KEGG   ORTHOLOGY: K23999
Entry
K23999                      KO                                     
Symbol
fom1
Name
phosphoenolpyruvate phosphomutase / 2-hydroxyethylphosphonate cytidylyltransferase [EC:5.4.2.9 2.7.7.104]
Pathway
map00440  Phosphonate and phosphinate metabolism
map00998  Biosynthesis of various antibiotics
map01100  Metabolic pathways
map01110  Biosynthesis of secondary metabolites
Module
M00903  Fosfomycin biosynthesis, phosphoenolpyruvate => fosfomycin
Brite
KEGG Orthology (KO) [BR:ko00001]
 09100 Metabolism
  09106 Metabolism of other amino acids
   00440 Phosphonate and phosphinate metabolism
    K23999  fom1; phosphoenolpyruvate phosphomutase / 2-hydroxyethylphosphonate cytidylyltransferase
  09110 Biosynthesis of other secondary metabolites
   00998 Biosynthesis of various antibiotics
    K23999  fom1; phosphoenolpyruvate phosphomutase / 2-hydroxyethylphosphonate cytidylyltransferase
Enzymes [BR:ko01000]
 2. Transferases
  2.7  Transferring phosphorus-containing groups
   2.7.7  Nucleotidyltransferases
    2.7.7.104  2-hydroxyethylphosphonate cytidylyltransferase
     K23999  fom1; phosphoenolpyruvate phosphomutase / 2-hydroxyethylphosphonate cytidylyltransferase
 5. Isomerases
  5.4  Intramolecular transferases
   5.4.2  Phosphotransferases (phosphomutases)
    5.4.2.9  phosphoenolpyruvate mutase
     K23999  fom1; phosphoenolpyruvate phosphomutase / 2-hydroxyethylphosphonate cytidylyltransferase
Other DBs
RN: R00661 R12498
COG: COG2513 COG0615
GO: 0050188
Genes
OSG: BST96_06905
MPRF: J8N69_05410(aepX)
PHN: PAEH1_00300
MEU: ACJ67_08960
AZO: azo2698(pepM)
AOA: dqs_2833
ECOG: FIV45_08000(aepX)
SNEA: NBZ79_03295(aepX)
HCP: HCN_1062
HCB: HCBAA847_0912
HWI: A0Z60_07480(aepX)
CHYO: CHH_1593
CHW: A2J15_004815(aepX)
CINF: CINF_1344
AFC: AFAEC_0069 AFAEC_0075
ANT: Arnit_2943
NSA: Nitsa_1412
DLM: DPPLL_12490
DAK: DaAHT2_1860
DAL: Dalk_1323
CTC: CTC_01698
CTET: BN906_01840
CBJ: H04402_02796
CBE: Cbei_4338
CBZ: Cbs_4338
CBEI: LF65_04862
CSR: Cspa_c46190(ppm)
CSB: CLSA_c08730(ppm)
CBUT: ATN24_05940
CARG: RSJ17_12820
CDY: F3K33_22185(aepX)
CCAA: KQH81_02885(aepX)
CNN: CNEO_1087(ppm)
CGEL: psyc5s11_47370
HHJ: NQ487_01265(aepX) NQ487_01315(aepX)
RAL: Rumal_1340
RIX: RO1_19910
RRK: H8S51_002390(aepX)
CLE: Clole_3577
ALAC: JYE50_12220(aepX) JYE50_12300(aepX)
AHC: JYE49_12525(aepX)
BPEN: NQ488_09095(aepX)
CBAF: JS518_12300(aepX) JS518_12380(aepX)
HAS: Halsa_0038
SSG: Selsp_0338
SELE: ADJ74_04700
SELO: AXE86_05255
SELT: BCS37_10905
SDIA: QU667_11285(aepX)
LCG: L3BBH23_02720
TES: BW730_00185
SAIU: J4H86_04280(aepX)
NHY: JQS43_02325(aepX)
SNA: Snas_5665
NAV: JQS30_13655(aepX)
AYM: YM304_30130
OLS: Olsu_0594
ARP: NIES39_A00310
TDE: TDE_1413
TBE: Trebr_0279
