2.02012-05-31 14:39:31 -06002015-06-03 17:19:48 -0600ECMDB20328M2MDB001162PropylphosphonatePropylphosphonate 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-Propylphosphonate1-Propylphosphonic acidPPNPropanephosphonatePropanephosphonic acidPropylphosphonic acidC3H8O3P123.0676123.021105634hydrogen propylphosphonatehydrogen propylphosphonateCCCP(O)([O-])=OInChI=1S/C3H9O3P/c1-2-3-7(4,5)6/h2-3H2,1H3,(H2,4,5,6)/p-1NSETWVJZUWGCKE-UHFFFAOYSA-MCytoplasmPeriplasmlogp-0.40logs-0.56solubility3.85e+01 g/llogp-0.34pka_strongest_acidic1.81iupachydrogen propylphosphonateaverage_mass123.0676mono_mass123.021105634smilesCCCP(O)([O-])=OformulaC3H8O3PinchiInChI=1S/C3H9O3P/c1-2-3-7(4,5)6/h2-3H2,1H3,(H2,4,5,6)/p-1inchikeyNSETWVJZUWGCKE-UHFFFAOYSA-Mpolar_surface_area60.36refractivity25.45polarizability10.46rotatable_bond_count2acceptor_count3donor_count1physiological_charge-1formal_charge-1Specdb::NmrOneD321531Specdb::NmrOneD321532Specdb::NmrOneD321533Specdb::NmrOneD321534Specdb::NmrOneD321535Specdb::NmrOneD321536Specdb::NmrOneD321537Specdb::NmrOneD321538Specdb::NmrOneD321539Specdb::NmrOneD321540Specdb::NmrOneD321541Specdb::NmrOneD321542Specdb::NmrOneD321543Specdb::NmrOneD321544Specdb::NmrOneD321545Specdb::NmrOneD321546Specdb::NmrOneD321547Specdb::NmrOneD321548Specdb::NmrOneD321549Specdb::NmrOneD321550Specdb::MsMs26210Specdb::MsMs26211Specdb::MsMs26212Specdb::MsMs32768Specdb::MsMs32769Specdb::MsMs3277025200508CPD0-1076Keseler, 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-D590.21097882Putative phosphonates transport system permease protein phnEP16683PHNE_ECOLIphnEhttp://ecmdb.ca/proteins/P16683.xml