2.0 2012-07-30 14:55:04 -0600 2015-06-03 17:20:58 -0600 ECMDB21237 M2MDB001645 L-Prolinylglycine Prolinylglycine is a dipeptide. It is a proteolytic breakdown product of larger proteins. E. coli can use this dipeptide as a substrate for carbon/nitrogen metabolism and a source of proline. It is transported via DppA, which appears to be both a dipeptide transporter and a dipeptidase. Pro-Gly utilization does not require any of the three major proline transport systems. [PMID:1702779] ((2-pyrrolidinylcarbonyl)amino)acetate ((2-pyrrolidinylcarbonyl)amino)acetic acid L-Prolinylglycine L-Prolylglycine L-Prolylgycine N-L-Prolyl-Glycine Pro-Gly Prolylglycine C7H12N2O3 172.1818 172.08479226 2-(pyrrolidin-2-ylformamido)acetic acid (pyrrolidin-2-ylformamido)acetic acid 2578-57-6 OC(=O)CNC(=O)C1CCCN1 InChI=1S/C7H12N2O3/c10-6(11)4-9-7(12)5-2-1-3-8-5/h5,8H,1-4H2,(H,9,12)(H,10,11) RNKSNIBMTUYWSH-UHFFFAOYSA-N Solid Cytosol Extra-organism Periplasm logp -2.89 ALOGPS logs -1.40 ALOGPS solubility 6.91e+00 g/l ALOGPS logp -3.7 ChemAxon pka_strongest_acidic 3.66 ChemAxon pka_strongest_basic 9.81 ChemAxon iupac 2-(pyrrolidin-2-ylformamido)acetic acid ChemAxon average_mass 172.1818 ChemAxon mono_mass 172.08479226 ChemAxon smiles OC(=O)CNC(=O)C1CCCN1 ChemAxon formula C7H12N2O3 ChemAxon inchi InChI=1S/C7H12N2O3/c10-6(11)4-9-7(12)5-2-1-3-8-5/h5,8H,1-4H2,(H,9,12)(H,10,11) ChemAxon inchikey RNKSNIBMTUYWSH-UHFFFAOYSA-N ChemAxon polar_surface_area 78.43 ChemAxon refractivity 40.87 ChemAxon polarizability 17.07 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 11420 Specdb::CMs 39588 Specdb::NmrOneD 328212 Specdb::NmrOneD 328213 Specdb::NmrOneD 328214 Specdb::NmrOneD 328215 Specdb::NmrOneD 328216 Specdb::NmrOneD 328217 Specdb::NmrOneD 328218 Specdb::NmrOneD 328219 Specdb::NmrOneD 328220 Specdb::NmrOneD 328221 Specdb::NmrOneD 328222 Specdb::NmrOneD 328223 Specdb::NmrOneD 328224 Specdb::NmrOneD 328225 Specdb::NmrOneD 328226 Specdb::NmrOneD 328227 Specdb::NmrOneD 328228 Specdb::NmrOneD 328229 Specdb::NmrOneD 328230 Specdb::NmrOneD 328231 Specdb::MsMs 24614 Specdb::MsMs 24615 Specdb::MsMs 24616 Specdb::MsMs 31172 Specdb::MsMs 31173 Specdb::MsMs 31174 HMDB11178 98206 88677 61695 CPD0-2182 Jandke J, Spiteller G: Dipeptide analysis in human urine. J Chromatogr. 1986 Oct 31;382:39-45. 3782411 Aminopeptidase N P04825 AMPN_ECOLI pepN http://ecmdb.ca/proteins/P04825.xml Aminoacyl-histidine dipeptidase P15288 PEPD_ECOLI pepD http://ecmdb.ca/proteins/P15288.xml Peptidase B P37095 PEPB_ECOLI pepB http://ecmdb.ca/proteins/P37095.xml Cytosol aminopeptidase P68767 AMPA_ECOLI pepA http://ecmdb.ca/proteins/P68767.xml Dipeptide transport system permease protein dppB P0AEF8 DPPB_ECOLI dppB http://ecmdb.ca/proteins/P0AEF8.xml Dipeptide transport system permease protein dppC P0AEG1 DPPC_ECOLI dppC http://ecmdb.ca/proteins/P0AEG1.xml Dipeptide transport ATP-binding protein dppD P0AAG0 DPPD_ECOLI dppD http://ecmdb.ca/proteins/P0AAG0.xml Dipeptide transport ATP-binding protein dppF P37313 DPPF_ECOLI dppF http://ecmdb.ca/proteins/P37313.xml Periplasmic dipeptide transport protein P23847 DPPA_ECOLI dppA http://ecmdb.ca/proteins/P23847.xml Aminopeptidase N P04825 AMPN_ECOLI pepN http://ecmdb.ca/proteins/P04825.xml Dipeptide transport system permease protein dppB P0AEF8 DPPB_ECOLI dppB http://ecmdb.ca/proteins/P0AEF8.xml Dipeptide transport system permease protein dppC P0AEG1 DPPC_ECOLI dppC http://ecmdb.ca/proteins/P0AEG1.xml Dipeptide transport ATP-binding protein dppD P0AAG0 DPPD_ECOLI dppD http://ecmdb.ca/proteins/P0AAG0.xml Outer membrane protein N P77747 OMPN_ECOLI ompN http://ecmdb.ca/proteins/P77747.xml Dipeptide transport ATP-binding protein dppF P37313 DPPF_ECOLI dppF http://ecmdb.ca/proteins/P37313.xml Outer membrane pore protein E P02932 PHOE_ECOLI phoE http://ecmdb.ca/proteins/P02932.xml Periplasmic dipeptide transport protein P23847 DPPA_ECOLI dppA http://ecmdb.ca/proteins/P23847.xml Outer membrane protein F P02931 OMPF_ECOLI ompF http://ecmdb.ca/proteins/P02931.xml Outer membrane protein C P06996 OMPC_ECOLI ompC http://ecmdb.ca/proteins/P06996.xml Adenosine triphosphate + Water + L-Prolinylglycine > ADP + Hydrogen ion + Phosphate + L-Prolinylglycine Adenosine triphosphate + Water + L-Prolinylglycine > ADP + Hydrogen ion + Phosphate + L-Prolinylglycine Water + L-Prolinylglycine > Glycine + L-Proline