title: A second-generation copper(II)-mediated metallo-DNA-base pair.
abstract: Metal-dependent pairing of nucleobases represents an alternative DNA base pairing scheme. Our first-generation copper(II)-mediated pyridine-2,6-dicarboxylate (Dipic) and pyridine (Py) metallo-base pair has a stability comparable to the natural base pairs dA:dT and dC:dG but does not have the selectivity of the Watson Crick base pairs. In order to increase the selectivity of base pair formation, a second-generation metallo-base pair was generated consisting of a pyridine-2,6-dicarboxamide (Dipam) and a pyridine (Py) nucleobase. This new metallo-base pair is more stable than the natural base pairs dA:dT and dC:dG and highly selective against mispairing. In addition, incorporation of multiple metallo-base pairs into DNA results in the formation of stable duplexes demonstrating that hydrogen bonding base pairs can efficiently be replaced by metal-dependent base pairs at multiple sites in DNA.
authors.affiliation: Department of Chemistry, The Scripps Research Institute, La Jolla, CA 92037, USA.
authors.forename: Nicole
authors.initials: N
authors.lastname: Zimmermann
authors.forename: Eric
authors.initials: E
authors.lastname: Meggers
authors.forename: Peter G
authors.initials: PG
authors.lastname: Schultz
mesh_terms: D020029:Base Pairing; D003300:Copper / Q000737:chemistry*; D004247:DNA / Q000737:chemistry*; D008024:Ligands; D009690:Nucleic Acid Conformation; D009705:Nucleosides / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry; D009943:Organophosphorus Compounds / Q000138:chemical synthesis / Q000737:chemistry; D010848:Picolinic Acids / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry; D013696:Temperature
chemical_list: C492869:3-(2'-deoxyribofuranosyl)-2,6-dicarboxypyridine; D008024:Ligands; D009705:Nucleosides; D009942:Organometallic Compounds; D009943:Organophosphorus Compounds; D010848:Picolinic Acids; D011725:Pyridines; C434331:phosphoramidite; D003300:Copper; D004247:DNA