222
LTHKLTH0D01452g
ZROZYRO0D00440g
NCSNCAS_0A13310(NCAS0A13310)
ZMKHG535_0G00190
PPAPAS_chr4_0146
DHADEHA2D08404g DEHA2D13750g
PICPICST_61494(CSD1) PICST_64026(CSD2)
PGUPGUG_00515 PGUG_00675
SPAASPAPADRAFT_53204
LELLELG_01502
CALCAALFM_C102970WA(CaO19.2988)
CTPCTRG_04327 CTRG_04329
COTCORT_0B07210
CDUCD36_02770
CTENCANTEDRAFT_115732
YLIYALI0B19162g YALI0E09262g
CLUCLUG_03389 CLUG_04460
CLUSA9F13_01g08019 A9F13_04g00429
CAURCJI97_003327
SLBAWJ20_1152 AWJ20_5159
BNNFOA43_002865
BBRXBRETT_001493
OPAHPODL_04757
SLUDSCDLUD_000446
NCRNCU11365
NTENEUTE1DRAFT120620(NEUTE1DRAFT_120620)
SMPSMAC_07302
PANPODANSg290
TTTTHITE_2116237
MTMMYCTH_2305611
CTHRCTHT_0064590
MGRMGG_17802
PPEIPpBr36_04118
TMNUCRPA7_1289
SSCKSPSK_01141
FGRFGSG_02467
FPUFPSE_01938
FVRFVEG_09075
FOXFOXG_10426
NHENECHADRAFT_30973 NECHADRAFT_94344
TRETRIREDRAFT_59081 TRIREDRAFT_81517 TRIREDRAFT_81522
TRRM419DRAFT_103773 M419DRAFT_128151 M419DRAFT_38825
MAWMAC_01191 MAC_01192
MAJMAA_05545
CMTCCM_01645
PLJVFPFJ_09326 VFPFJ_09327
VALVDBG_00171 VDBG_08594 VDBG_09561
VDAVDAG_04794 VDAG_08264
CFJCFIO01_02949 CFIO01_06014
CLUPCLUP02_09093 CLUP02_15864
CHIGCH63R_05299
ELAUCREL1_1144 UCREL1_1461
PFYPFICI_05306
SSLSS1G_03684 SS1G_09445
BFUBCIN_02g05780 BCIN_06g02750 BCIN_12g00610
MBEMBM_00771
PSCOLY89DRAFT_690266 LY89DRAFT_790095
GLZGLAREA_05131 GLAREA_08954
ANIAN6227.2
AFMAFUA_2G13295
ACTACLA_072100
NFINFIA_055090 NFIA_088480
AORAO090026000291 AO090124000013
ANGANI_1_278024(An02g02030) ANI_1_570044(An05g02190)
AFVAFLA_006000 AFLA_009201
ALUCAKAW2_21440S AKAW2_81358S
ACHEACHE_40764A
APUUAPUU_51264S
PCSPc12g11540
PDPPDIP_79370
TMFPMAA_077410 PMAA_088810
TRGTRUGW13939_01638 TRUGW13939_10444
CIMCIMG_11468(CIMG05065)
CPWCPC735_068300
UREUREG_06489
PBLPAAG_00626
PBNPADG_06944
ABEARB_04797 ARB_07944
TVETRV_04094 TRV_07442
AJEHCAG_05962
BGHBDBG_03287
PNOSNOG_05991
PTEPTT_08491
BZECOCCADRAFT_10255 COCCADRAFT_40132
BSCCOCSADRAFT_146021 COCSADRAFT_39937
BORCOCMIDRAFT_3612 COCMIDRAFT_93151
AALTCC77DRAFT_1021437
ZTRMYCGRDRAFT_76295 MYCGRDRAFT_98380
PFJMYCFIDRAFT_187044
FFUCLAFUR5_03583 CLAFUR5_10552
BCOMBAUCODRAFT_482523 BAUCODRAFT_569258
NPAUCRNP2_4141
SPOSPBC660.12c
CNECNM00480
CNBCNBM0480
CNGCNAG_06036
CGICGB_M0410W
TMSTREMEDRAFT_43923
TVSTRAVEDRAFT_132677 TRAVEDRAFT_149895 TRAVEDRAFT_21059 TRAVEDRAFT_66595
DSQDICSQDRAFT_144288
PCOPHACADRAFT_101654 PHACADRAFT_252498
SHSSTEHIDRAFT_49054 STEHIDRAFT_60844
HIRHETIRDRAFT_444532
PSQPUNSTDRAFT_55251
ADLAURDEDRAFT_100495 AURDEDRAFT_112440
FMEFOMMEDRAFT_17166
GTRGLOTRDRAFT_131837 GLOTRDRAFT_95486
