2.0 2012-05-31 14:27:00 -0600 2015-06-03 17:19:17 -0600 ECMDB20092 M2MDB000940 4-Hydroxy-L-threonine 4-hydroxy-L-threonine is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).4-hydroxyl-L-threonine is involved in pyridoxine biosynthesis. This result is consistent with a model in which 4-phospho-hydroxy-L-threonine (synonym, 3-hydroxyhomoserine phosphate), rather than 4-hydroxy-L-threonine, is an obligatory intermediate in pyridoxal 5'-phosphate biosynthesis. (PMID 8595869) (2S,3S)-2-amino-3,4-dihydroxybutanoate (2S,3S)-2-amino-3,4-dihydroxybutanoic acid 2-Amino-3,4-dihydroxy-(S-(R*,R*))-L-Threonate 2-Amino-3,4-dihydroxy-(S-(R*,R*))-L-Threonic acid 3-Hydroxyhomoserine a-amino-b,g-Dihydroxybutyrate a-amino-b,g-Dihydroxybutyric acid Alpha-Amino-beta,gamma-dihydroxybutyrate Alpha-Amino-beta,gamma-dihydroxybutyric acid Hydroxythreonine α-amino-β,γ-Dihydroxybutyrate α-amino-β,γ-Dihydroxybutyric acid C4H9NO4 135.1186 135.053157781 (2S,3S)-2-amino-3,4-dihydroxybutanoic acid hydroxythreonine 21768-45-6 N[C@@H]([C@H](O)CO)C(O)=O InChI=1S/C4H9NO4/c5-3(4(8)9)2(7)1-6/h2-3,6-7H,1,5H2,(H,8,9)/t2-,3+/m1/s1 JBNUARFQOCGDRK-GBXIJSLDSA-N Cytosol logp -3.36 ALOGPS logs 0.42 ALOGPS solubility 3.57e+02 g/l ALOGPS logp -4.5 ChemAxon pka_strongest_acidic 1.92 ChemAxon pka_strongest_basic 8.62 ChemAxon iupac (2S,3S)-2-amino-3,4-dihydroxybutanoic acid ChemAxon average_mass 135.1186 ChemAxon mono_mass 135.053157781 ChemAxon smiles N[C@@H]([C@H](O)CO)C(O)=O ChemAxon formula C4H9NO4 ChemAxon inchi InChI=1S/C4H9NO4/c5-3(4(8)9)2(7)1-6/h2-3,6-7H,1,5H2,(H,8,9)/t2-,3+/m1/s1 ChemAxon inchikey JBNUARFQOCGDRK-GBXIJSLDSA-N ChemAxon polar_surface_area 103.78 ChemAxon refractivity 28 ChemAxon polarizability 12.04 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Vitamin B6 metabolism ec00750 Specdb::CMs 2478 Specdb::MsMs 23609 Specdb::MsMs 23610 Specdb::MsMs 23611 Specdb::MsMs 30407 Specdb::MsMs 30408 Specdb::MsMs 30409 193577 167988 C06056 28330 CPD0-2189 TH6 Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. 21097882 Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. 22080510 Threonine synthase P00934 THRC_ECOLI thrC http://ecmdb.ca/proteins/P00934.xml Water + O-Phospho-4-hydroxy-L-threonine > 4-Hydroxy-L-threonine + Phosphate R05086 O-Phospho-4-hydroxy-L-threonine + Water <> 4-Hydroxy-L-threonine + Phosphate R05086 4-Hydroxy-L-threonine <> Glycolaldehyde + Glycine RXN0-6563 4-Hydroxy-L-threonine + Adenosine triphosphate > Hydrogen ion + O-Phospho-4-hydroxy-L-threonine + ADP RXN0-6564