2.02015-09-08 17:50:01 -06002015-09-08 17:50:01 -0600ECMDB24196M2MDB0063135-dehydro-4-deoxy-D-glucarate(2−)5-dehydro-4-Deoxy-D-glucaric acid(2−)C6H6O7190.1076190.011352546(2R,3S)-2,3-dihydroxy-5-oxohexanedioate5-dehydro-4-deoxy-D-glucarateO[C@@H](CC(=O)C([O-])=O)[C@@H](O)C([O-])=OInChI=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/s1QUURPCHWPQNNGL-ZAFYKAAXSA-Llogp-1.36logs0.06solubility2.62e+02 g/llogp-1.5pka_strongest_acidic2.5pka_strongest_basic-3.3iupac(2R,3S)-2,3-dihydroxy-5-oxohexanedioateaverage_mass190.1076mono_mass190.011352546smilesO[C@@H](CC(=O)C([O-])=O)[C@@H](O)C([O-])=OformulaC6H6O7inchiInChI=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/s1inchikeyQUURPCHWPQNNGL-ZAFYKAAXSA-Lpolar_surface_area137.79refractivity57.86polarizability14.69rotatable_bond_count5acceptor_count7donor_count2physiological_charge-2formal_charge-2superpathway 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.PW000795MetabolicSpecdb::NmrOneD338788Specdb::NmrOneD338789Specdb::NmrOneD338790Specdb::NmrOneD338791Specdb::NmrOneD338792Specdb::NmrOneD338793Specdb::NmrOneD338794Specdb::NmrOneD338795Specdb::NmrOneD338796Specdb::NmrOneD338797Specdb::NmrOneD338798Specdb::NmrOneD338799Specdb::NmrOneD338800Specdb::NmrOneD338801Specdb::NmrOneD338802Specdb::NmrOneD338803Specdb::NmrOneD338804Specdb::NmrOneD338805Specdb::NmrOneD338806Specdb::NmrOneD338807Specdb::MsMs27608Specdb::MsMs27609Specdb::MsMs27610Specdb::MsMs34166Specdb::MsMs34167Specdb::MsMs341682-hydroxy-3-oxopropionate reductaseP0ABQ2GARR_ECOLIgarRhttp://ecmdb.ca/proteins/P0ABQ2.xmlGlucarate dehydrataseP0AES2GUDH_ECOLIgudDhttp://ecmdb.ca/proteins/P0AES2.xml5-keto-4-deoxy-D-glucarate aldolaseP23522GARL_ECOLIgarLhttp://ecmdb.ca/proteins/P23522.xmlD-galactarate dehydrataseP39829GARD_ECOLIgarDhttp://ecmdb.ca/proteins/P39829.xmlGalactaric acid > Water + 5-dehydro-4-deoxy-D-glucarate(2−)PW_R002723D-Glucaric acid + Glucaric acid > Water + 5-dehydro-4-deoxy-D-glucarate(2−)PW_R002724D-glucarate > 5-dehydro-4-deoxy-D-glucarate(2−) + WaterPW_R0038475-dehydro-4-deoxy-D-glucarate(2−) > Pyruvic acid + Tartronate semialdehydePW_R002725