2.02012-05-31 14:27:00 -06002015-06-03 17:19:17 -0600ECMDB20092M2MDB0009404-Hydroxy-L-threonine4-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 acid2-Amino-3,4-dihydroxy-(S-(R*,R*))-L-Threonate2-Amino-3,4-dihydroxy-(S-(R*,R*))-L-Threonic acid3-Hydroxyhomoserinea-amino-b,g-Dihydroxybutyratea-amino-b,g-Dihydroxybutyric acidAlpha-Amino-beta,gamma-dihydroxybutyrateAlpha-Amino-beta,gamma-dihydroxybutyric acidHydroxythreonineα-amino-β,γ-Dihydroxybutyrateα-amino-β,γ-Dihydroxybutyric acidC4H9NO4135.1186135.053157781(2S,3S)-2-amino-3,4-dihydroxybutanoic acidhydroxythreonine21768-45-6N[C@@H]([C@H](O)CO)C(O)=OInChI=1S/C4H9NO4/c5-3(4(8)9)2(7)1-6/h2-3,6-7H,1,5H2,(H,8,9)/t2-,3+/m1/s1JBNUARFQOCGDRK-GBXIJSLDSA-NCytosollogp-3.36logs0.42solubility3.57e+02 g/llogp-4.5pka_strongest_acidic1.92pka_strongest_basic8.62iupac(2S,3S)-2-amino-3,4-dihydroxybutanoic acidaverage_mass135.1186mono_mass135.053157781smilesN[C@@H]([C@H](O)CO)C(O)=OformulaC4H9NO4inchiInChI=1S/C4H9NO4/c5-3(4(8)9)2(7)1-6/h2-3,6-7H,1,5H2,(H,8,9)/t2-,3+/m1/s1inchikeyJBNUARFQOCGDRK-GBXIJSLDSA-Npolar_surface_area103.78refractivity28polarizability12.04rotatable_bond_count3acceptor_count5donor_count4physiological_charge0formal_charge0Vitamin B6 metabolismec00750Specdb::CMs2478Specdb::MsMs23609Specdb::MsMs23610Specdb::MsMs23611Specdb::MsMs30407Specdb::MsMs30408Specdb::MsMs30409193577167988C0605628330CPD0-2189TH6Keseler, 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-D590.21097882Kanehisa, 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-D114.22080510Threonine synthaseP00934THRC_ECOLIthrChttp://ecmdb.ca/proteins/P00934.xmlWater + O-Phospho-4-hydroxy-L-threonine > 4-Hydroxy-L-threonine + PhosphateR05086O-Phospho-4-hydroxy-L-threonine + Water <> 4-Hydroxy-L-threonine + PhosphateR050864-Hydroxy-L-threonine <> Glycolaldehyde + GlycineRXN0-65634-Hydroxy-L-threonine + Adenosine triphosphate > Hydrogen ion + O-Phospho-4-hydroxy-L-threonine + ADPRXN0-6564