2.0 2015-06-04 19:21:40 -0600 2015-09-17 15:42:02 -0600 ECMDB23841 M2MDB004860 (S)-Lactaldehyde (+-)-2-Hydroxypropanal (S)-Lactaldehyde 2-Hydroxypropanal 2-Hydroxypropionaldehyde a-Hydroxypropionaldehyde alpha-Hydroxypropionaldehyde Hydroxypropionaldehyde L-2-Hydroxypropionaldehyde L-Lactaldehyde α-Hydroxypropionaldehyde C3H6O2 74.079 74.036779433 (2S)-2-hydroxypropanal L-lactaldehyde 3913-64-2 [H]C(=O)C(C)O InChI=1S/C3H6O2/c1-3(5)2-4/h2-3,5H,1H3 BSABBBMNWQWLLU-UHFFFAOYSA-N logp -1.04 ALOGPS logs 0.95 ALOGPS solubility 6.58e+02 g/l ALOGPS logp -0.63 ChemAxon pka_strongest_acidic 14.01 ChemAxon pka_strongest_basic -3.2 ChemAxon iupac (2S)-2-hydroxypropanal ChemAxon average_mass 74.079 ChemAxon mono_mass 74.036779433 ChemAxon smiles [H]C(=O)C(C)O ChemAxon formula C3H6O2 ChemAxon inchi InChI=1S/C3H6O2/c1-3(5)2-4/h2-3,5H,1H3 ChemAxon inchikey BSABBBMNWQWLLU-UHFFFAOYSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 17.91 ChemAxon polarizability 7.16 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Fructose and mannose metabolism ec00051 Pyruvate metabolism ec00620 Pentose and glucuronate interconversions ec00040 Glyoxylate and dicarboxylate metabolism ec00630 Propanoate metabolism Starting from L-threonine, this compound is deaminated through a threonine deaminase resulting in a hydrogen ion, a water molecule and a (2z)-2-aminobut-2-enoate. The latter compound then isomerizes to a 2-iminobutanoate, This compound then reacts spontaneously with hydrogen ion and a water molecule resulting in a ammonium and a 2-Ketobutyric acid. The latter compound interacts with CoA through a pyruvate formate-lyase / 2-ketobutyrate formate-lyase resulting in a formic acid and a propionyl-CoA. Propionyl-CoA can then be processed either into a 2-methylcitric acid or into a propanoyl phosphate. Propionyl-CoA interacts with oxalacetic acid and a water molecule through a 2-methylcitrate synthase resulting in a hydrogen ion, a CoA and a 2-Methylcitric acid.The latter compound is dehydrated through a 2-methylcitrate dehydratase resulting in a water molecule and cis-2-methylaconitate. The latter compound is then dehydrated by a bifunctional aconitate hydratase 2 and 2-methylisocitrate dehydratase resulting in a water molecule and methylisocitric acid. The latter compound is then processed by 2-methylisocitrate lyase resulting in a release of succinic acid and pyruvic acid. Succinic acid can then interact with a propionyl-CoA through a propionyl-CoA:succinate CoA transferase resulting in a propionic acid and a succinyl CoA. Succinyl-CoA is then isomerized through a methylmalonyl-CoA mutase resulting in a methylmalonyl-CoA. This compound is then decarboxylated through a methylmalonyl-CoA decarboxylase resulting in a release of Carbon dioxide and Propionyl-CoA. ropionyl-CoA interacts with a phosphate through a phosphate acetyltransferase / phosphate propionyltransferase resulting in a CoA and a propanoyl phosphate. Propionyl-CoA can react with a phosphate through a phosphate acetyltransferase / phosphate propionyltransferase resulting in a CoA and a propanoyl phosphate. The latter compound is then dephosphorylated through a ADP driven acetate kinase/propionate kinase protein complex resulting in an ATP and Propionic acid. Propionic acid can be processed by a reaction with CoA through a ATP-driven propionyl-CoA synthetase resulting in a pyrophosphate, an AMP and a propionyl-CoA. PW000940 ec00640 Metabolic Microbial metabolism in diverse environments ec01120 Specdb::CMs 2435 Specdb::CMs 38515 Specdb::CMs 174313 Specdb::MsMs 27830 Specdb::MsMs 27831 Specdb::MsMs 27832 Specdb::MsMs 34388 Specdb::MsMs 34389 Specdb::MsMs 34390 Specdb::MsMs 2669014 Specdb::MsMs 2669015 Specdb::MsMs 2669016 Specdb::MsMs 3013694 Specdb::MsMs 3013695 Specdb::MsMs 3013696 C00424 Lactaldehyde reductase P0A9S1 FUCO_ECOLI fucO http://ecmdb.ca/proteins/P0A9S1.xml Glycerol dehydrogenase P0A9S5 GLDA_ECOLI gldA http://ecmdb.ca/proteins/P0A9S5.xml L-fuculose phosphate aldolase P0AB87 FUCA_ECOLI fucA http://ecmdb.ca/proteins/P0AB87.xml Lactaldehyde dehydrogenase P25553 ALDA_ECOLI aldA http://ecmdb.ca/proteins/P25553.xml Rhamnulose-1-phosphate aldolase P32169 RHAD_ECOLI rhaD http://ecmdb.ca/proteins/P32169.xml 2-keto-3-deoxy-L-rhamnonate aldolase P76469 RHMA_ECOLI rhmA http://ecmdb.ca/proteins/P76469.xml Water + Lactaldehyde + NAD + (S)-Lactaldehyde <>2 Hydrogen ion + L-Lactic acid + NADH R01446 LACTALDDEHYDROG-RXN 2-Dehydro-3-deoxy-L-rhamnonate <> Lactaldehyde + Pyruvic acid + (S)-Lactaldehyde R02261 (R)-Propane-1,2-diol + (S)-Propane-1,2-diol + NAD <> D-Lactaldehyde + (S)-Lactaldehyde + NADH + Hydrogen ion R02258 R03080 L-Fuculose 1-phosphate <> Dihydroxyacetone phosphate + Lactaldehyde + (S)-Lactaldehyde R02262 FUCPALDOL-RXN L-Rhamnulose 1-phosphate <> Dihydroxyacetone phosphate + Lactaldehyde + (S)-Lactaldehyde R02263 RHAMNULPALDOL-RXN 2 2-Dehydro-3-deoxy-L-rhamnonate <> Lactaldehyde + Pyruvic acid + (S)-Lactaldehyde