2.02015-06-04 19:21:40 -06002015-09-17 15:42:02 -0600ECMDB23841M2MDB004860(S)-Lactaldehyde(+-)-2-Hydroxypropanal(S)-Lactaldehyde2-Hydroxypropanal2-Hydroxypropionaldehydea-Hydroxypropionaldehydealpha-HydroxypropionaldehydeHydroxypropionaldehydeL-2-HydroxypropionaldehydeL-Lactaldehydeα-HydroxypropionaldehydeC3H6O274.07974.036779433(2S)-2-hydroxypropanalL-lactaldehyde3913-64-2[H]C(=O)C(C)OInChI=1S/C3H6O2/c1-3(5)2-4/h2-3,5H,1H3BSABBBMNWQWLLU-UHFFFAOYSA-Nlogp-1.04logs0.95solubility6.58e+02 g/llogp-0.63pka_strongest_acidic14.01pka_strongest_basic-3.2iupac(2S)-2-hydroxypropanalaverage_mass74.079mono_mass74.036779433smiles[H]C(=O)C(C)OformulaC3H6O2inchiInChI=1S/C3H6O2/c1-3(5)2-4/h2-3,5H,1H3inchikeyBSABBBMNWQWLLU-UHFFFAOYSA-Npolar_surface_area37.3refractivity17.91polarizability7.16rotatable_bond_count1acceptor_count2donor_count1physiological_charge0formal_charge0Fructose and mannose metabolismec00051Pyruvate metabolismec00620Pentose and glucuronate interconversionsec00040Glyoxylate and dicarboxylate metabolismec00630Propanoate 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.PW000940ec00640MetabolicMicrobial metabolism in diverse environmentsec01120Specdb::CMs2435Specdb::CMs38515Specdb::CMs174313Specdb::MsMs27830Specdb::MsMs27831Specdb::MsMs27832Specdb::MsMs34388Specdb::MsMs34389Specdb::MsMs34390Specdb::MsMs2669014Specdb::MsMs2669015Specdb::MsMs2669016Specdb::MsMs3013694Specdb::MsMs3013695Specdb::MsMs3013696C00424Lactaldehyde reductaseP0A9S1FUCO_ECOLIfucOhttp://ecmdb.ca/proteins/P0A9S1.xmlGlycerol dehydrogenaseP0A9S5GLDA_ECOLIgldAhttp://ecmdb.ca/proteins/P0A9S5.xmlL-fuculose phosphate aldolaseP0AB87FUCA_ECOLIfucAhttp://ecmdb.ca/proteins/P0AB87.xmlLactaldehyde dehydrogenaseP25553ALDA_ECOLIaldAhttp://ecmdb.ca/proteins/P25553.xmlRhamnulose-1-phosphate aldolaseP32169RHAD_ECOLIrhaDhttp://ecmdb.ca/proteins/P32169.xml2-keto-3-deoxy-L-rhamnonate aldolaseP76469RHMA_ECOLIrhmAhttp://ecmdb.ca/proteins/P76469.xmlWater + Lactaldehyde + NAD + (S)-Lactaldehyde <>2 Hydrogen ion + L-Lactic acid + NADHR01446LACTALDDEHYDROG-RXN2-Dehydro-3-deoxy-L-rhamnonate <> Lactaldehyde + Pyruvic acid + (S)-LactaldehydeR02261(R)-Propane-1,2-diol + (S)-Propane-1,2-diol + NAD <> D-Lactaldehyde + (S)-Lactaldehyde + NADH + Hydrogen ionR02258 R03080 L-Fuculose 1-phosphate <> Dihydroxyacetone phosphate + Lactaldehyde + (S)-LactaldehydeR02262FUCPALDOL-RXNL-Rhamnulose 1-phosphate <> Dihydroxyacetone phosphate + Lactaldehyde + (S)-LactaldehydeR02263RHAMNULPALDOL-RXN2 2-Dehydro-3-deoxy-L-rhamnonate <> Lactaldehyde + Pyruvic acid + (S)-Lactaldehyde