KEGG   ENZYME: 4.4.1.37Help
Entry
EC 4.4.1.37                 Enzyme                                 

Name
pyridinium-3,5-bisthiocarboxylic acid mononucleotide synthase;
LarE;
P2CMN sulfurtransferase;
pyridinium-3,5-biscarboxylic acid mononucleotide sulfurtransferase;
P2TMN synthase
Class
Lyases;
Carbon-sulfur lyases;
Carbon-sulfur lyases (only sub-subclass identified to date)
BRITE hierarchy
Sysname
[LarE]-S-[1-(5-O-phosphono-beta-D-ribofuranosyl)-5-(sulfanylcarbonyl)pyridin-1-ium-3-carbonyl]-L-cysteine pyridin-1-ium-3,5-dicarbothioate-mononucleotide-lyase (ATP-consuming)
Reaction(IUBMB)
(1) [LarE]-L-cysteine + pyridin-1-ium-3,5-dicarboxylate mononucleotide + ATP = [LarE]-dehydroalanine + pyridin-1-ium-3-carboxylate-5-thiocarboxylate mononucleotide + AMP + diphosphate (overall reaction) [RN:R12062];
(1a) ATP + pyridin-1-ium-3,5-dicarboxylate mononucleotide = diphosphate + 5-carboxy-1-(5-O-phospho-beta-D-ribofuranosyl)pyridin-1-ium-3-carbonyl adenylate [RN:R12059];
(1b) 5-carboxy-1-(5-O-phospho-beta-D-ribofuranosyl)pyridin-1-ium-3-carbonyl adenylate + [LarE]-L-cysteine = AMP + [LarE]-S-[5-carboxy-1-(5-O-phosphono-beta-D-ribofuranosyl)pyridin-1-ium-3-carbonyl]-L-cysteine [RN:R12060];
(1c) [LarE]-S-[5-carboxy-1-(5-O-phosphono-beta-D-ribofuranosyl)pyridin-1-ium-3-carbonyl]-L-cysteine = [LarE]-dehydroalanine + pyridin-1-ium-3-carboxylate-5-thiocarboxylate mononucleotide [RN:R12061];
(2) [LarE]-L-cysteine + pyridin-1-ium-3-carboxylate-5-thiocarboxylate mononucleotide + ATP = [LarE]-dehydroalanine + pyridin-1-ium-3,5-bisthiocarboxylate mononucleotide + AMP + diphosphate (overall reaction) [RN:R12066];
(2a) ATP + pyridin-1-ium-3-carboxylate-5-thiocarboxylate mononucleotide = diphosphate + 1-(5-O-phospho-beta-D-ribofuranosyl)-5-(sulfanylcarbonyl)pyridin-1-ium-3-carbonyl adenylate [RN:R12063];
(2b) 1-(5-O-phospho-beta-D-ribofuranosyl)-5-(sulfanylcarbonyl)pyridin-1-ium-3-carbonyl adenylate + [LarE]-L-cysteine = AMP + [LarE]-S-[1-(5-O-phosphono-beta-D-ribofuranosyl)-5-(sulfanylcarbonyl)pyridin-1-ium-3-carbonyl]-L-cysteine [RN:R12064];
(2c) [LarE]-S-[1-(5-O-phosphono-beta-D-ribofuranosyl)-5-(sulfanylcarbonyl)pyridin-1-ium-3-carbonyl]-L-cysteine = [LarE]-dehydroalanine + pyridin-1-ium-3,5-bisthiocarboxylate mononucleotide [RN:R12065]
Reaction(KEGG)
Substrate
[LarE]-L-cysteine;
