2.0 2012-05-31 14:39:31 -0600 2015-06-03 17:19:48 -0600 ECMDB20328 M2MDB001162 Propylphosphonate Propylphosphonate is a member of the chemical class known as Organic Phosphonic Acids and Derivatives. These are organic compounds containing phosphonic acid or a derivative thereof. . Phosphonates (Pn) are a large class of organophosphorus molecules that have direct carbon-phosphorus (C-P) bonds in place of the carbon-oxygen-phosphorus ester bond. In bacteria two pathways exist for Pn breakdown for use as a P source: the phosphonatase and C-P lyase pathways. These pathways differ both in regard to their substrate specificity and their cleavage mechanism. The phosphonatase pathway acts on the natural Pn alpha-aminoethylphosphonate (AEPn). In a two-step process it leads to cleavage of the C-P bond by a hydrolysis reaction requiring an adjacent carbonyl group. In contrast the C-P lyase pathway has a broad substrate specificity. It leads to cleavage of substituted Pn (such as AEPn) as well as unsubstituted Pn by a mechanism involving redox or radical chemistry. Due to its broad substrate specificity, the C-P lyase pathway is generally thought to be responsible for the breakdown of Pn herbicides (such as glyphosate) by bacteria. 1-Propylphosphonate 1-Propylphosphonic acid PPN Propanephosphonate Propanephosphonic acid Propylphosphonic acid C3H8O3P 123.0676 123.021105634 hydrogen propylphosphonate hydrogen propylphosphonate CCCP(O)([O-])=O InChI=1S/C3H9O3P/c1-2-3-7(4,5)6/h2-3H2,1H3,(H2,4,5,6)/p-1 NSETWVJZUWGCKE-UHFFFAOYSA-M Cytoplasm Periplasm logp -0.40 ALOGPS logs -0.56 ALOGPS solubility 3.85e+01 g/l ALOGPS logp -0.34 ChemAxon pka_strongest_acidic 1.81 ChemAxon iupac hydrogen propylphosphonate ChemAxon average_mass 123.0676 ChemAxon mono_mass 123.021105634 ChemAxon smiles CCCP(O)([O-])=O ChemAxon formula C3H8O3P ChemAxon inchi InChI=1S/C3H9O3P/c1-2-3-7(4,5)6/h2-3H2,1H3,(H2,4,5,6)/p-1 ChemAxon inchikey NSETWVJZUWGCKE-UHFFFAOYSA-M ChemAxon polar_surface_area 60.36 ChemAxon refractivity 25.45 ChemAxon polarizability 10.46 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge -1 ChemAxon Specdb::NmrOneD 321531 Specdb::NmrOneD 321532 Specdb::NmrOneD 321533 Specdb::NmrOneD 321534 Specdb::NmrOneD 321535 Specdb::NmrOneD 321536 Specdb::NmrOneD 321537 Specdb::NmrOneD 321538 Specdb::NmrOneD 321539 Specdb::NmrOneD 321540 Specdb::NmrOneD 321541 Specdb::NmrOneD 321542 Specdb::NmrOneD 321543 Specdb::NmrOneD 321544 Specdb::NmrOneD 321545 Specdb::NmrOneD 321546 Specdb::NmrOneD 321547 Specdb::NmrOneD 321548 Specdb::NmrOneD 321549 Specdb::NmrOneD 321550 Specdb::MsMs 26210 Specdb::MsMs 26211 Specdb::MsMs 26212 Specdb::MsMs 32768 Specdb::MsMs 32769 Specdb::MsMs 32770 25200508 CPD0-1076 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 Putative phosphonates transport system permease protein phnE P16683 PHNE_ECOLI phnE http://ecmdb.ca/proteins/P16683.xml