2.0 2015-09-08 17:49:55 -0600 2016-09-13 16:35:42 -0600 ECMDB24181 M2MDB006298 S-ureidoglycine S-ureidoglycine aminohydrolase (gene name: allE; EC Number: 3.5.3.26) is an enzyme that catalyses the chemical reaction S-ureidoglycine + H2O <=> S-ureidoglycolate + ammonium in E. coli (BioCyc). (2S)-2-amino-2-(carbamoylamino)acetic acid (S)-2-ureidoglycine logp -3.34 ALOGPS logs -0.36 ALOGPS solubility 5.82e+01 g/l ALOGPS logp -4.3 ChemAxon pka_strongest_acidic 1.43 ChemAxon pka_strongest_basic 7.41 ChemAxon iupac (2S)-2-amino-2-(carbamoylamino)acetic acid ChemAxon polar_surface_area 118.44 ChemAxon refractivity 26.98 ChemAxon polarizability 11.21 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon glycolate and glyoxylate degradation Glycolic acid is introduced into the cytoplasm through either a glycolate / lactate:H+ symporter or a acetate / glycolate transporter. Once inside, glycolic acid reacts with an oxidized electron-transfer flavoprotein through a glycolate oxidase resulting in a reduced acceptor and glyoxylic acid. Glyoxylic acid can also be obtained from the introduction of glyoxylic acid. It can also be obtained from the metabolism of (S)-allantoin. S-allantoin is introduced into the cytoplasm through a purine and pyrimidine transporter(allantoin specific). Once inside, the compound reacts with water through a allantoinase resulting in hydrogen ion and allantoic acid. Allantoic acid then reacts with water and hydrogen ion through a allantoate amidohydrolase resulting in a carbon dioxide, ammonium and S-ureidoglycine. The latter compound reacts with water through a S-ureidoglycine aminohydrolase resulting in ammonium and S-ureidoglycolic acid which in turn reacts with a Ureidoglycolate lyase resulting in urea and glyoxylic acid. Glyoxylic acid can either be metabolized into L-malic acid by a reaction with acetyl-CoA and Water through a malate synthase G which also releases hydrogen ion and Coenzyme A. L-malic acid is then incorporated into the TCA cycle. Glyoxylic acid can also be metabolized by glyoxylate carboligase, releasing a carbon dioxide and tartronate semialdehyde. The latter compound is then reduced by an NADH driven tartronate semialdehyde reductase 2 resulting in glyceric acid. Glyceric acid is phosphorylated by a glycerate kinase 2 resulting in a 3-phosphoglyceric acid. This compound is then integrated into various other pathways: cysteine biosynthesis, serine biosynthesis and glycolysis and pyruvate dehydrogenase. PW000827 Metabolic allantoin degradation (anaerobic) Allantoin can be degraded in anaerobic conditions. The first step involves allantoin being degraded by an allantoinase resulting in an allantoate. This compound in turn is metabolized by reacting with water and 2 hydrogen ions through an allantoate amidohydrolase resulting in the release of a carbon dioxide, ammonium and an S-ureidoglycine. The latter compund is further degrades through a S-ureidoglycine aminohydrolase resulting in the release of an ammonium and an S-ureidoglycolate. S-ureidoglycolate can be metabolized into oxalurate by two different reactions. The first reactions involves a NAD driven ureidoglycolate dehydrogenase resulting in the release of a hydrogen ion , an NADH and a oxalurate. On the other hand S-ureidoglycolate can react with NADP resulting in the release of an NADPH, a hydroge ion and an oxalurate. It is hypothesized that oxalurate can interact with a phosphate and release a a carbamoyl phosphate and an oxamate. The carbamoyl phosphate can be further degraded by reacting with an ADP, and a hydrogen ion through a carbamate kinase resulting in the release of an ammonium , ATP and carbon dioxide PW002050 Metabolic Specdb::CMs 1084113 Specdb::MsMs 23828 Specdb::MsMs 23829 Specdb::MsMs 23830 Specdb::MsMs 30626 Specdb::MsMs 30627 Specdb::MsMs 30628 Allantoate amidohydrolase P77425 ALLC_ECOLI allC http://ecmdb.ca/proteins/P77425.xml conserved protein P75713 ylbA http://ecmdb.ca/proteins/P75713.xml Allantoic acid + Water + 2 Hydrogen ion > Carbon dioxide + Ammonium + S-ureidoglycine PW_R002986 S-ureidoglycine + Water > Ammonium + (S)-Ureidoglycolic acid PW_R002987