TPI: TREPR_2364
TPK: JO40_09715
TPHG: FUT81_06855(aepX)
TRI: DYE50_04590(aepX)
TPAV: HRQ91_06190(aepX)
TSK: HRI97_05665(aepX)
BPAA: K7I13_01580(aepX)
SBU: SpiBuddy_0272
SGP: SpiGrapes_1560
TAZ: TREAZ_2217
SCD: Spica_1331
BHC: JFL75_01540(aepX)
FSU: Fisuc_0993
FSC: FSU_1439
BTH: BT_1720
BTHO: Btheta7330_01295(pphA)
BFR: BF1832 BF2578
BFS: BF9343_1814(aepX)
BFG: BF638R_1867
BUN: Bun01g_29040
BEG: INE88_02862
BSTE: K6V31_00385(aepX)
BDO: EL88_10435
PCOI: LK433_14490(aepX)
DRC: G0Q07_19260(aepX)
NLI: G3M70_12635(aepX)
METB: AW729_03845
TAR: TALC_00083
PSYT: DSAG12_01622(ribL_1)
ARG: QT11_C0001G0509
AG: BAA32495(fom1)
 » show all
Reference
PMID:28727444
  Authors
Cho SH, Kim SY, Tomita T, Shiraishi T, Park JS, Sato S, Kudo F, Eguchi T, Funa N, Nishiyama M, Kuzuyama T
  Title
Fosfomycin Biosynthesis via Transient Cytidylylation of 2-Hydroxyethylphosphonate by the Bifunctional Fom1 Enzyme.
  Journal
ACS Chem Biol 12:2209-2215 (2017)
DOI:10.1021/acschembio.7b00419
  Sequence
[ag:BAA32495]
LinkDB

KEGG   ENZYME: 2.7.7.104
Entry
EC 2.7.7.104                Enzyme                                 
Name
2-hydroxyethylphosphonate cytidylyltransferase;
Fom1
Class
Transferases;
Transferring phosphorus-containing groups;
Nucleotidyltransferases
Sysname
CTP:2-hydroxyethylphosphonate cytidylyltransferase
Reaction(IUBMB)
2-hydroxyethylphosphonate + CTP = cytidine 5'-{[hydroxy(2-hydroxyethyl)phosphonoyl]phosphate} + diphosphate [RN:R12498]
Reaction(KEGG)
R12498
Substrate
2-hydroxyethylphosphonate [CPD:C06451];
CTP [CPD:C00063]
Product
cytidine 5'-{[hydroxy(2-hydroxyethyl)phosphonoyl]phosphate} [CPD:C22216];
diphosphate [CPD:C00013]
Comment
The enzyme, isolated from the bacterium Streptomyces wedmorensis, is involved in fosfomycin biosynthesis. The enzyme also is active as EC 5.4.2.9 phosphoenolpyruvate mutase.
History
EC 2.7.7.104 created 2020
Pathway
ec00998  Biosynthesis of various antibiotics
ec01100  Metabolic pathways
Orthology
K23999  phosphoenolpyruvate phosphomutase / 2-hydroxyethylphosphonate cytidylyltransferase
Genes
OSG: BST96_06905
MPRF: J8N69_05410(aepX)
PHN: PAEH1_00300
MEU: ACJ67_08960
AZO: azo2698(pepM)
AOA: dqs_2833
ECOG: FIV45_08000(aepX)
SNEA: NBZ79_03295(aepX)
HCP: HCN_1062
HCB: HCBAA847_0912
HWI: A0Z60_07480(aepX)
CHYO: CHH_1593
CHW: A2J15_004815(aepX)
CINF: CINF_1344
AFC: AFAEC_0069 AFAEC_0075
ANT: Arnit_2943
NSA: Nitsa_1412
DLM: DPPLL_12490
DAK: DaAHT2_1860
DAL: Dalk_1323
CTC: CTC_01698
CTET: BN906_01840
CBJ: H04402_02796
CBE: Cbei_4338
CBZ: Cbs_4338
CBEI: LF65_04862
CSR: Cspa_c46190(ppm)
CSB: CLSA_c08730(ppm)
CBUT: ATN24_05940
CARG: RSJ17_12820
CDY: F3K33_22185(aepX)
CCAA: KQH81_02885(aepX)
CNN: CNEO_1087(ppm)
CGEL: psyc5s11_47370
HHJ: NQ487_01265(aepX) NQ487_01315(aepX)
