2.0 2012-05-31 14:27:12 -0600 2015-06-03 17:19:18 -0600 ECMDB20095 M2MDB000943 4-Phospho-D-erythronate 4-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 acid 2,3-Dihydroxy-4-phosphonooxybutanoate 2,3-Dihydroxy-4-phosphonooxybutanoic acid 4-Phospho-D-erythronate 4-Phospho-D-erythronic acid 4-Phosphoerythronate 4-Phosphoerythronic acid D-4-Phosphoerythronate D-4-Phosphoerythronic Acid D-Erythronate-4-phosphate D-Erythronate-4P D-Erythronic acid-4-phosphoric acid D-Erythronic acid-4P Ery4P Erythronate-4P Erythronic acid-4P C4H9O8P 216.0832 216.003503776 (2R,3R)-2,3-dihydroxy-4-(phosphonooxy)butanoic acid 4-phospho-D-erythronic acid [H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)C(O)=O InChI=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/s1 ZCZXOHUILRHRQJ-PWNYCUMCSA-N Cytosol logp -2.33 ALOGPS logs -1.04 ALOGPS solubility 1.96e+01 g/l ALOGPS logp -2.3 ChemAxon pka_strongest_acidic 1.47 ChemAxon pka_strongest_basic -3.6 ChemAxon iupac (2R,3R)-2,3-dihydroxy-4-(phosphonooxy)butanoic acid ChemAxon average_mass 216.0832 ChemAxon mono_mass 216.003503776 ChemAxon smiles [H][C@@](O)(COP(O)(O)=O)[C@@]([H])(O)C(O)=O ChemAxon formula C4H9O8P ChemAxon inchi InChI=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/s1 ChemAxon inchikey ZCZXOHUILRHRQJ-PWNYCUMCSA-N ChemAxon polar_surface_area 144.52 ChemAxon refractivity 37.22 ChemAxon polarizability 15.98 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 7 ChemAxon donor_count 5 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Vitamin B6 metabolism ec00750 Metabolic pathways eco01100 Vitamin B6 1430936196 PW000891 Metabolic pyridoxal 5'-phosphate biosynthesis I PYRIDOXSYN-PWY Specdb::CMs 2695 Specdb::NmrOneD 263708 Specdb::NmrOneD 263709 Specdb::NmrOneD 263710 Specdb::NmrOneD 263711 Specdb::NmrOneD 263712 Specdb::NmrOneD 263713 Specdb::NmrOneD 263714 Specdb::NmrOneD 263715 Specdb::NmrOneD 263716 Specdb::NmrOneD 263717 Specdb::NmrOneD 263718 Specdb::NmrOneD 263719 Specdb::NmrOneD 263720 Specdb::NmrOneD 263721 Specdb::NmrOneD 263722 Specdb::NmrOneD 263723 Specdb::NmrOneD 263724 Specdb::NmrOneD 263725 Specdb::NmrOneD 263726 Specdb::NmrOneD 263727 Specdb::MsMs 28052 Specdb::MsMs 28053 Specdb::MsMs 28054 Specdb::MsMs 34610 Specdb::MsMs 34611 Specdb::MsMs 34612 696 676 C03393 49003 ERYTHRONATE-4P DEZ Keseler, 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. 21097882 Kanehisa, 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. 22080510 Erythronate-4-phosphate dehydrogenase P05459 PDXB_ECOLI pdxB http://ecmdb.ca/proteins/P05459.xml Glyceraldehyde-3-phosphate dehydrogenase A P0A9B2 G3P1_ECOLI gapA http://ecmdb.ca/proteins/P0A9B2.xml D-erythrose-4-phosphate dehydrogenase P0A9B6 E4PD_ECOLI epd http://ecmdb.ca/proteins/P0A9B6.xml D-Erythrose 4-phosphate + Water + NAD <> 4-Phospho-D-erythronate +2 Hydrogen ion + NADH R01825 ERYTH4PDEHYDROG-RXN 4-Phospho-D-erythronate + NAD <> Hydrogen ion + NADH + 2-Oxo-3-hydroxy-4-phosphobutanoic acid R04210 ERYTHRON4PDEHYDROG-RXN D-Erythrose 4-phosphate + NAD + Water <> 4-Phospho-D-erythronate + NADH + Hydrogen ion R01825 D-Erythrose 4-phosphate + Water + NAD > 4-Phospho-D-erythronate + NADH + Hydrogen ion ERYTH4PDEHYDROG-RXN 4-Phospho-D-erythronate + NAD > Hydrogen ion + 2-Oxo-3-hydroxy-4-phosphobutanoic acid + NADH ERYTHRON4PDEHYDROG-RXN D-Erythrose 4-phosphate + NAD + Water > 4-Phospho-D-erythronate + NADH 4-Phospho-D-erythronate + NAD > 2-Oxo-3-hydroxy-4-phosphobutanoic acid + NADH D-Erythrose 4-phosphate + NAD + Water > 4-Phospho-D-erythronate + NADH +2 Hydrogen ion PW_R006051 D-Erythrose 4-phosphate + Water + NAD <>4 4-Phospho-D-erythronate +2 Hydrogen ion + NADH 4 4-Phospho-D-erythronate + NAD <> Hydrogen ion + NADH +2 2-Oxo-3-hydroxy-4-phosphobutanoic acid 4 4-Phospho-D-erythronate + NAD <> Hydrogen ion + NADH +2 2-Oxo-3-hydroxy-4-phosphobutanoic acid D-Erythrose 4-phosphate + Water + NAD <>4 4-Phospho-D-erythronate +2 Hydrogen ion + NADH