pyridin-1-ium-3,5-dicarboxylate mononucleotide [CPD:C21851];
ATP [CPD:C00002];
5-carboxy-1-(5-O-phospho-beta-D-ribofuranosyl)pyridin-1-ium-3-carbonyl adenylate [CPD:C21877];
[LarE]-S-[5-carboxy-1-(5-O-phosphono-beta-D-ribofuranosyl)pyridin-1-ium-3-carbonyl]-L-cysteine;
pyridin-1-ium-3-carboxylate-5-thiocarboxylate mononucleotide [CPD:C21878];
1-(5-O-phospho-beta-D-ribofuranosyl)-5-(sulfanylcarbonyl)pyridin-1-ium-3-carbonyl adenylate [CPD:C21879];
[LarE]-S-[1-(5-O-phosphono-beta-D-ribofuranosyl)-5-(sulfanylcarbonyl)pyridin-1-ium-3-carbonyl]-L-cysteine
Product
[LarE]-dehydroalanine;
pyridin-1-ium-3-carboxylate-5-thiocarboxylate mononucleotide [CPD:C21878];
AMP [CPD:C00020];
diphosphate [CPD:C00013];
5-carboxy-1-(5-O-phospho-beta-D-ribofuranosyl)pyridin-1-ium-3-carbonyl adenylate [CPD:C21877];
[LarE]-S-[5-carboxy-1-(5-O-phosphono-beta-D-ribofuranosyl)pyridin-1-ium-3-carbonyl]-L-cysteine;
pyridin-1-ium-3,5-bisthiocarboxylate mononucleotide [CPD:C21767];
1-(5-O-phospho-beta-D-ribofuranosyl)-5-(sulfanylcarbonyl)pyridin-1-ium-3-carbonyl adenylate [CPD:C21879];
[LarE]-S-[1-(5-O-phosphono-beta-D-ribofuranosyl)-5-(sulfanylcarbonyl)pyridin-1-ium-3-carbonyl]-L-cysteine
Comment
This enzyme, found in Lactobacillus plantarum, is involved in the biosynthesis of a nickel-pincer cofactor. The process starts when one enzyme molecule adenylates pyridinium-3,5-dicarboxylate mononucleotide (P2CMN) and covalently binds the adenylated product to an intrinsic cysteine residue. Next, the enzyme cleaves the carbon-sulfur bond, liberating pyridinium-3-carboxylate-5-thiocarboxylate mononucleotide (PCTMN) and leaving a 2-aminoprop-2-enoate (dehydroalanine) residue attached to the protein. Since the cysteine residue is not regenerated in vivo, the enzyme is inactivated during the process. A second enzyme molecule then repeats the process with PCTMN, adenylating it and covalently binding it to the same cysteine residue, followed by liberation of pyridinium-3,5-bisthiocarboxylate mononucleotide (P2TMN) and the inactivation of the second enzyme molecule.
History
EC 4.4.1.37 created 2018
Orthology
K06864  pyridinium-3,5-biscarboxylic acid mononucleotide sulfurtransferase
Genes
TCI: A7K98_01710
VSH: BSZ05_17080
CATE: C2869_06445 C2869_22210
GAI: IMCC3135_06240
KUS: B9G99_09400
KMA: B9H00_05450
KUY: FY550_02755(larE)
AVR: B565_3117
