KEGG ENZYME: 4.4.1.36

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)

R11023 R11864 R11865

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

BBEL:

109476986

SCLV:

120332813

SPU:

100889686

LPIC:

129277812

AJJ:	139963402 139964250

ARUN:

117298405 117302963

AAMU:

139945586 139947904

AFIL:

140136892 140136911 140136912 140137411 140164695

PFLL:

139113980 139114409 139114410 139114527 139114547 139115020 139152535

BCOO:

119067397 119075272

BTAB:

109033039

FCD:

110858870

TCF:

131885552

HRO:	HELRODRAFT_164009

LGI:	LOTGIDRAFT_139590 LOTGIDRAFT_176332 LOTGIDRAFT_200298

PCAN:

112576125 112576242

LSAX:

138949278

BGT:	106051678 106079294

GAE:

121384351

HRF:	124142777 124142778 124142781

HRJ:	124271566 124271580 124271612 124284490 124284491 124284496

HASI:

137271733 137272468 137273575

HCRA:

139458899 139459618 139459620

CRG:	105322307 105323235 117682288 136275363

CANU:

128174327 128174350 128183753 128185540 128191759

CVN:	111102466 111111292 111122829 111131052 111131060 111131074 111131094

OED:	125645721 125645722 125645723 125647413 125648281

MYI:	110451100 110455099 110458208

PMAX:

117318653 117329706

AIRR:

138306702 138306716 138306750 138321310 138328459

RPHI:

132739915 132746714

LJP:

135480892

LAK:	106164788 106177793

EPA:

110246418

ATEN:

116303618

AMIL:

114953073

MCAZ:

138030779 138030788

MFOO:

137993730

PDAM:

113671656

SPIS:

111345223

HMG:	100210723 100214466

HSY:

130625305

RES:

135692740

TAD:	TRIADDRAFT_55440

KLA:	KLLA0_F23441g

KMX:	KLMA_60222

LTH:	KLTH0D01452g

ZRO:	ZYRO0D00440g

NCS:	NCAS_0A13310(NCAS0A13310)

ZMK:	HG535_0G00190

SLUD:

SCDLUD_000446

DHA:	DEHA2D08404g DEHA2D13750g

PIC:	PICST_61494(CSD1) PICST_64026(CSD2)

PGU:	PGUG_00515 PGUG_00675

SPAA:

SPAPADRAFT_53204

LEL:	PVL30_001473

LBG:	92208107(LODBEIA_P29110)

CAL:	CAALFM_C102970WA(CaO19.2988)

CTP:	CTRG_04327 CTRG_04329

COT:	CORT_0B07210

CDU:	CD36_02770

CTEN:

18247992(PSN45_000998)

CLU:	CLUG_03389 CLUG_04460

CLUS:

A9F13_01g08019 A9F13_04g00429

CAUR:

CJI96_0001789

ASAU:

88172211(PUMCH_001144) 88176213(PUMCH_005155)

PPA:	PAS_chr4_0146

BNN:	FOA43_002865

BBRX:

BRETT_001493

OPA:	HPODL_04757

YLI:	2906852(YALI2_C00696g) 2912527(YALI2_E01575g)

SLB:	AWJ20_1152 AWJ20_5159

NCR:

NCU11365

NTE:	NEUTE1DRAFT120620(NEUTE1DRAFT_120620)

SMP:	10805379(SMAC4_07302)

PAN:	PODANSg290

PBEL:

QC761_300210

PPSD:

QC762_300210

PPSP:

QC763_300210

PPSA:

QC764_300210

TTT:	THITE_2116237

MTM:	MYCTH_2305611

CTHR:

CTHT_0064590

RTHE:

98126433(VTJ83DRAFT_5213)

MGR:

MGG_17802

PPEI:

PpBr36_04118

PGRI:

PgNI_11180

TMN:	UCRPA7_1289

SSCK:

SPSK_01141

FGR:	FGSG_02467

FPU:	FPSE_01938

FPOA:

FPOAC1_002584

FVN:	FVRRES_02877

FVR:	FVEG_09075

FOX:	FOXG_10426

NHE:	NECHADRAFT_30973 NECHADRAFT_94344

FFC:	NCS54_00177800 NCS54_00810700

FKR:	NCS57_00175200 NCS57_00853900

FMU:	J7337_005316

TRE:	TRIREDRAFT_59081 TRIREDRAFT_81517 TRIREDRAFT_81522

TRR:	M419DRAFT_103773 M419DRAFT_128151 M419DRAFT_38825

TATV:

25777385(TrAtP1_005413) 25779321(TrAtP1_003059)

TASP:

36611022(TrAFT101_011770) 36613702(TrAFT101_006770)

MAW:	19245502(J3458_004457) 19245503(HST3_1)

MAJ:

MAA_05545

PCHM:

VFPPC_03192

CMT:

CCM_01645

AMUS:

LMH87_003440 LMH87_003777 LMH87_003790

PLJ:	28891447(PLICBS_010478) 28891448(PLICBS_010477)

PTKZ:

JDV02_002367

VAL:	VDBG_00171 VDBG_08594 VDBG_09561

VDA:	VDAG_04794 VDAG_08264

CFJ:	CFIO01_02949 CFIO01_06014

CLUP:

CLUP02_09093 CLUP02_15864

CHIG:

CH63R_05299

CDET:

87942385(CDEST_05882)

ELA:	UCREL1_1144 UCREL1_1461

PFY:	PFICI_05306

SSL:	SS1G_03684 SS1G_09445

BFU:	BCIN_02g05780 BCIN_06g02750 BCIN_12g00610

MBE:

MBM_00771

PSCO:

LY89DRAFT_690266 LY89DRAFT_790095

GLZ:	GLAREA_05131 GLAREA_08954

ANI:	ANIA_06227

AFM:	AFUA_2G13295

ACT:	ACLA_072100

NFI:	NFIA_055090 NFIA_088480

AOR:	AO090026000291 AO090124000013

ANG:	An02g02030 An05g02190

AFV:	AFLA_006000 AFLA_009201

ALUC:

AKAW2_21440S AKAW2_81358S

ACHE:

ACHE_40764A

APUU:

APUU_51264S

PCS:	N7525_001428

PDP:	PDIP_79370

POU:	POX_a01292 POX_c04234

TMF:	EYB26_003811 EYB26_004916

TRG:	TRUGW13939_01638 TRUGW13939_10444

CIM:	CIMG_11468(CIMG05065)

CPW:	9696787(D8B26_000431)

URE:	UREG_06489

ABE:	ARB_04797 ARB_07944

TVE:	TRV_04094 TRV_07442

PBL:	PAAG_00626

PBN:	PADG_06944

AJE:	HCAG_05962

BGH:	BDBG_03287

PNO:	SNOG_05991

PTE:

PTT_08491

PTRR:

6343342(PtrM4_121290)

BZE:	COCCADRAFT_10255 COCCADRAFT_40132

BSC:	COCSADRAFT_146021 COCSADRAFT_39937

BOR:	COCMIDRAFT_3612 COCMIDRAFT_93151

AALT:

CC77DRAFT_1021437

ADAC:

96086195(ACET3X_005873)

ARAB:

EKO05_0000929

ZTR:	MYCGRDRAFT_76295 MYCGRDRAFT_98380

PFJ:	MYCFIDRAFT_187044

FFU:	CLAFUR5_03583 CLAFUR5_10552

CBET:

CB0940_03710 CB0940_11869

BCOM:

BAUCODRAFT_482523 BAUCODRAFT_569258

NPA:	UCRNP2_4141

SPO:	2541092(egt2)

SOM:	SOMG_02169(egt2)

CNE:

CNM00480

CNB:

CNBM0480

CNG:	CNAG_06036

CGI:	CGB_M0410W

CDEU:

CNBG_4770

CDEP:

91090078(L203_105869)

KMG:	30165734(I203_100207)

KNE:	92181892(IAR55_004634)

TMS:	TREMEDRAFT_43923

CCAC:

CcaHIS019_0305000(CcaverHIS019_0305000) CcaHIS019_0403390(CcaverHIS019_0403390)

TVS:	TRAVEDRAFT_132677 TRAVEDRAFT_149895 TRAVEDRAFT_21059 TRAVEDRAFT_66595

DSQ:	DICSQDRAFT_144288

PCO:	PHACADRAFT_101654 PHACADRAFT_252498

SHS:	STEHIDRAFT_49054 STEHIDRAFT_60844

HIR:	HETIRDRAFT_444532

PSQ:	PUNSTDRAFT_55251

ADL:	AURDEDRAFT_100495 AURDEDRAFT_112440

FME:	FOMMEDRAFT_17166

GTR:	GLOTRDRAFT_131837 GLOTRDRAFT_95486

LBC:	LACBIDRAFT_298401

CCI:	CC1G_05864 CC1G_10441

ABP:	AGABI1DRAFT105046(AGABI1DRAFT_105046)

ABV:	AGABI2DRAFT178673(AGABI2DRAFT_178673)

PCUB:

JR316_0007686 JR316_0007688

MRR:	Moror_11028 Moror_17878

E1B28_006252 E1B28_013754

SCM:	SCHCO_02620269(SCHCODRAFT_02620269) SCHCO_02622385(SCHCODRAFT_02622385) SCHCO_02728826(SCHCODRAFT_02728826)

