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
HCP: HCN_1062
HCB: HCBAA847_0912
HWI: A0Z60_07480(aepX)
CHYO: CHH_1593
CHW: A2J15_004815(aepX)
CINF: CINF_1344
DAL: Dalk_1323
ECOG: FIV45_08000(aepX)
SNEA: NBZ79_03295(aepX)
CTC: CTC_01698
CBE: Cbei_4338
CBZ: Cbs_4338
CBEI: LF65_04862
CSR: Cspa_c46190(ppm)
CSB: CLSA_c08730(ppm)
CDY: F3K33_22185(aepX)
CCAA: KQH81_02885(aepX)
CNN: CNEO_1087(ppm)
RIX: RO1_19910
SAIU: J4H86_04280(aepX)
NHY: JQS43_02325(aepX)
SNA: Snas_5665
NAV: JQS30_13655(aepX)
OLS: Olsu_0594
TDE: TDE_1413
TPHG: FUT81_06855(aepX)
TRI: DYE50_04590(aepX)
TPAV: HRQ91_06190(aepX)
TSK: HRI97_05665(aepX)
BPAA: K7I13_01580(aepX)
BHC: JFL75_01540(aepX)
FSC: FSU_1439
BTH: BT_1720
BTHO: Btheta7330_01295(pphA)
BFS: BF9343_1814(aepX)
BSTE: K6V31_00385(aepX)
PCOI: LK433_14490(aepX)
DRC: G0Q07_19260(aepX)
NLI: G3M70_12635(aepX)
PSYT: DSAG12_01622(ribL_1)
AG: BAA32495(fom1)
 » show all
Reference
  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

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
OSGBST96_06905
MPRFJ8N69_05410(aepX)
PHNPAEH1_00300
MEUACJ67_08960
AZOazo2698(pepM)
AOAdqs_2833
HCPHCN_1062
HCBHCBAA847_0912
HWIA0Z60_07480(aepX)
CHYOCHH_1593
CHWA2J15_004815(aepX)
CINFCINF_1344
AFCAFAEC_0069 AFAEC_0075
ANTArnit_2943
NSANitsa_1412
DAKDaAHT2_1860
DALDalk_1323
ECOGFIV45_08000(aepX)
SNEANBZ79_03295(aepX)
CTCCTC_01698
CTETBN906_01840
CBJH04402_02796
CBECbei_4338
CBZCbs_4338
CBEILF65_04862
CSRCspa_c46190(ppm)
CSBCLSA_c08730(ppm)
CBUTATN24_05940
CARGRSJ17_12820
CDYF3K33_22185(aepX)
CCAAKQH81_02885(aepX)
CNNCNEO_1087(ppm)
RALRumal_1340
CLEClole_3577
RIXRO1_19910
HASHalsa_0038
SSGSelsp_0338
SELEADJ74_04700
SELOAXE86_05255
SELTBCS37_10905
LCGL3BBH23_02720
TESBW730_00185
SAIUJ4H86_04280(aepX)
NHYJQS43_02325(aepX)
SNASnas_5665
NAVJQS30_13655(aepX)
AYMYM304_30130
OLSOlsu_0594
ARPNIES39_A00310
TDETDE_1413
TBETrebr_0279
TPITREPR_2364
TPKJO40_09715
TPHGFUT81_06855(aepX)
TRIDYE50_04590(aepX)
TPAVHRQ91_06190(aepX)
TSKHRI97_05665(aepX)
BPAAK7I13_01580(aepX)
SBUSpiBuddy_0272
SGPSpiGrapes_1560
TAZTREAZ_2217
SCDSpica_1331
BHCJFL75_01540(aepX)
FSUFisuc_0993
FSCFSU_1439
BTHBT_1720
BTHOBtheta7330_01295(pphA)
BFRBF1832 BF2578
BFSBF9343_1814(aepX)
BFGBF638R_1867
BUNBun01g_29040
BEGINE88_02862
BSTEK6V31_00385(aepX)
BDOEL88_10435
PCOILK433_14490(aepX)
DRCG0Q07_19260(aepX)
NLIG3M70_12635(aepX)
METBAW729_03845
TARTALC_00083
PSYTDSAG12_01622(ribL_1)
ARGQT11_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
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

KEGG   REACTION: R12498
Entry
R12498                      Reaction                               
Definition
2-Hydroxyethylphosphonate + CTP <=> Cytidine 5'-{[hydroxy(2-hydroxyethyl)phosphonoyl]phosphate} + Diphosphate
Equation
Comment
cytidylyltransferase
Reaction class
RC00002  C06451_C22216
Enzyme
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

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