2.0 2012-07-30 14:54:42 -0600 2015-06-03 17:20:45 -0600 ECMDB21153 M2MDB001562 2-Aminomalonate semialdehyde 2-Aminomalonate semialdehyde is an organic compound that can be formed from a reaction between NADP+ and L-serine. (EcoCyc) (2S)-2-amino-3-oxopropanoate (2S)-2-amino-3-oxopropanoic acid (S)-2-amino-3-oxopropanoate (S)-2-amino-3-oxopropanoic acid 2-Amino-3-oxo-Propanoate 2-Amino-3-oxo-Propanoic acid 2-Amino-3-oxopropionate 2-Amino-3-oxopropionic acid 2-Aminomalonate semialdehyde 2-Aminomalonic acid semialdehyde 2-Ammoniomalonate semialdehyde 2-Ammoniomalonic acid semialdehyde 2-Formylglycine 3-Oxo-(9CI)-Alanine 3-Oxo-L-alanine 3-Oxoalanine A-Formylglycine Alpha-Formylglycine Amino-(8CI)Malonaldehydate Amino-(8CI)Malonaldehydic acid L-3-Oxoalanine L-a-Formylglycine L-alpha-Formylglycine L-Amino-malonate semialdehyde L-Amino-malonic acid semialdehyde L-Aminomalonaldehydate L-Aminomalonaldehydic acid L-Serine semialdehyde [misnomer] L-α-Formylglycine α-Formylglycine C3H5NO3 103.0767 103.026943031 (2S)-2-amino-3-oxopropanoic acid 2-aminomalonate semialdehyde 5735-66-0 N[C@@H](C=O)C(O)=O InChI=1S/C3H5NO3/c4-2(1-5)3(6)7/h1-2H,4H2,(H,6,7)/t2-/m0/s1 XMTCKNXTTXDPJX-REOHCLBHSA-N Solid Cytosol logp -2.78 ALOGPS logs 0.37 ALOGPS solubility 2.42e+02 g/l ALOGPS logp -3.6 ChemAxon pka_strongest_acidic 1.66 ChemAxon pka_strongest_basic 7.18 ChemAxon iupac (2S)-2-amino-3-oxopropanoic acid ChemAxon average_mass 103.0767 ChemAxon mono_mass 103.026943031 ChemAxon smiles N[C@@H](C=O)C(O)=O ChemAxon formula C3H5NO3 ChemAxon inchi InChI=1S/C3H5NO3/c4-2(1-5)3(6)7/h1-2H,4H2,(H,6,7)/t2-/m0/s1 ChemAxon inchikey XMTCKNXTTXDPJX-REOHCLBHSA-N ChemAxon polar_surface_area 80.39 ChemAxon refractivity 21.06 ChemAxon polarizability 8.51 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 4 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Secondary Metabolites: cysteine biosynthesis from serine The pathway starts with a 3-phosphoglyceric acid interacting with an NAD driven D-3-phosphoglycerate dehydrogenase / α-ketoglutarate reductase resulting in an NADH, a hydrogen ion and a phosphohydroxypyruvic acid. This compound then interacts with an L-glutamic acid through a 3-phosphoserine aminotransferase / phosphohydroxythreonine aminotransferase resulting in a oxoglutaric acid and a DL-D-phosphoserine. The latter compound then interacts with a water molecule through a phosphoserine phosphatase resulting in a phosphate and an L-serine. The L-serine interacts with an acetyl-coa through a serine acetyltransferase resulting in a release of a Coenzyme A and a O-Acetylserine. The O-acetylserine then interacts with a hydrogen sulfide through a O-acetylserine sulfhydrylase A resulting in an acetic acid, a hydrogen ion and an L-cysteine PW000977 Metabolic Specdb::CMs 3189 Specdb::NmrOneD 297695 Specdb::NmrOneD 297696 Specdb::NmrOneD 297697 Specdb::NmrOneD 297698 Specdb::NmrOneD 297699 Specdb::NmrOneD 297700 Specdb::NmrOneD 297701 Specdb::NmrOneD 297702 Specdb::NmrOneD 297703 Specdb::NmrOneD 297704 Specdb::NmrOneD 297705 Specdb::NmrOneD 297706 Specdb::NmrOneD 297707 Specdb::NmrOneD 297708 Specdb::NmrOneD 297709 Specdb::NmrOneD 297710 Specdb::NmrOneD 297711 Specdb::NmrOneD 297712 Specdb::NmrOneD 297713 Specdb::NmrOneD 297714 Specdb::MsMs 26519 Specdb::MsMs 26520 Specdb::MsMs 26521 Specdb::MsMs 33077 Specdb::MsMs 33078 Specdb::MsMs 33079 HMDB11602 25244138 391645 C11822 58671 2-AMINOMALONATE-SEMIALDEHYDE NADP-dependent L-serine/L-allo-threonine dehydrogenase ydfG P39831 YDFG_ECOLI ydfG http://ecmdb.ca/proteins/P39831.xml NADP + L-Serine <> 2-Aminomalonate semialdehyde + Hydrogen ion + NADPH RXN0-2201 NADP + D-Serine <> 2-Aminomalonate semialdehyde + Hydrogen ion + NADPH L-Serine + NADP 2-Aminomalonate semialdehyde + NADPH + Hydrogen ion RXN0-2201 3-Hydroxyisobutyric acid + NAD <> 2-Aminomalonate semialdehyde + NADH 2-Aminomalonate semialdehyde + NADPH + Hydrogen ion <> NADP + L-Serine PW_R005862