2.0 2012-10-10 12:13:45 -0600 2015-06-03 17:25:48 -0600 ECMDB23041 M2MDB003431 5'-Phospho-ribosylglycinamide 5-Phospho-ribosylglycinamide is an intermediate in puriine biosynthesis. It is a substrate for the enzyme Phosphoribosylglycinamide synthetase (EC:6.3.4.13) (GARS) which catalyses the second step in the de novo biosynthesis of purine. The reaction catalysed by phosphoribosylglycinamide synthetase is the ATP-dependent addition of 5-phosphoribosylamine to glycine to form 5'-phosphoribosylglycinamide. (2R,3S,4R)-5-(2-aminoacetyl)amino-3,4-dihydroxyoxolan-2-ylmethyl dihydrogen phosphate (2R,3S,4R)-5-(2-Aminoacetyl)amino-3,4-dihydroxyoxolan-2-ylmethyl dihydrogen phosphoric acid 5'-Phosphoribosylglycinamide 5'-Phosphoribosylglycineamide GAR Glycinamide ribonucleotide Glycineamide ribonucleotide Glycineamideribotide N-glycyl-5-O-phosphono-D-ribofuranosylamine N1-(5-Phospho-D-ribosyl)glycinamide C7H15N2O8P 286.1764 286.056601978 {[(2R,3S,4R)-5-(2-aminoacetamido)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid 5'-phosphoribosylglycinamide NCC(=O)NC1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O InChI=1S/C7H15N2O8P/c8-1-4(10)9-7-6(12)5(11)3(17-7)2-16-18(13,14)15/h3,5-7,11-12H,1-2,8H2,(H,9,10)(H2,13,14,15)/t3-,5-,6-,7?/m1/s1 OBQMLSFOUZUIOB-HJZCUYRDSA-N logp -2.40 ALOGPS logs -1.29 ALOGPS solubility 1.46e+01 g/l ALOGPS logp -4.7 ChemAxon pka_strongest_acidic 1.23 ChemAxon pka_strongest_basic 8.14 ChemAxon iupac {[(2R,3S,4R)-5-(2-aminoacetamido)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid ChemAxon average_mass 286.1764 ChemAxon mono_mass 286.056601978 ChemAxon smiles NCC(=O)NC1O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]1O ChemAxon formula C7H15N2O8P ChemAxon inchi InChI=1S/C7H15N2O8P/c8-1-4(10)9-7-6(12)5(11)3(17-7)2-16-18(13,14)15/h3,5-7,11-12H,1-2,8H2,(H,9,10)(H2,13,14,15)/t3-,5-,6-,7?/m1/s1 ChemAxon inchikey OBQMLSFOUZUIOB-HJZCUYRDSA-N ChemAxon polar_surface_area 171.57 ChemAxon refractivity 55.29 ChemAxon polarizability 23.69 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 3001 Specdb::MsMs 24911 Specdb::MsMs 24912 Specdb::MsMs 24913 Specdb::MsMs 31469 Specdb::MsMs 31470 Specdb::MsMs 31471 5459918 18349 Phosphoribosylglycinamide formyltransferase P08179 PUR3_ECOLI purN http://ecmdb.ca/proteins/P08179.xml Phosphoribosylamine--glycine ligase P15640 PUR2_ECOLI purD http://ecmdb.ca/proteins/P15640.xml Phosphoribosylglycinamide formyltransferase 2 P33221 PURT_ECOLI purT http://ecmdb.ca/proteins/P33221.xml Adenosine triphosphate + 5-Phosphoribosylamine + Glycine > ADP + Inorganic phosphate + 5'-Phospho-ribosylglycinamide N10-Formyl-THF + 5'-Phospho-ribosylglycinamide > Tetrahydrofolic acid + 5'-phosphoribosyl-N-formylglycinamide Formic acid + Adenosine triphosphate + 5'-Phospho-ribosylglycinamide > 5'-Phosphoribosyl-N-formylglycineamide + ADP + Pyrophosphate