CPUT:

CONPUDRAFT_100373 CONPUDRAFT_100410 CONPUDRAFT_140832

SLA:	SERLADRAFT_463739(amt2) SERLADRAFT_467071

WSE:	WALSEDRAFT_34212

WIC:	J056_003206

UMA:	UMAG_04128

PFP:	PFL1_05979

SGRA:

EX895_001576

RIE:	OCT59_009189

SRE:	PTSG_01513

PTM:	GSPATT00020878001 GSPATT00025561001

NGR:	NAEGRDRAFT_33363

GTT:	GUITHDRAFT_162917

THAA:

CFI11_23650

MTU:	Rv3700c(egtE)

MTV:	RVBD_3700c

MTC:

MT3803

MRA:

MRA_3736

MTF:	TBFG_13731

MTB:	TBMG_03743

MTK:	TBSG_03767

MTZ:	TBXG_003714

MTG:	MRGA327_22790

MTI:	MRGA423_23330

MTE:	CCDC5079_3431

MTUR:

CFBS_3921

MTL:	CCDC5180_3382

MTO:	MTCTRI2_3770

MTD:

UDA_3700c

MTN:	ERDMAN_4053

MTJ:	J112_19885

MTUB:

MT7199_3765

MTUE:

J114_19765

MTX:	M943_19010

MTUH:

I917_25945

MTUL:

TBHG_03635

MTUT:

HKBT1_3905

MTUU:

HKBT2_3915

MTQ:	HKBS1_3918

MBO:	BQ2027_MB3726C(egtE)

MBB:

BCG_3759c

MBT:

JTY_3761

MBM:	BCGMEX_3760c

MBK:	K60_038390

MBX:

BCGT_3562

MAF:

MAF_37080

MMIC:

RN08_4079

MCE:	MCAN_37211

MCQ:	BN44_120098

MCV:	BN43_90207

MCX:	BN42_90216

MCZ:	BN45_110056

MORY:

MO_003856(egtE)

MPA:

MAP_0302c

MAO:

MAP4_3569

MAVI:

RC58_17735

MAVU:

RE97_17765

MAV:

MAV_0403

MAVM:

MAA44156_00115(egtE)

MIT:

OCO_03560

MIA:

OCU_03630

MID:

MIP_00740

MYO:

OEM_03680

MCHI:

AN480_01815

MIR:

OCQ_03580

MMAL:

CKJ54_01720(egtE)

MMAN:

MMAN_46320(egtE)

MSER:

MTY59_22580(egtE)

MSA:	Mycsm_06026

MUL:	MUL_4284(csdB)

MMI:	MMAR_5211(csdB)

MMAE:

MMARE11_50340(csdB)

MLI:	MULP_05488(csdB)

MPSE:

MPSD_02580(egtE)

MSHO:

MSHO_10460(egtE)

MMC:

Mmcs_4878

MKM:

Mkms_4967

MJL:

Mjls_5246

MMM:

W7S_01750

MKN:	MKAN_13315

MYV:	G155_27715

MYE:	AB431_27320

MHAD:

B586_03760

MDX:	BTO20_03115

MSHG:

MSG_04704(egtE)

MFJ:	MFLOJ_39090(egtE)

MSTO:

MSTO_42950(egtE)

MSIM:

MSIM_27500(egtE)

MSAK:

MSAS_31060(egtE)

MKU:	I2456_26515(egtE)

MLW:	MJO58_25935(egtE)

MNV:	MNVI_14020(egtE)

MPAG:

C0J29_28775(egtE)

MNM:	MNVM_22190(egtE)

MGOR:

H0P51_26670(egtE)

MCOO:

MCOO_28630(egtE)

MBAI:

MB901379_04621(egtE)

MSEO:

MSEO_36200(egtE)

MGAU:

MGALJ_40170(egtE)

MLJ:	MLAC_45750(egtE)

MBRD:

MBRA_18320(egtE)

MSHJ:

MSHI_37100(egtE)

MMAM:

K3U93_23405(egtE)

MSPG:

F6B93_21300(egtE)

MOT:	LTS72_26805(egtE)

MPAA:

MKK62_01145(egtE)

MMEH:

M5I08_01180(egtE)

MKY:	IWGMT90018_59410(egtE)

MADI:

A7U43_05440

MWU:	PT015_16275(egtE)

MYW:	BVC93_10335

MYJ:	BCA37_01635

MSM:	MSMEG_6246

MSG:	MSMEI_6085

MSB:	LJ00_30885

MSN:	LI99_30890

MSH:	LI98_30895

MVA:

