2.02012-05-31 14:27:12 -06002015-06-03 17:19:18 -0600ECMDB20095M2MDB0009434-Phospho-D-erythronate4-phospho-D-erythronate is a member of the chemical class known as Beta Hydroxy Acids and Derivatives. These are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. To establish a possible role of E4PDH in pyridoxal 5'-phosphate biosynthesis, we showed that 4-phosphoerythronate is a likely substrate for the 2-hydroxy-acid dehydrogenase encoded by the pdxB gene. (PMID 7751290)(2R,3S)-2,3-dihydroxy-4-phosphonooxybutanoate(2R,3S)-2,3-dihydroxy-4-phosphonooxybutanoic acid2,3-Dihydroxy-4-phosphonooxybutanoate2,3-Dihydroxy-4-phosphonooxybutanoic acid4-Phospho-D-erythronate4-Phospho-D-erythronic acid4-Phosphoerythronate4-Phosphoerythronic acidD-4-PhosphoerythronateD-4-Phosphoerythronic AcidD-Erythronate-4-phosphateD-Erythronate-4PD-Erythronic acid-4-phosphoric acidD-Erythronic acid-4PEry4PErythronate-4PErythronic acid-4PC4H9O8P216.0832216.003503776(2R,3R)-2,3-dihydroxy-4-(phosphonooxy)butanoic acid4-phospho-D-erythronic acid[H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)C(O)=OInChI=1S/C4H9O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2-3,5-6H,1H2,(H,7,8)(H2,9,10,11)/t2-,3-/m1/s1ZCZXOHUILRHRQJ-PWNYCUMCSA-NCytosollogp-2.33logs-1.04solubility1.96e+01 g/llogp-2.3pka_strongest_acidic1.47pka_strongest_basic-3.6iupac(2R,3R)-2,3-dihydroxy-4-(phosphonooxy)butanoic acidaverage_mass216.0832mono_mass216.003503776smiles[H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)C(O)=OformulaC4H9O8PinchiInChI=1S/C4H9O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2-3,5-6H,1H2,(H,7,8)(H2,9,10,11)/t2-,3-/m1/s1inchikeyZCZXOHUILRHRQJ-PWNYCUMCSA-Npolar_surface_area144.52refractivity37.22polarizability15.98rotatable_bond_count5acceptor_count7donor_count5physiological_charge-3formal_charge0Vitamin B6 metabolismec00750Metabolic pathwayseco01100Vitamin B6 1430936196PW000891Metabolicpyridoxal 5'-phosphate biosynthesis IPYRIDOXSYN-PWYSpecdb::CMs2695Specdb::NmrOneD263708Specdb::NmrOneD263709Specdb::NmrOneD263710Specdb::NmrOneD263711Specdb::NmrOneD263712Specdb::NmrOneD263713Specdb::NmrOneD263714Specdb::NmrOneD263715Specdb::NmrOneD263716Specdb::NmrOneD263717Specdb::NmrOneD263718Specdb::NmrOneD263719Specdb::NmrOneD263720Specdb::NmrOneD263721Specdb::NmrOneD263722Specdb::NmrOneD263723Specdb::NmrOneD263724Specdb::NmrOneD263725Specdb::NmrOneD263726Specdb::NmrOneD263727Specdb::MsMs28052Specdb::MsMs28053Specdb::MsMs28054Specdb::MsMs34610Specdb::MsMs34611Specdb::MsMs34612696676C0339349003ERYTHRONATE-4PDEZKeseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590.21097882Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114.22080510Erythronate-4-phosphate dehydrogenaseP05459PDXB_ECOLIpdxBhttp://ecmdb.ca/proteins/P05459.xmlGlyceraldehyde-3-phosphate dehydrogenase AP0A9B2G3P1_ECOLIgapAhttp://ecmdb.ca/proteins/P0A9B2.xmlD-erythrose-4-phosphate dehydrogenaseP0A9B6E4PD_ECOLIepdhttp://ecmdb.ca/proteins/P0A9B6.xmlD-Erythrose 4-phosphate + Water + NAD <> 4-Phospho-D-erythronate +2 Hydrogen ion + NADHR01825ERYTH4PDEHYDROG-RXN4-Phospho-D-erythronate + NAD <> Hydrogen ion + NADH + 2-Oxo-3-hydroxy-4-phosphobutanoic acidR04210ERYTHRON4PDEHYDROG-RXND-Erythrose 4-phosphate + NAD + Water <> 4-Phospho-D-erythronate + NADH + Hydrogen ionR01825D-Erythrose 4-phosphate + Water + NAD > 4-Phospho-D-erythronate + NADH + Hydrogen ionERYTH4PDEHYDROG-RXN4-Phospho-D-erythronate + NAD > Hydrogen ion + 2-Oxo-3-hydroxy-4-phosphobutanoic acid + NADHERYTHRON4PDEHYDROG-RXND-Erythrose 4-phosphate + NAD + Water > 4-Phospho-D-erythronate + NADH4-Phospho-D-erythronate + NAD > 2-Oxo-3-hydroxy-4-phosphobutanoic acid + NADHD-Erythrose 4-phosphate + NAD + Water > 4-Phospho-D-erythronate + NADH +2 Hydrogen ionPW_R006051D-Erythrose 4-phosphate + Water + NAD <>4 4-Phospho-D-erythronate +2 Hydrogen ion + NADH4 4-Phospho-D-erythronate + NAD <> Hydrogen ion + NADH +2 2-Oxo-3-hydroxy-4-phosphobutanoic acid4 4-Phospho-D-erythronate + NAD <> Hydrogen ion + NADH +2 2-Oxo-3-hydroxy-4-phosphobutanoic acidD-Erythrose 4-phosphate + Water + NAD <>4 4-Phospho-D-erythronate +2 Hydrogen ion + NADH