LBCLACBIDRAFT_298401
CCICC1G_05864 CC1G_10441
ABPAGABI1DRAFT105046(AGABI1DRAFT_105046)
ABVAGABI2DRAFT178673(AGABI2DRAFT_178673)
PCUBJR316_0007686 JR316_0007688
MRRMoror_11028 Moror_17878
MOREE1B28_006252 E1B28_013754
SCMSCHCO_02620269(SCHCODRAFT_02620269) SCHCO_02622385(SCHCODRAFT_02622385) SCHCO_02728826(SCHCODRAFT_02728826)
CPUTCONPUDRAFT_100373 CONPUDRAFT_100410 CONPUDRAFT_140832
SLASERLADRAFT_463739(amt2) SERLADRAFT_467071
WSEWALSEDRAFT_34212
WICJ056_003206
UMAUMAG_04128
PFPPFL1_05979
SREPTSG_01513
PTMGSPATT00020878001 GSPATT00025561001 GSPATT00030799001
SMINv1.2.000197.t1(symbB.v1.2.000197.t1)
GTTGUITHDRAFT_162917
NGRNAEGRDRAFT_33363
GAIIMCC3135_31645(iscS_3)
AMONH9L24_03590
CKEB5M06_11370
THAACFI11_23650
MTURv3700c(egtE)
MTVRVBD_3700c
MTCMT3803
MRAMRA_3736
MTFTBFG_13731
MTBTBMG_03743
MTKTBSG_03767
MTZTBXG_003714
MTGMRGA327_22790
MTIMRGA423_23330
MTECCDC5079_3431
MTURCFBS_3921
MTLCCDC5180_3382
MTOMTCTRI2_3770
MTDUDA_3700c
MTNERDMAN_4053
MTJJ112_19885
MTUBMT7199_3765
MTUEJ114_19765
MTXM943_19010
MTUHI917_25945
MTULTBHG_03635
MTUTHKBT1_3905
MTUUHKBT2_3915
MTQHKBS1_3918
MBOBQ2027_MB3726C
MBBBCG_3759c
MBTJTY_3761
MBMBCGMEX_3760c
MBKK60_038390
MBXBCGT_3562
MAFMAF_37080
MMICRN08_4079
MCEMCAN_37211
MCQBN44_120098
MCVBN43_90207
MCXBN42_90216
MCZBN45_110056
MPAMAP_0302c
MAOMAP4_3569
MAVIRC58_17735
MAVURE97_17765
MAVMAV_0403
MITOCO_03560
MIAOCU_03630
MIDMIP_00740
MYOOEM_03680
MCHIAN480_01815
MIROCQ_03580
MMALCKJ54_01720(egtE)
MMANMMAN_46320(egtE)
MSAMycsm_06026
MULMUL_4284(csdB)
MMIMMAR_5211(csdB)
MMAEMMARE11_50340(csdB)
MLIMULP_05488(csdB)
MPSEMPSD_02580(egtE)
MSHOMSHO_10460(egtE)
MMCMmcs_4878
MKMMkms_4967
MJLMjls_5246
MMMW7S_01750
MKNMKAN_13315
MYVG155_27715
MYEAB431_27320
MGOAFA91_03440
MHADB586_03760
MDXBTO20_03115
MSHGMSG_04704(egtE)
MFJMFLOJ_39090(egtE)
MSTOMSTO_42950(egtE)
MSIMMSIM_27500(egtE)
MSAKMSAS_31060(egtE)
MKUI2456_26515(egtE)
MGROFZ046_03780(egtE)
MNVMNVI_14020(egtE)
MPAGC0J29_28775(egtE)
MNMMNVM_22190(egtE)
MGORH0P51_26670(egtE)
MCOOMCOO_28630(egtE)
MBAIMB901379_04621(egtE)
MSEOMSEO_36200(egtE)
MGAUMGALJ_40170(egtE)
MLJMLAC_45750(egtE)
MBRDMBRA_18320(egtE)
MSHJMSHI_37100(egtE)
MDFK0O62_26735(egtE)
MMAMK3U93_23405(egtE)
MHOLK3U96_02230(egtE)
MSENK3U95_26765(egtE)
MPAEK0O64_26845(egtE)
MSPGF6B93_21300(egtE)
MOTLTS72_26805(egtE)
MVMMJO54_21635(egtE)
MRFMJO55_25015(egtE)
MPAAMKK62_01145(egtE)
MCROMI149_27180(egtE)
MSMMSMEG_6246
MSGMSMEI_6085
MSBLJ00_30885
MSNLI99_30890
MSHLI98_30895
MVAMvan_5482
MGIMflv_1319
MSPMspyr1_48600
MCBMycch_4827
MNED174_25550
MYNMyAD_25090
MFTXA26_56010(csdB)