Mvan_5482

MGI:

Mflv_1319

MSP:	Mspyr1_48600

MCB:	Mycch_4827

MNE:	D174_25550

MYN:	MyAD_25090

MFT:	XA26_56010(csdB)

MPHL:

MPHLCCUG_00355(egtE)

MVQ:	MYVA_5372(csdB)

MLL:	B1R94_26500

MRH:	MycrhN_2102

MTHN:

4412656_04305(egtE)

MHAS:

MHAS_03905(egtE_1)

MDU:	MDUV_47530(egtE)

MCHT:

MCHIJ_17990(egtE)

MDR:	MDOR_34070(egtE)

MAUU:

NCTC10437_05227(egtE)

MMAG:

MMAD_50000(egtE)

MMOR:

MMOR_09320(egtE)

MFX:	MFAL_07430(egtE)

MAIC:

MAIC_03610(egtE)

MALV:

MALV_39960(egtE)

MTY:	MTOK_19930(egtE)

MPSC:

MPSYJ_14340(egtE)

MARZ:

MARA_45930(egtE)

MGAD:

MGAD_39060(egtE)

MHEV:

MHEL_26120(egtE)

MSAR:

MSAR_12280(egtE)

MANY:

MANY_34880(egtE)

MAUB:

MAUB_28580(egtE)

MPOF:

MPOR_01110(egtE)

MPHU:

MPHO_41600(egtE)

MMUC:

C1S78_026755(egtE)

MMAT:

MMAGJ_31220(egtE)

MBOK:

MBOE_07320(egtE)

MFG:	K6L26_04020(egtE)

MSEI:

MSEDJ_04740(egtE)

MFLV:

NCTC10271_00328(egtE)

MCEE:

MCEL_35700(egtE)

MMON:

EWR22_26355(egtE)

MGO:	AFA91_03440

MHOL:

K3U96_02230(egtE)

MSEN:

K3U95_26765(egtE)

MPAE:

K0O64_26845(egtE)

MRF:	MJO55_25015(egtE)

MDF:	K0O62_26735(egtE)

MCRO:

MI149_27180(egtE)

MGRO:

FZ046_03780(egtE)

MAUS:

JN090_27400(egtE)

MFRE:

EXE63_17405(egtE)

MBUG:

MU0053_000248(egtE)

MAB:

MAB_0373

MMV:	MYCMA_0197

MABB:

MASS_0369

MABL:

MMASJCM_0365

MIZ:	BAB75_02385

MSTE:

MSTE_00332(egtE)

MSAO:

MYCSP_01635

MSAL:

DSM43276_00323(egtE)

MJD:	JDM601_3980(csdB)

MTER:

4434518_03927(csdB)

MMIN:

MMIN_14000(egtE)

MHIB:

MHIB_32400(egtE)

MVM:	MJO54_21635(egtE)

ASD:

AS9A_3384

RANT:

RHODO2019_04145

WHR:	OG579_12400

GBR:

Gbro_4836

GPO:	GPOL_c50050

GOR:

KTR9_4734

GOQ:	ACH46_20600

GTA:	BCM27_25095

GOC:	CXX93_03100

GIT:	C6V83_01395

GRU:	GCWB2_23745(egtE)

GOM:	D7316_03608(egtE)

GAV:	C5O27_04750

GOD:	GKZ92_22645

GOS:	QAD21_23620

GOJ:	GR168_22775

GAM:	GII34_00370

GPD:	GII33_00350

GJI:	H1R19_22965

GOI:	LK459_09470

GHN:	MVF96_23695

GAMI:

IHQ52_04320

GMG:	NWF22_10175

GSI:	P5P27_19050

GOO:	HUN08_18155

GOP:	ACE11G_00115

LMOI:

VV02_12395

SRO:

Sros_0328

NOA:	BKM31_30890

NCX:	Nocox_11940(egtE)

NGN:	LCN96_14320

NFS:	OIE67_32520(egtE)

FRA:	Francci3_1683

FAL:

FRAAL4529

FRE:	Franean1_2218

FRI:	FraEuI1c_4824

GOB:

Gobs_0198

BSD:	BLASA_0175

BLAP:

MVA48_15475(egtE)

BBRG:

U6N30_31220

BMON:

ABDB74_00805(egtE)

MMAR:

MODMU_0215(csdB)

MOM:	KUM42_11310(egtE)

KRA:

Krad_0981

SSYI:

EKG83_28410

KUT:	JJ691_02660

KBR:	Q4V65_40860

AYM:	YM304_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

[msm:MSMEG_6246]

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

[spo:2541092]

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