AVO: AMS64_18350
AMED: B224_4192
WSU: WS0138
CGRA: CGRAC_1983
CSPF: CSF_0736
SDL: Sdel_1279
SMUL: SMUL_1676
SHAL: SHALO_1631
SULJ: SJPD1_1638
GSU: GSU0536
GME: Gmet_2987
GUR: Gura_3906
GLO: Glov_2938
GBM: Gbem_0361
GEO: Geob_1404
GEM: GM21_0342
GEB: GM18_0439
PCA: Pcar_2431
PPD: Ppro_1049
DEU: DBW_3157
DVU: DVU2939
DVL: Dvul_0429
DVM: DvMF_1465
DDE: Dde_3008
DDS: Ddes_0092
DMA: DMR_16550
DGG: DGI_1164
DTR: RSDT_0256
DFL: DFE_2711
DAS: Daes_0011
DPI: BN4_20236
PPRF: DPRO_1954
DBA: Dbac_0017
DRT: Dret_2468
DPS: DP2170
DSF: UWK_02634
DOL: Dole_1596
DAL: Dalk_2473
ADE: Adeh_1542
MXA: MXAN_4063
SCL: sce5850
HOH: Hoch_4189
SAT: SYN_00475
SFU: Sfum_1060
DAX: FDQ92_09505(larE)
DBR: Deba_1477
BSED: DN745_16030(larE)
SNO: Snov_3498
MET: M446_3800
MOR: MOC_1719
RBM: TEF_02790
MALG: MALG_04019
BLAS: BSY18_3645
MGM: Mmc1_3710
BMQ: BMQ_3431
BMD: BMD_3422
BAG: Bcoa_1741
GKA: GK1965
GTN: GTNG_1864
HLI: HLI_15690
SEP: SE0373
SER: SERP0255
SEPP: SEB_00295
SEPS: DP17_1680
SSP: SSP0176
SPAS: STP1_1687
SKL: C7J89_02925(larE)
PMW: B2K_16835
COH: EAV92_16205(larE)
SPAE: E2C16_10330(larE)
PANC: E2636_15535(larE)
LPL: lp_0109(larE)
LPJ: JDM1_0110
LPT: zj316_0318(larE)
LPZ: Lp16_0102
LSA: LCA_0790
LBR: LVIS_1852
LCS: LCBD_p44
LFE: LAF_1729
LFR: LC40_1098
LFF: LBFF_1912
PPE: PEPE_1690
PPEN: T256_08315
PCE: PECL_1779
CAC: CA_C0775
CAE: SMB_G0791
CAY: CEA_G0786
CBE: Cbei_0560
CBZ: Cbs_0560
CKL: CKL_2501
CKR: CKR_2212
CTYK: CTK_C22000
AMT: Amet_0482
CALE: FDN13_14140(larE)
CRS: FQB35_14405(larE)
CTH: Cthe_1841
HSC: HVS_07435
CCE: Ccel_0923
CCEL: CCDG5_1156
CAPR: EQM14_02360(larE) EQM14_12585(larE)
BPB: bpr_I1983
BFI: CIY_11370
BHU: bhn_I0284
RIX: RO1_19180
CCT: CC1_07280
RTO: RTO_25320
BPRO: PMF13cell1_04356(nadE_2)
EHL: EHLA_1081
PXV: FXF36_11035(larE)
LBW: C3V36_11975(larE)
PDC: CDIF630_01977(larE)
SLP: Slip_1661
DSY: DSY3982
DHD: Dhaf_1385
DRM: Dred_0151
DAE: Dtox_2118
DAU: Daud_2226
SGY: Sgly_2368
HMO: HM1_1687
ELM: ELI_0450
EMT: CPZ25_014820(larE)
OVA: OBV_12500
OBJ: EIO64_06800(larE)
CTHM: CFE_2757
MDV: C5Q96_07585(larE)
AMIJ: EQM06_00140(larE)
BPRS: CK3_07910
TTE: TTE0769
THX: Thet_0714
TIT: Thit_0727
MTA: Moth_2511
CCHA: ELD05_07750(larE) ELD05_08065(larE)
TOC: Toce_0386
TTM: Tthe_1034
TSH: Tsac_1491
HALS: D7D81_09415(larE)
APR: Apre_1704
VPR: Vpar_0987
MED: MELS_2163
MEG: DKB62_10865(larE)
MHG: MHY_28770
PFT: JBW_02956
