2.02012-05-31 14:51:45 -06002015-06-03 17:20:20 -0600ECMDB20581M2MDB001383L-Glyceraldehyde 3-phosphateL-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-GapL-Glyceraldehyde 3-phosphoric acidL-GLYCERALDEHYDE-3-PHOSPHATEL-GLYCERALDEHYDE-3-phosphoric acidC3H5O6P168.042167.982374404{[(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=OInChI=1S/C3H5O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2/q-1/t3-/m1/s1GXXAGHMDFNBLAG-GSVOUGTGSA-NCytoplasmPeriplasmlogp-1.65logs-1.46solubility6.51e+00 g/llogp-2.3iupac{[(2S)-2-hydroxy-3-oxopropoxy]dioxo-λ⁵-phosphanuidyl}oxidanylaverage_mass168.042mono_mass167.982374404smiles[H][C@](O)(CO[P-]([O])(=O)=O)C=OformulaC3H5O6PinchiInChI=1S/C3H5O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2/q-1/t3-/m1/s1inchikeyGXXAGHMDFNBLAG-GSVOUGTGSA-Npolar_surface_area80.67refractivity28.09polarizability11.94rotatable_bond_count4acceptor_count5donor_count1physiological_charge-1formal_charge-1Specdb::NmrOneD345968Specdb::NmrOneD345969Specdb::NmrOneD345970Specdb::NmrOneD345971Specdb::NmrOneD345972Specdb::NmrOneD345973Specdb::NmrOneD345974Specdb::NmrOneD345975Specdb::NmrOneD345976Specdb::NmrOneD345977Specdb::NmrOneD345978Specdb::NmrOneD345979Specdb::NmrOneD345980Specdb::NmrOneD345981Specdb::NmrOneD345982Specdb::NmrOneD345983Specdb::NmrOneD345984Specdb::NmrOneD345985Specdb::NmrOneD345986Specdb::NmrOneD3459872520192148932L-GLYCERALDEHYDE-3-PHOSPHATEKeseler, 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-D590.21097882Desai, K. K., Miller, B. G. (2010). "L-glyceraldehyde 3-phosphate reductase from Escherichia coli is a heme binding protein." Bioorg Chem 38:37-41.20015532Tang, C. T., Engel, R., Tropp, B. E. (1977). "L-Glyceraldehude 3-phosphate, a bactericidal agent." Antimicrob Agents Chemother 11:147-153.319747Uncharacterized protein yghZQ46851YGHZ_ECOLIyghZhttp://ecmdb.ca/proteins/Q46851.xmlGlycerol 3-phosphate + NADP < Hydrogen ion + L-Glyceraldehyde 3-phosphate + NADPHRXN0-5410