MPHLMPHLCCUG_00355(egtE)
MVQMYVA_5372(csdB)
MLLB1R94_26500
MRHMycrhN_2102
MTHN4412656_04305(egtE)
MHASMHAS_03905(egtE_1)
MDUMDUV_47530(egtE)
MCHTMCHIJ_17990(egtE)
MDRMDOR_34070(egtE)
MAUUNCTC10437_05227(egtE)
MMAGMMAD_50000(egtE)
MMORMMOR_09320(egtE)
MFXMFAL_07430(egtE)
MAICMAIC_03610(egtE)
MALVMALV_39960(egtE)
MTYMTOK_19930(egtE)
MPSCMPSYJ_14340(egtE)
MARZMARA_45930(egtE)
MGADMGAD_39060(egtE)
MHEVMHEL_26120(egtE)
MSARMSAR_12280(egtE)
MANYMANY_34880(egtE)
MAUBMAUB_28580(egtE)
MPOFMPOR_01110(egtE)
MPHUMPHO_41600(egtE)
MMUCC1S78_026755(egtE)
MMATMMAGJ_31220(egtE)
MBOKMBOE_07320(egtE)
MFGK6L26_04020(egtE)
MSEIMSEDJ_04740(egtE)
MFLVNCTC10271_00328(egtE)
MCEEMCEL_35700(egtE)
MABMAB_0373
MMVMYCMA_0197
MABBMASS_0369
MABLMMASJCM_0365
MIZBAB75_02385
MSTEMSTE_00332(egtE)
MSAOMYCSP_01635
MSALDSM43276_00323(egtE)
MJDJDM601_3980(csdB)
MTER4434518_03927(csdB)
MMINMMIN_14000(egtE)
MHIBMHIB_32400(egtE)
ASDAS9A_3384
GBRGbro_4836
GPOGPOL_c50050
GORKTR9_4734
GOQACH46_20600
GTABCM27_25095
GOCCXX93_03100
GITC6V83_01395
GRUGCWB2_23745(egtE)
GOMD7316_03608(egtE)
GAVC5O27_04750
GODGKZ92_22645
GAMGII34_00370
GPDGII33_00350
GJIH1R19_22965
GOILK459_09470
GHNMVF96_23695
GAMIIHQ52_04320
GMGNWF22_10175
LMOIVV02_12395
SROSros_0328
NOABKM31_30890
NCXNocox_11940(egtE)
NGNLCN96_14320
FRAFrancci3_1683
FREFranean1_2218
FRIFraEuI1c_4824
FALFRAAL4529
GOBGobs_0198
BSDBLASA_0175
BLAPMVA48_15475(egtE)
MMARMODMU_0215(csdB)
KRAKrad_0981
SSYIEKG83_28410
AYMYM304_00210
 » show all
Reference
1  [PMID:20420449]
  Authors
Seebeck FP
  Title
In vitro reconstitution of Mycobacterial ergothioneine biosynthesis.
  Journal
J Am Chem Soc 132:6632-3 (2010)
DOI:10.1021/ja101721e
  Sequence
Reference
2  [PMID:24828577]
  Authors
Pluskal T, Ueno M, Yanagida M
  Title
Genetic and metabolomic dissection of the ergothioneine and selenoneine biosynthetic pathway in the fission yeast, S. pombe, and construction of an overproduction system.
  Journal
PLoS One 9:e97774 (2014)
DOI:10.1371/journal.pone.0097774
  Sequence
Reference
3  [PMID:26149121]
  Authors
Song H, Hu W, Naowarojna N, Her AS, Wang S, Desai R, Qin L, Chen X, Liu P.
  Title
Mechanistic studies of a novel C-S lyase in ergothioneine biosynthesis: the involvement of a sulfenic acid intermediate.
  Journal
Sci Rep 5:11870 (2015)
DOI:10.1038/srep11870
Other DBs
ExplorEnz - The Enzyme Database: 4.4.1.36
IUBMB Enzyme Nomenclature: 4.4.1.36
ExPASy - ENZYME nomenclature database: 4.4.1.36
BRENDA, the Enzyme Database: 4.4.1.36

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