2.0 2015-06-05 11:08:45 -0600 2015-09-14 16:46:23 -0600 ECMDB23845 M2MDB005128 alpha-D-Ribose 1-methylphosphonate 5-triphosphate In E. coli, alpha-D-Ribose 1-methylphosphonate 5-triphosphate is an intermediate in the transformation of Phosphonates to Phosphate. The enzyme alpha-D-ribose 1-methylphosphonate 5-triphosphate synthase (EC 2.7.8.37) catalyses the reaction ATP + methylphosphonate <=> alpha-D-ribose 1-methylphosphonate 5-triphosphate + adenine (PMID: 22089136). a-D-Ribose 1-methylphosphonate 5-triphosphate a-D-Ribose 1-methylphosphonic acid 5-triphosphoric acid alpha-D-Ribose 1-methylphosphonic acid 5-triphosphoric acid α-D-Ribose 1-methylphosphonate 5-triphosphate α-D-Ribose 1-methylphosphonic acid 5-triphosphoric acid C6H16O16P4 468.073 467.938882427 ({[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(methyl)phosphoryl]oxy}oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid ({[(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(methyl)phosphoryl]oxy}oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxyphosphonic acid CP(O)(=O)O[C@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O InChI=1S/C6H16O16P4/c1-23(9,10)20-6-5(8)4(7)3(19-6)2-18-25(14,15)22-26(16,17)21-24(11,12)13/h3-8H,2H2,1H3,(H,9,10)(H,14,15)(H,16,17)(H2,11,12,13)/t3-,4-,5-,6-/m1/s1 UXNHAIRVTPGNPL-KVTDHHQDSA-N logp -0.04 ALOGPS logs -1.59 ALOGPS solubility 1.19e+01 g/l ALOGPS logp -3.2 ChemAxon pka_strongest_acidic 0.75 ChemAxon pka_strongest_basic -3.7 ChemAxon iupac ({[({[(2R,3S,4R,5R)-3,4-dihydroxy-5-{[hydroxy(methyl)phosphoryl]oxy}oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid ChemAxon average_mass 468.073 ChemAxon mono_mass 467.938882427 ChemAxon smiles CP(O)(=O)O[C@H]1O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]1O ChemAxon formula C6H16O16P4 ChemAxon inchi InChI=1S/C6H16O16P4/c1-23(9,10)20-6-5(8)4(7)3(19-6)2-18-25(14,15)22-26(16,17)21-24(11,12)13/h3-8H,2H2,1H3,(H,9,10)(H,14,15)(H,16,17)(H2,11,12,13)/t3-,4-,5-,6-/m1/s1 ChemAxon inchikey UXNHAIRVTPGNPL-KVTDHHQDSA-N ChemAxon polar_surface_area 256.04 ChemAxon refractivity 75.98 ChemAxon polarizability 32.87 ChemAxon rotatable_bond_count 9 ChemAxon acceptor_count 12 ChemAxon donor_count 7 ChemAxon physiological_charge -4 ChemAxon formal_charge 0 ChemAxon Phosphonate and phosphinate metabolism ec00440 methylphosphonate degradation I The pathway of methylphosphonate degradation starts with methylphosphonate being degrade by an ATP driven methylphosphonate degradation complex resulting in a alpha-D-ribose-1-methylphosphonate-5-triphosphate. This compound in turn is degraded by a water driven RPnTP hydrolase resulting in the release of a hydrogen ion, a pyrophosphate and a alpha-Dribose-1-methylphosphonate 5-phosphate. The latter compound is then involved with a carbon-phosphorous lyase resulting in the release of a methane and a 5-phospho-alpha-D-ribose 1,2-cyclic phosphate. This compound in turn gets degraded by a water driven 5-phospho-alpha-D-ribosyl 1,2-cyclic phosphate phosphodiesterase resulting in the release of a hydrogen ion and a alpha-D-ribose 1,5-biphosphate. PW002065 Metabolic Specdb::CMs 1083696 Specdb::EiMs 3054 Specdb::NmrOneD 247508 Specdb::NmrOneD 247509 Specdb::NmrOneD 247510 Specdb::NmrOneD 247511 Specdb::NmrOneD 247512 Specdb::NmrOneD 247513 Specdb::NmrOneD 247514 Specdb::NmrOneD 247515 Specdb::NmrOneD 247516 Specdb::NmrOneD 247517 Specdb::NmrOneD 247518 Specdb::NmrOneD 247519 Specdb::NmrOneD 247520 Specdb::NmrOneD 247521 Specdb::NmrOneD 247522 Specdb::NmrOneD 247523 Specdb::NmrOneD 247524 Specdb::NmrOneD 247525 Specdb::NmrOneD 247526 Specdb::NmrOneD 247527 Specdb::MsMs 29213 Specdb::MsMs 29214 Specdb::MsMs 29215 Specdb::MsMs 35771 Specdb::MsMs 35772 Specdb::MsMs 35773 C20422 Alpha-D-ribose 1-methylphosphonate 5-triphosphate diphosphatase P16689 PHNM_ECOLI phnM http://ecmdb.ca/proteins/P16689.xml Alpha-D-ribose 1-methylphosphonate 5-triphosphate synthase subunit PhnL P16679 PHNL_ECOLI phnL http://ecmdb.ca/proteins/P16679.xml Alpha-D-ribose 1-methylphosphonate 5-triphosphate synthase subunit PhnI P16687 PHNI_ECOLI phnI http://ecmdb.ca/proteins/P16687.xml Alpha-D-ribose 1-methylphosphonate 5-triphosphate synthase subunit PhnH P16686 PHNH_ECOLI phnH http://ecmdb.ca/proteins/P16686.xml Alpha-D-ribose 1-methylphosphonate 5-triphosphate synthase subunit PhnG P16685 PHNG_ECOLI phnG http://ecmdb.ca/proteins/P16685.xml Alpha-D-ribose 1-methylphosphonate 5-triphosphate synthase subunit PhnG P16685 PHNG_ECOLI phnG http://ecmdb.ca/proteins/P16685.xml alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water <> alpha-D-Ribose 1-methylphosphonate 5-phosphate + Pyrophosphate R10186 Adenosine triphosphate + Methylphosphonate <> alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Adenine R10185 Methylphosphonate + Adenosine triphosphate > Adenine + alpha-D-Ribose 1-methylphosphonate 5-triphosphate PW_R006035 alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water > Hydrogen ion + Pyrophosphate + alpha-D-Ribose 1-methylphosphonate 5-phosphate PW_R006036 alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water <> alpha-D-Ribose 1-methylphosphonate 5-phosphate + Pyrophosphate Adenosine triphosphate + Methylphosphonate <> alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Adenine alpha-D-Ribose 1-methylphosphonate 5-triphosphate + Water <> alpha-D-Ribose 1-methylphosphonate 5-phosphate + Pyrophosphate