title: DNA-catalyzed reactivity of a phosphoramidate functional group and formation of an unusual pyrophosphoramidate linkage.
abstract: During in vitro selection for DNA-catalyzed lysine reactivity, we identified a deoxyribozyme that instead catalyzes nucleophilic attack of a phosphoramidate functional group at a 5'-triphosphate-RNA, forming an unusual pyrophosphoramidate (N-P(V)-O-P(V)) linkage. This finding highlights the relatively poor nucleophilicity of nitrogen using nucleic acid catalysts, indicating a major challenge for future experimental investigation.
authors: Department of Chemistry, University of Illinois at Urbana-Champaign, 600 South Mathews Avenue, Urbana, IL 61801, USA.
authors: Amit
authors: A
authors: Sachdeva
authors: Scott K
authors: SK
authors: Silverman
mesh_terms: D001483:Base Sequence; D002384:Catalysis; D004247:DNA / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry*; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D009943:Organophosphorus Compounds; D004247:DNA