2.0 2015-09-08 17:50:01 -0600 2015-09-08 17:50:01 -0600 ECMDB24196 M2MDB006313 5-dehydro-4-deoxy-D-glucarate(2−) 5-dehydro-4-Deoxy-D-glucaric acid(2−) C6H6O7 190.1076 190.011352546 (2R,3S)-2,3-dihydroxy-5-oxohexanedioate 5-dehydro-4-deoxy-D-glucarate O[C@@H](CC(=O)C([O-])=O)[C@@H](O)C([O-])=O InChI=1S/C6H8O7/c7-2(4(9)6(12)13)1-3(8)5(10)11/h2,4,7,9H,1H2,(H,10,11)(H,12,13)/p-2/t2-,4+/m0/s1 QUURPCHWPQNNGL-ZAFYKAAXSA-L logp -1.36 ALOGPS logs 0.06 ALOGPS solubility 2.62e+02 g/l ALOGPS logp -1.5 ChemAxon pka_strongest_acidic 2.5 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac (2R,3S)-2,3-dihydroxy-5-oxohexanedioate ChemAxon average_mass 190.1076 ChemAxon mono_mass 190.011352546 ChemAxon smiles O[C@@H](CC(=O)C([O-])=O)[C@@H](O)C([O-])=O ChemAxon formula C6H6O7 ChemAxon inchi InChI=1S/C6H8O7/c7-2(4(9)6(12)13)1-3(8)5(10)11/h2,4,7,9H,1H2,(H,10,11)(H,12,13)/p-2/t2-,4+/m0/s1 ChemAxon inchikey QUURPCHWPQNNGL-ZAFYKAAXSA-L ChemAxon polar_surface_area 137.79 ChemAxon refractivity 57.86 ChemAxon polarizability 14.69 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 7 ChemAxon donor_count 2 ChemAxon physiological_charge -2 ChemAxon formal_charge -2 ChemAxon superpathway of D-glucarate and D-galactarate degradation Galactarate is a naturally occurring dicarboxylic acid analog of D-galactose. E. coli can use both diacid sugars galactarate and D-glucarate as the sole source of carbon for growth. The initial step in the degradation of galactarate is its dehydration to 5-dehydro-4-deoxy-D-glucarate(2--) by galactarate dehydratase. Glucaric acid can also be dehydrated by a glucarate dehydratase resulting in water and 5-dehydro-4-deoxy-D-glucarate(2--). The 5-dehydro-4-deoxy-D-glucarate(2--) is then metabolized by a alpha-dehydro-beta-deoxy-D-glucarate aldolase resulting in pyruvic acid and a tartonate semialdehyde. Pyruvic acid interacts with coenzyme A through a NAD driven Pyruvate dehydrogenase complex resulting in a carbon dioxide, an NADH and an acetyl-CoA. The tartronate semialdehyde interacts with a hydrogen ion through a NADPH driven tartronate semialdehyde reductase resulting in a NADP and a glyceric acid. The glyceric acid is phosphorylated by an ATP-driven glycerate kinase 2 resulting in an ADP, a hydrogen ion and a 2-phosphoglyceric acid. The latter compound is dehydrated by an enolase resulting in the release of water and a phosphoenolpyruvic acid. The phosphoenolpyruvic acid interacts with a hydrogen ion through an ADP driven pyruvate kinase resulting in an ATP and a pyruvic acid. The pyruvic acid then interacts with water and an ATP through a phosphoenolpyruvate synthetase resulting in the release of a hydrogen ion, a phosphate, an AMP and a Phosphoenolpyruvic acid. PW000795 Metabolic Specdb::NmrOneD 338788 Specdb::NmrOneD 338789 Specdb::NmrOneD 338790 Specdb::NmrOneD 338791 Specdb::NmrOneD 338792 Specdb::NmrOneD 338793 Specdb::NmrOneD 338794 Specdb::NmrOneD 338795 Specdb::NmrOneD 338796 Specdb::NmrOneD 338797 Specdb::NmrOneD 338798 Specdb::NmrOneD 338799 Specdb::NmrOneD 338800 Specdb::NmrOneD 338801 Specdb::NmrOneD 338802 Specdb::NmrOneD 338803 Specdb::NmrOneD 338804 Specdb::NmrOneD 338805 Specdb::NmrOneD 338806 Specdb::NmrOneD 338807 Specdb::MsMs 27608 Specdb::MsMs 27609 Specdb::MsMs 27610 Specdb::MsMs 34166 Specdb::MsMs 34167 Specdb::MsMs 34168 2-hydroxy-3-oxopropionate reductase P0ABQ2 GARR_ECOLI garR http://ecmdb.ca/proteins/P0ABQ2.xml Glucarate dehydratase P0AES2 GUDH_ECOLI gudD http://ecmdb.ca/proteins/P0AES2.xml 5-keto-4-deoxy-D-glucarate aldolase P23522 GARL_ECOLI garL http://ecmdb.ca/proteins/P23522.xml D-galactarate dehydratase P39829 GARD_ECOLI garD http://ecmdb.ca/proteins/P39829.xml Galactaric acid > Water + 5-dehydro-4-deoxy-D-glucarate(2−) PW_R002723 D-Glucaric acid + Glucaric acid > Water + 5-dehydro-4-deoxy-D-glucarate(2−) PW_R002724 D-glucarate > 5-dehydro-4-deoxy-D-glucarate(2−) + Water PW_R003847 5-dehydro-4-deoxy-D-glucarate(2−) > Pyruvic acid + Tartronate semialdehyde PW_R002725