2.0 2012-05-31 14:48:44 -0600 2015-06-03 17:20:08 -0600 ECMDB20520 M2MDB001328 p-Aminobenzoyl glutamate P-aminobenzoyl glutamate (PABA-GLU) is a member of the chemical class known as Hippuric Acid Derivatives. These are compounds containing an hippuric acid or a derivative, with a structure characterized the presence of a benzoyl group linked to the N-terminal of a glycine. PABA-GLU can used by E. coli as a growth substrate and a series of 3 enzymes are used to tranport this peptide into the cell and cleave it into glutamate and p-aminobenzoate. 4-Aminobenzoyl-glutamate 4-Aminobenzoyl-glutamic acid N-(4-Aminobenzoyl)-L-glutamate N-(4-Aminobenzoyl)-L-glutamic acid N-(Para-aminobenzoyl)-L-glutamate N-(Para-aminobenzoyl)-L-glutamic acid P-Aminobenzoyl glutamic acid PABA-Glu C12H12N2O5 264.2341 264.074621504 (2S)-2-[(4-aminophenyl)formamido]pentanedioate p-aminobenzoyl-glutamate [H][C@@](CCC([O-])=O)(NC(=O)C1=CC=C(N)C=C1)C([O-])=O InChI=1S/C12H14N2O5/c13-8-3-1-7(2-4-8)11(17)14-9(12(18)19)5-6-10(15)16/h1-4,9H,5-6,13H2,(H,14,17)(H,15,16)(H,18,19)/p-2/t9-/m0/s1 GADGMZDHLQLZRI-VIFPVBQESA-L Cytoplasm Periplasm logp 0.12 ALOGPS logs -1.64 ALOGPS solubility 6.88e+00 g/l ALOGPS logp -0.86 ChemAxon pka_strongest_acidic 2.72 ChemAxon pka_strongest_basic 4.51 ChemAxon iupac (2S)-2-[(4-aminophenyl)formamido]pentanedioate ChemAxon average_mass 264.2341 ChemAxon mono_mass 264.074621504 ChemAxon smiles [H][C@@](CCC([O-])=O)(NC(=O)C1=CC=C(N)C=C1)C([O-])=O ChemAxon formula C12H12N2O5 ChemAxon inchi InChI=1S/C12H14N2O5/c13-8-3-1-7(2-4-8)11(17)14-9(12(18)19)5-6-10(15)16/h1-4,9H,5-6,13H2,(H,14,17)(H,15,16)(H,18,19)/p-2/t9-/m0/s1 ChemAxon inchikey GADGMZDHLQLZRI-VIFPVBQESA-L ChemAxon polar_surface_area 135.38 ChemAxon refractivity 87.78 ChemAxon polarizability 24.87 ChemAxon rotatable_bond_count 6 ChemAxon acceptor_count 6 ChemAxon donor_count 2 ChemAxon physiological_charge -2 ChemAxon formal_charge -2 ChemAxon Specdb::NmrOneD 272878 Specdb::NmrOneD 272879 Specdb::NmrOneD 272880 Specdb::NmrOneD 272881 Specdb::NmrOneD 272882 Specdb::NmrOneD 272883 Specdb::NmrOneD 272884 Specdb::NmrOneD 272885 Specdb::NmrOneD 272886 Specdb::NmrOneD 272887 Specdb::NmrOneD 272888 Specdb::NmrOneD 272889 Specdb::NmrOneD 272890 Specdb::NmrOneD 272891 Specdb::NmrOneD 272892 Specdb::NmrOneD 272893 Specdb::NmrOneD 272894 Specdb::NmrOneD 272895 Specdb::NmrOneD 272896 Specdb::NmrOneD 272897 Specdb::MsMs 25649 Specdb::MsMs 25650 Specdb::MsMs 25651 Specdb::MsMs 32207 Specdb::MsMs 32208 Specdb::MsMs 32209 25202539 26332034 CPD0-889 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 p-aminobenzoyl-glutamate transport protein P46133 abgT http://ecmdb.ca/proteins/P46133.xml Water + p-Aminobenzoyl glutamate > p-Aminobenzoic acid + L-Glutamate RXN0-5040