STED: SPTER_04730(larE)
AIN: Acin_0148
CGT: cgR_2379
CEF: CE2359
SLE: sle_12210(sle_12210)
SNZ: DC008_00245(larE)
BSAU: DWV08_13400(larE)
BRR: C1N80_03100(larE)
SERJ: SGUI_3205
ORN: DV701_00855(larE)
ORZ: FNH13_03630(larE)
GEZ: FE251_10195(larE)
PACD: EGX94_05515(larE)
MPH: MLP_05660
MIK: FOE78_14115(larE)
NDK: I601_0491(gph_1)
ACTW: F7P10_09295(larE)
GOB: Gobs_1558
MMAR: MODMU_4370
AMD: AMED_3082
AMN: RAM_15675
AMM: AMES_3048
AMZ: B737_3049
PDX: Psed_1615
PSEE: FRP1_11810
PAUT: Pdca_54860
ASE: ACPL_3389
ACTN: L083_6347
AFS: AFR_19500
ACTS: ACWT_3261
CAI: Caci_4914
SNA: Snas_6080
FLH: EJ997_03655(larE)
RXY: Rxyl_1079
AFO: Afer_1841
ELE: Elen_1058
AEQ: AEQU_0759
SYN: slr1717
SYY: SYNGTS_1329(slr1717)
SYT: SYNGTI_1329(slr1717)
SYS: SYNPCCN_1328(slr1717)
SYQ: SYNPCCP_1328(slr1717)
SYO: C7I86_06890(larE)
SYW: SYNW2051
SYC: syc0168_c
SYG: sync_0454
CYA: CYA_0568
CYB: CYB_1309
SYNR: KR49_11030
SYND: KR52_00470
TEL: tll1241
HHG: XM38_044690(nadE_2)
PSER: ABRG53_1561(exsB)
PMA: Pro_1726
PMM: PMM1571
PMT: PMT_1717
PRC: EW14_1929
PRM: EW15_2090
AMR: AM1_5419
MAR: MAE_02020
MPK: VL20_6280
ENN: FRE64_09745(larE)
CYT: cce_0166
TER: Tery_4689
GVI: gll2047
GLJ: GKIL_1205
ANA: alr1286
AVA: Ava_3010
NAZ: Aazo_2203
CALH: IJ00_10880
NSP: BMF81_01729(nadE_2)
DOU: BMF77_04593(nadE_2)
CTHE: Chro_0658
CEO: ETSB_1369
RCA: Rcas_1629
TRO: trd_0620
KBS: EPA93_43495(larE)
TTR: Tter_1708
CAA: Caka_1889
AMU: Amuc_1595
AGL: PYTT_2054
VBS: EGM51_10255(larE)
RBA: RB5730
PSL: Psta_4402
PLM: Plim_2185
TTF: THTE_2519
RUL: UC8_35910
IPA: Isop_1940
SACI: Sinac_0253
PBOR: BSF38_03270(nadE_1)
TPED: TPE_1023
ACA: ACP_0085
TALB: FTW19_20105(larE)
ABAS: ACPOL_5634
SUS: Acid_3974
EPO: Epro_1180
ETI: RSTT_618
RSD: TGRD_657
FUL: C4N20_13055(larE)
TLI: Tlie_1862
SBR: SY1_06510
GBA: J421_2914
FOP: FNB79_14670(larE)
TLE: Tlet_0612
TME: Tmel_1605
TAF: THA_1812
THER: Y592_08835
FNO: Fnod_1080
PMO: Pmob_0537
MARN: LN42_07455
DTN: DTL3_0587
KOL: Kole_2141
DTU: Dtur_1769
NDE: NIDE3731
NJA: NSJP_0489
MJA: MJ_0830
MMP: MMP1239
MMD: GYY_07030
MAE: Maeo_0184
MVO: Mvol_0156
MTH: MTH_990
METC: MTCT_0899
METE: tca_00952(tilS)
MSI: Msm_0482
MRU: mru_0666
MEB: Abm4_0396
MOL: YLM1_0307
METH: MBMB1_0457
MFC: BRM9_1801
MCUB: MCBB_0420
MFV: Mfer_0481
MKA: MK0071
FPL: Ferp_2505
GAC: GACE_0076
GAH: GAH_00296
MEAR: Mpt1_c07910(guaAB1)
MARC: AR505_1594
