KEGG   ORTHOLOGY: K23122
Entry
K23122                      KO                                     
Symbol
cntM
Name
staphylopine/pseudopaline/yersinopine synthase [EC:1.5.1.52 1.5.1.-]
Pathway
map00470  D-Amino acid metabolism
map01100  Metabolic pathways
Module
M00949  Staphylopine biosynthesis, L-histidine => staphylopine
Reaction
R12237  staphylopine:NADP+ oxidoreductase [(2S)-2-amino-4-{[(1R)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}butanoate]-forming
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09106 Metabolism of other amino acids
   00470 D-Amino acid metabolism
    K23122  cntM; staphylopine/pseudopaline/yersinopine synthase
Enzymes [BR:ko01000]
 1. Oxidoreductases
  1.5  Acting on the CH-NH group of donors
   1.5.1  With NAD+ or NADP+ as acceptor
    1.5.1.52  staphylopine dehydrogenase
     K23122  cntM; staphylopine/pseudopaline/yersinopine synthase
Other DBs
COG: COG4408
Genes
YPE: YPO1347
YPK: y2835
YPH: YPC_2840
YPA: YPA_0633
YPN: YPN_2637
YPM: YP_1249
YPP: YPDSF_2352
YPG: YpAngola_A1577
YPZ: YPZ3_1229
YPT: A1122_18850
YPD: YPD4_1192
YPX: YPD8_0953
YPW: CH59_495
YPJ: CH55_1201
YPV: BZ15_2207
YPL: CH46_3782
YPS: YPTB1373
YPO: BZ17_1146
YPY: YPK_2716
YPB: YPTS_1472
YPQ: DJ40_855
YPU: BZ21_649
YPR: BZ20_606
YPC: BZ23_983
YPF: BZ19_781
SERF: L085_18090
PAE: PA4835
PAEV: N297_5004
PAEI: N296_5004
PAEP: PA1S_26280
PAEM: U769_26535
PAEL: T223_26730
PAEG: AI22_07720
PAEC: M802_5002
PAEO: M801_4869
SECH: B18_11690
BHA: BH2073
LSP: Bsph_1831
SAU: SA2256
SAV: SAV2468
SAW: SAHV_2452
SAM: MW2392
SAS: SAS2359
SAR: SAR2555
SAC: SACOL2477
SAE: NWMN_2365
SAD: SAAV_2534
SUU: M013TW_2428(cntM)
SUJ: SAA6159_02365(cntM)
SUZ: MS7_2481
SUG: SAPIG2518
SAUA: SAAG_00294
SAUS: SA40_2216
SAUU: SA957_2300
SAUG: SA268_2373
SAUF: X998_2452
SAB: SAB2351c
SAUB: C248_2518
SAUC: CA347_2547
SAUR: SABB_01209
SAUI: AZ30_12960
SAUD: CH52_06645
SAMS: NI36_12270
SER: SERP2373
SEP: SE_0203
SEPP: SEB_00131
SEPS: DP17_1261
SDT: SPSE_2399
SPAS: STP1_1304
SSCH: LH95_11150
SSCZ: RN70_11900
SAGQ: EP23_10520
SCAR: DWB96_00450(cntM)
SLLO: ISP08_00450(cntM)
SPSD: JMB28_00745(cntM)
SROT: ML435_11875(cntM)
SFF: FOB90_08240(cntM)
PMW: B2K_11205
PALO: E6C60_2222
AMI: Amir_3918
 » show all
Reference
  Authors
Ghssein G, Brutesco C, Ouerdane L, Fojcik C, Izaute A, Wang S, Hajjar C, Lobinski R, Lemaire D, Richaud P, Voulhoux R, Espaillat A, Cava F, Pignol D, Borezee-Durant E, Arnoux P
  Title
Biosynthesis of a broad-spectrum nicotianamine-like metallophore in Staphylococcus aureus.
  Journal
Science 352:1105-9 (2016)
DOI:10.1126/science.aaf1018
  Sequence
[sav:SAV2468]
Reference
  Authors
McFarlane JS, Lamb AL
  Title
Biosynthesis of an Opine Metallophore by Pseudomonas aeruginosa.
  Journal
Biochemistry 56:5967-5971 (2017)
DOI:10.1021/acs.biochem.7b00804
  Sequence
[pae:PA4835]
Reference
  Authors
McFarlane JS, Davis CL, Lamb AL
  Title
Staphylopine, pseudopaline, and yersinopine dehydrogenases: A structural and kinetic analysis of a new functional class of opine dehydrogenase.
