2.0 2012-10-10 12:15:16 -0600 2015-09-17 15:42:01 -0600 ECMDB23081 M2MDB003471 2-Dehydro-3-deoxy-D-galactonate 6-phosphate 2-Dehydro-3-deoxy-D-galactonate-6-phosphate is a member of the chemical class known as Organophosphate Esters. These are organic compounds containing phosphoric acid ester functional group. It is a substrate for 2-dehydro-3-deoxy-6-phosphogalactonate aldolase which breaks it down to pyruvate and D-glyceraldehyde 3-phosphate. It is a product of carbohydrate acid metabolism, specifically D-galactonate degradation. (4R,5R)-4,5-Dihydroxy-2-oxo-6-phosphonooxyhexanoate (4R,5R)-4,5-dihydroxy-2-oxo-6-phosphonooxyhexanoic acid 2-dehydro-3-deoxy-D-galactonate 6-phosphate 2-dehydro-3-Deoxy-D-galactonic acid 6-phosphoric acid 3-Deoxy-6-O-phosphono-D-threo-hex-2-ulosonate 3-Deoxy-6-O-phosphono-D-threo-hex-2-ulosonic acid C6H8O9P 255.096 254.992239575 (4R,5R)-4,5-dihydroxy-2-oxo-6-(phosphonooxy)hexanoic acid (4R,5R)-4,5-dihydroxy-2-oxo-6-(phosphonooxy)hexanoic acid OC(COP([O-])([O-])=O)C(O)CC(=O)C([O-])=O InChI=1S/C6H11O9P/c7-3(1-4(8)6(10)11)5(9)2-15-16(12,13)14/h3,5,7,9H,1-2H2,(H,10,11)(H2,12,13,14)/p-3 OVPRPPOVAXRCED-UHFFFAOYSA-K logp -2.36 ALOGPS logs -1.26 ALOGPS solubility 1.43e+01 g/l ALOGPS logp -1.9 ChemAxon pka_strongest_acidic 1.48 ChemAxon pka_strongest_basic -3.3 ChemAxon iupac (4R,5R)-4,5-dihydroxy-2-oxo-6-(phosphonooxy)hexanoic acid ChemAxon average_mass 255.096 ChemAxon mono_mass 254.992239575 ChemAxon smiles OC(COP([O-])([O-])=O)C(O)CC(=O)C([O-])=O ChemAxon formula C6H8O9P ChemAxon inchi InChI=1S/C6H11O9P/c7-3(1-4(8)6(10)11)5(9)2-15-16(12,13)14/h3,5,7,9H,1-2H2,(H,10,11)(H2,12,13,14)/p-3 ChemAxon inchikey OVPRPPOVAXRCED-UHFFFAOYSA-K ChemAxon polar_surface_area 161.59 ChemAxon refractivity 47.19 ChemAxon polarizability 20.06 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 8 ChemAxon donor_count 5 ChemAxon physiological_charge -3 ChemAxon formal_charge 0 ChemAxon Galactitol and galactonate degradation D-galactonate can serve as the sole source of carbon and energy for E. coli . The initial step, after the transport of galactonic acid into the cell is the degradation of D-galactonate is dehydration to 2-dehydro-3-deoxy-D-galactonate by D-galactonate dehydratase. Subsequent phosphorylation by 2-dehydro-3-deoxygalactonate kinase and aldol cleavage by 2-oxo-3-deoxygalactonate 6-phosphate aldolase produce pyruvate and D-glyceraldehyde-3-phosphate, which enter central metabolism. Galactitol can also be utilized by E. coli K-12 as a total source of carbon and energy. Each enters the cell via a specific phosphotransferase system, so the first intracellular species is D-galactitol-1-phosphate or D-galactitol-6-phosphate, which are identical. This sugar alcohol phosphate becomes the substrate for a dehydrogenase that oxidizes its 2-alcohol group to a keto group. Galactitol-1-phosphate, the product of the dehydrogenation is tagatose-6-phosphate, which becomes the substrate of a kinase and subsequently an aldolase (in a pair of reactions that parallel those of glycolysis) before it is converted into intermediates (D-glyceraldehde-3-phosphate and dihydroxy-acetone-phosphate) of glycolysis. PW000820 Metabolic Specdb::MsMs 27860 Specdb::MsMs 27861 Specdb::MsMs 27862 Specdb::MsMs 34418 Specdb::MsMs 34419 Specdb::MsMs 34420 C01286 17860 KDP 2-dehydro-3-deoxygalactonokinase P31459 DGOK_ECOLI dgoK http://ecmdb.ca/proteins/P31459.xml 2-dehydro-3-deoxy-6-phosphogalactonate aldolase Q6BF16 DGOA_ECOLI dgoA http://ecmdb.ca/proteins/Q6BF16.xml 2-Dehydro-3-deoxy-D-galactonate 6-phosphate > Pyruvic acid + D-Glyceraldehyde 3-phosphate Adenosine triphosphate + 2-Dehydro-3-deoxy-D-galactonate > ADP + 2-Dehydro-3-deoxy-D-galactonate 6-phosphate 2-dehydro-3-deoxy-D-galactonate + Adenosine triphosphate + 2-Dehydro-3-deoxy-D-galactonate > Adenosine diphosphate + Hydrogen ion + 2-dehydro-3-deoxy-D-galactonate 6-phosphate + ADP + 2-Dehydro-3-deoxy-D-galactonate 6-phosphate PW_R002941 2-dehydro-3-deoxy-D-galactonate 6-phosphate + 2-Dehydro-3-deoxy-D-galactonate 6-phosphate > Pyruvic acid + D-Glyceraldehyde 3-phosphate + D-Glyceraldehyde 3-phosphate PW_R002942