RAL: Rumal_1340
RIX: RO1_19910
RRK: H8S51_002390(aepX)
CLE: Clole_3577
ALAC: JYE50_12220(aepX) JYE50_12300(aepX)
AHC: JYE49_12525(aepX)
BPEN: NQ488_09095(aepX)
CBAF: JS518_12300(aepX) JS518_12380(aepX)
HAS: Halsa_0038
SSG: Selsp_0338
SELE: ADJ74_04700
SELO: AXE86_05255
SELT: BCS37_10905
SDIA: QU667_11285(aepX)
LCG: L3BBH23_02720
TES: BW730_00185
SAIU: J4H86_04280(aepX)
NHY: JQS43_02325(aepX)
SNA: Snas_5665
NAV: JQS30_13655(aepX)
AYM: YM304_30130
OLS: Olsu_0594
ARP: NIES39_A00310
TDE: TDE_1413
TBE: Trebr_0279
TPI: TREPR_2364
TPK: JO40_09715
TPHG: FUT81_06855(aepX)
TRI: DYE50_04590(aepX)
TPAV: HRQ91_06190(aepX)
TSK: HRI97_05665(aepX)
BPAA: K7I13_01580(aepX)
SBU: SpiBuddy_0272
SGP: SpiGrapes_1560
TAZ: TREAZ_2217
SCD: Spica_1331
BHC: JFL75_01540(aepX)
FSU: Fisuc_0993
FSC: FSU_1439
BTH: BT_1720
BTHO: Btheta7330_01295(pphA)
BFR: BF1832 BF2578
BFS: BF9343_1814(aepX)
BFG: BF638R_1867
BUN: Bun01g_29040
BEG: INE88_02862
BSTE: K6V31_00385(aepX)
BDO: EL88_10435
PCOI: LK433_14490(aepX)
DRC: G0Q07_19260(aepX)
NLI: G3M70_12635(aepX)
METB: AW729_03845
TAR: TALC_00083
PSYT: DSAG12_01622(ribL_1)
ARG: QT11_C0001G0509
 » show all
Reference
1  [PMID:28727444]
  Authors
Cho SH, Kim SY, Tomita T, Shiraishi T, Park JS, Sato S, Kudo F, Eguchi T, Funa N, Nishiyama M, Kuzuyama T
  Title
Fosfomycin Biosynthesis via Transient Cytidylylation of 2-Hydroxyethylphosphonate by the Bifunctional Fom1 Enzyme.
  Journal
ACS Chem Biol 12:2209-2215 (2017)
DOI:10.1021/acschembio.7b00419
  Sequence
[ag:BAA32495]
Other DBs
ExplorEnz - The Enzyme Database: 2.7.7.104
IUBMB Enzyme Nomenclature: 2.7.7.104
ExPASy - ENZYME nomenclature database: 2.7.7.104
BRENDA, the Enzyme Database: 2.7.7.104
LinkDB

KEGG   REACTION: R12498
Entry
R12498                      Reaction                               
Definition
2-Hydroxyethylphosphonate + CTP <=> Cytidine 5'-{[hydroxy(2-hydroxyethyl)phosphonoyl]phosphate} + Diphosphate
Equation
C06451 + C00063 <=> C22216 + C00013
Comment
cytidylyltransferase
Reaction class
RC00002  C06451_C22216
Enzyme
2.7.7.104
Pathway
rn00998  Biosynthesis of various antibiotics
rn01100  Metabolic pathways
rn01110  Biosynthesis of secondary metabolites
Module
M00903  Fosfomycin biosynthesis, phosphoenolpyruvate => fosfomycin
Orthology
K23999  phosphoenolpyruvate phosphomutase / 2-hydroxyethylphosphonate cytidylyltransferase [EC:5.4.2.9 2.7.7.104]
Reference
1  [PMID:29969250]
  Authors
McLaughlin MI, van der Donk WA.
  Title
Stereospecific Radical-Mediated B12-Dependent Methyl Transfer by the Fosfomycin Biosynthesis Enzyme Fom3.
  Journal
Biochemistry 57:4967-4971 (2018)
DOI:10.1021/acs.biochem.8b00616
Other DBs
RHEA: 63423
LinkDB

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