MAC: MA_0240
MBAR: MSBR2_2058
MMA: MM_1520
MMAC: MSMAC_3167
METM: MSMTP_3045
MTHE: MSTHC_1241
MTHR: MSTHT_2045
MHOR: MSHOH_3885
MFZ: AOB57_009540(larE)
MBU: Mbur_1431
MMH: Mmah_0379
MPY: Mpsy_2077
MTP: Mthe_0693
MCJ: MCON_2758
MHI: Mhar_2227
MHU: Mhun_2185
MLA: Mlab_0368
MEMA: MMAB1_1090
MPI: Mpet_2672
MBN: Mboo_2123
MPD: MCP_2272
HMA: rrnAC2860(trmU)
HHI: HAH_0136(trmU)
NMO: Nmlp_3774
HUT: Huta_1028
HTI: HTIA_0886
HMU: Hmuk_1000
HALZ: E5139_08160(larE)
HSN: DV733_11570(larE)
HARC: HARCEL1_11040(larE)
HWA: HQ_3682A
HWC: Hqrw_4096
HVO: HVO_0190
HME: HFX_0189(trmU)
HAQ: DU484_02240(larE)
HAJ: DU500_02645(larE)
HAER: DU502_00510(larE)
HLM: DV707_01550(larE)
HALM: FCF25_07555(larE)
HLA: Hlac_2603
HALP: DOS48_13070(larE)
HALB: EKH57_10880(larE)
HEZZ: EO776_15160(larE)
HTU: Htur_0177
HJT: DVR14_10155(larE)
NMG: Nmag_2054
NVR: FEJ81_00785(larE)
SALI: L593_08055
IAG: Igag_1828
NMR: Nmar_0340
NIW: Nisw_03205(larE)
NCT: NMSP_1366
NVN: NVIE_1402
NEV: NTE_02779
NCV: NCAV_1611
NBV: T478_0271
NDV: NDEV_0296
KCR: Kcr_0481
BARB: AOA66_0333(nadE_1)
LOKI: Lokiarch_00690(tilS)
 » show all
Taxonomy
Reference
1  [PMID:24710389]
  Authors
Desguin B, Goffin P, Viaene E, Kleerebezem M, Martin-Diaconescu V, Maroney MJ, Declercq JP, Soumillion P, Hols P
  Title
Lactate racemase is a nickel-dependent enzyme activated by a widespread maturation system.
  Journal
Nat Commun 5:3615 (2014)
DOI:10.1038/ncomms4615
  Sequence
[lpl:lp_0109]
Reference
2  [PMID:27114550]
  Authors
Desguin B, Soumillion P, Hols P, Hausinger RP
  Title
Nickel-pincer cofactor biosynthesis involves LarB-catalyzed pyridinium carboxylation and LarE-dependent sacrificial sulfur insertion.
  Journal
Proc Natl Acad Sci U S A 113:5598-603 (2016)
DOI:10.1073/pnas.1600486113
  Sequence
[lpl:lp_0109]
Reference
3  [PMID:28784764]
  Authors
Fellner M, Desguin B, Hausinger RP, Hu J
  Title
Structural insights into the catalytic mechanism of a sacrificial sulfur insertase of the N-type ATP pyrophosphatase family, LarE.
  Journal
Proc Natl Acad Sci U S A 114:9074-9079 (2017)
DOI:10.1073/pnas.1704967114
  Sequence
[lpl:lp_0109]
Other DBs
ExplorEnz - The Enzyme Database: 4.4.1.37
IUBMB Enzyme Nomenclature: 4.4.1.37
ExPASy - ENZYME nomenclature database: 4.4.1.37
BRENDA, the Enzyme Database: 4.4.1.37

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