  Journal
J Biol Chem 293:8009-8019 (2018)
DOI:10.1074/jbc.RA118.002007
  Sequence
[ypk:y2835]
LinkDB

KEGG   ENZYME: 1.5.1.52
Entry
EC 1.5.1.52                 Enzyme                                 
Name
staphylopine dehydrogenase;
cntM (gene name);
staphylopine synthase
Class
Oxidoreductases;
Acting on the CH-NH group of donors;
With NAD+ or NADP+ as acceptor
Sysname
staphylopine:NADP+ oxidoreductase [(2S)-2-amino-4-{[(1R)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}butanoate]-forming
Reaction(IUBMB)
staphylopine + NADP+ + H2O = (2S)-2-amino-4-{[(1R)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}butanoate + pyruvate + NADPH + H+ [RN:R12237]
Reaction(KEGG)
R12237
Substrate
staphylopine [CPD:C22024];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Product
(2S)-2-amino-4-{[(1R)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}butanoate [CPD:C22025];
pyruvate [CPD:C00022];
NADPH [CPD:C00005];
H+ [CPD:C00080]
Comment
The enzyme, characterized from the bacterium Staphylococcus aureus, catalyses the last reaction in the biosynthesis of the metallophore staphylopine, which is involved in the acquisition of nickel, copper, and cobalt.
History
EC 1.5.1.52 created 2018
Pathway
ec00470  D-Amino acid metabolism
ec01100  Metabolic pathways
Orthology
K23122  staphylopine/pseudopaline/yersinopine synthase
Genes
YPEYPO1347
YPKy2835
YPHYPC_2840
YPAYPA_0633
YPNYPN_2637
YPMYP_1249
YPPYPDSF_2352
YPGYpAngola_A1577
YPZYPZ3_1229
YPTA1122_18850
YPDYPD4_1192
YPXYPD8_0953
YPWCH59_495
YPJCH55_1201
YPVBZ15_2207
YPLCH46_3782
YPSYPTB1373
YPOBZ17_1146
YPIYpsIP31758_2631
YPYYPK_2716
YPBYPTS_1472
YPQDJ40_855
YPUBZ21_649
YPRBZ20_606
YPCBZ23_983
YPFBZ19_781
YSIBF17_15915
SMWSMWW4_v1c21330
SERFL085_18090
SERSSERRSCBI_09990
SSURATE40_007150
SURIJ0X03_13350
SNEMNLX84_10750
SNEVOI978_22605
ANSArsFIN_50680
VNIVIBNI_B0489
VAQFIV01_17875
PAEPA4835
PAEVN297_5004
PAEIN296_5004
PAUPA14_63920
PAPPSPA7_5554
PAGPLES_52201
PAFPAM18_4946
PNCNCGM2_0694
PAEBNCGM1900_5573
PDKPADK2_25660
PSGG655_25505
PRPM062_25520
PAEPPA1S_26280
PAERPA1R_gp2756
PAEMU769_26535
PAELT223_26730
PAESSCV20265_5493
PAEUBN889_05384
PAEGAI22_07720
PAECM802_5002
PAEOM801_4869
PPAAB7D75_25160
SDOSD1155_03775
SECHB18_11690
BSONS101395_03011
BHABH2073
ANDGRQ40_16000
LSPBsph_1831
LFUHR49_11880
LYBC3943_14845
LYCFH508_0007345
FPNABE65_005810
FARABE41_005935
MEKUHUW50_21730
MDGK8L98_19845
SLMSMM221_10315
SAUSA2256
SAVSAV2468
SAWSAHV_2452
SAHSaurJH1_2544
SAJSaurJH9_2495
SAMMW2392
SASSAS2359
SARSAR2555
SACSACOL2477
SAXUSA300HOU_2459
SAASAUSA300_2412
SAOSAOUHSC_02768
SAENWMN_2365
SADSAAV_2534
SUUM013TW_2428(cntM)
SUVSAVC_11210
SUESAOV_2518c
SUJSAA6159_02365(cntM)
SUKSAA6008_02509
SUCECTR2_2325
SUTSAT0131_02667
SUQHMPREF0772_10721
SUZMS7_2481
SUDST398NM01_2518
SUXSAEMRSA15_23660
SUWSATW20_25960
SUGSAPIG2518
SUFSARLGA251_22480
SAUASAAG_00294
SAUERSAU_002306
SAUNSAKOR_02452
SAUSSA40_2216
SAUUSA957_2300
SAUGSA268_2373
SAUZSAZ172_2571
SAUTSAI1T1_2018380
SAUJSAI2T2_1018390
SAUKSAI3T3_1018380
SAUQSAI4T8_1018390
SAUVSAI7S6_1018380
SAUWSAI5S5_1018320
SAUXSAI6T6_1018320
SAUYSAI8T7_1018360
SAUFX998_2452
SABSAB2351c
SUYSA2981_2405
