2.0 2012-05-31 14:51:45 -0600 2015-06-03 17:20:20 -0600 ECMDB20581 M2MDB001383 L-Glyceraldehyde 3-phosphate L-glyceraldehyde 3-phosphate is a member of the chemical class known as Organophosphate Esters. These are organic compounds containing phosphoric acid ester functional group. L-Glyceraldehyde 3-phosphate is a competitive inhibitor of sn-glycerol 3-phosphate in the reactions catalyzed by acyl coenzyme A:sn-glycerol 3-phosphate acyltransferase (K(i) of 1. (PMID 319747) L-glyceraldehyde 3-phosphate reductase from Escherichia coli is a heme binding protein. It has been shown that YghZ from Escherichia coli functions as an efficient L-glyceraldehyde 3-phosphate reductase (Gpr). (PMID 20015532) L-Gap L-Glyceraldehyde 3-phosphoric acid L-GLYCERALDEHYDE-3-PHOSPHATE L-GLYCERALDEHYDE-3-phosphoric acid C3H5O6P 168.042 167.982374404 {[(2S)-2-hydroxy-3-oxopropoxy]dioxo-λ⁵-phosphanuidyl}oxidanyl {[(2S)-2-hydroxy-3-oxopropoxy]dioxo-λ⁵-phosphanuidyl}oxidanyl [H][C@](O)(CO[P-]([O])(=O)=O)C=O InChI=1S/C3H5O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2/q-1/t3-/m1/s1 GXXAGHMDFNBLAG-GSVOUGTGSA-N Cytoplasm Periplasm logp -1.65 ALOGPS logs -1.46 ALOGPS solubility 6.51e+00 g/l ALOGPS logp -2.3 ChemAxon iupac {[(2S)-2-hydroxy-3-oxopropoxy]dioxo-λ⁵-phosphanuidyl}oxidanyl ChemAxon average_mass 168.042 ChemAxon mono_mass 167.982374404 ChemAxon smiles [H][C@](O)(CO[P-]([O])(=O)=O)C=O ChemAxon formula C3H5O6P ChemAxon inchi InChI=1S/C3H5O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2/q-1/t3-/m1/s1 ChemAxon inchikey GXXAGHMDFNBLAG-GSVOUGTGSA-N ChemAxon polar_surface_area 80.67 ChemAxon refractivity 28.09 ChemAxon polarizability 11.94 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge -1 ChemAxon Specdb::NmrOneD 345968 Specdb::NmrOneD 345969 Specdb::NmrOneD 345970 Specdb::NmrOneD 345971 Specdb::NmrOneD 345972 Specdb::NmrOneD 345973 Specdb::NmrOneD 345974 Specdb::NmrOneD 345975 Specdb::NmrOneD 345976 Specdb::NmrOneD 345977 Specdb::NmrOneD 345978 Specdb::NmrOneD 345979 Specdb::NmrOneD 345980 Specdb::NmrOneD 345981 Specdb::NmrOneD 345982 Specdb::NmrOneD 345983 Specdb::NmrOneD 345984 Specdb::NmrOneD 345985 Specdb::NmrOneD 345986 Specdb::NmrOneD 345987 25201921 48932 L-GLYCERALDEHYDE-3-PHOSPHATE 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 Desai, K. K., Miller, B. G. (2010). "L-glyceraldehyde 3-phosphate reductase from Escherichia coli is a heme binding protein." Bioorg Chem 38:37-41. 20015532 Tang, C. T., Engel, R., Tropp, B. E. (1977). "L-Glyceraldehude 3-phosphate, a bactericidal agent." Antimicrob Agents Chemother 11:147-153. 319747 Uncharacterized protein yghZ Q46851 YGHZ_ECOLI yghZ http://ecmdb.ca/proteins/Q46851.xml Glycerol 3-phosphate + NADP < Hydrogen ion + L-Glyceraldehyde 3-phosphate + NADPH RXN0-5410