SAUBC248_2518
SAUMBN843_25080
SAUCCA347_2547
SAURSABB_01209
SAUIAZ30_12960
SAUDCH52_06645
SAMSNI36_12270
SUHSAMSHR1132_22930
SERSERP2373
SEPSE_0203
SEPPSEB_00131
SEPSDP17_1261
SSDSPSINT_0078
SDTSPSE_2399
SDPNCTC12225_02594
SWAA284_00420
SPASSTP1_1304
SXYBE24_11755
SXLSXYLSMQ121_0069
SXOSXYL_00070
SHUSHYC_11645
SSCHLH95_11150
SSCZRN70_11900
SAGQEP23_10520
SLZB5P37_06435
SFQC7J90_03775
SCARDWB96_00450(cntM)
SCHRDWB92_11720
SSHNCTC13712_02420
SLLOISP08_00450(cntM)
SRAILN051_10975
SPSDJMB28_00745(cntM)
SEDAMNY58_00465
SROTML435_11875(cntM)
SFFFOB90_08240(cntM)
SSTESAMEA4384403_1090
BBEBBR47_28220
BFMBP422_09285
BAGRBA6348_01045
BPABPSE45_01835
GYMGYMC10_2837
PMSKNP414_01895
PMQPM3016_2180
PMWB2K_11205
PAEAR70723_16830
PNPIJ22_25010
PVOPVOR_17329
PLWD5F53_15600
PCHIPC41400_19300 PC41400_19390
PPRTET464_05565 ET464_05570
PBACHUB98_11420
PTRIKDC22_17095
PALOE6C60_2222
PUIPUW25_11740
PAMYP9222_12200
PANABBH88_13385
CFMBJL90_00600
CARGRSJ17_16755
HHWNCTC503_01796
GPDGII33_20950
AAIAARI_10900
GARAOZ07_05775
GLUF0M17_05435
GNCQQS42_05450
PAEYKUF55_05520
APRECNX65_19680
AMIAmir_3918
PLKCIK06_26265
FNTHMPREF0405_01276
FNEFSDG_01139
FVAFV113G1_15600
FULC4N20_14590
FMOC4N19_08465
 » show all
Reference
1  [PMID:27230378]
  Authors
Ghssein G, Brutesco C, Ouerdane L, Fojcik C, Izaute A, Wang S, Hajjar C, Lobinski R, Lemaire D, Richaud P, Voulhoux R, Espaillat A, Cava F, Pignol D, Borezee-Durant E, Arnoux P
  Title
Biosynthesis of a broad-spectrum nicotianamine-like metallophore in Staphylococcus aureus.
  Journal
Science 352:1105-9 (2016)
DOI:10.1126/science.aaf1018
  Sequence
[sav:SAV2468]
Reference
2  [PMID:29618515]
  Authors
McFarlane JS, Davis CL, Lamb AL
  Title
Staphylopine, pseudopaline, and yersinopine dehydrogenases: A structural and kinetic analysis of a new functional class of opine dehydrogenase.
  Journal
J Biol Chem 293:8009-8019 (2018)
DOI:10.1074/jbc.RA118.002007
  Sequence
[sav:SAV2468]
Other DBs
ExplorEnz - The Enzyme Database: 1.5.1.52
IUBMB Enzyme Nomenclature: 1.5.1.52
ExPASy - ENZYME nomenclature database: 1.5.1.52
BRENDA, the Enzyme Database: 1.5.1.52
LinkDB

KEGG   REACTION: R12237
Entry
R12237                      Reaction                               
Name
staphylopine:NADP+ oxidoreductase [(2S)-2-amino-4-{[(1R)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}butanoate]-forming
Definition
Staphylopine + NADP+ + H2O <=> (2S)-2-Amino-4-{[(1R)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}butanoate + Pyruvate + NADPH + H+
Equation
Reaction class
RC00283  C22024_C22025
Enzyme
Pathway
rn00470  D-Amino acid metabolism
rn01100  Metabolic pathways
Module
M00949  Staphylopine biosynthesis, L-histidine => staphylopine
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.5  Acting on the CH-NH group of donors
   1.5.1  With NAD+ or NADP+ as acceptor
    1.5.1.52
     R12237  Staphylopine + NADP+ + H2O <=> (2S)-2-Amino-4-{[(1R)-1-carboxy-2-(1H-imidazol-4-yl)ethyl]amino}butanoate + Pyruvate + NADPH + H+
Orthology
K23122  staphylopine/pseudopaline/yersinopine synthase [EC:1.5.1.52 1.5.1.-]
LinkDB

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