title: Synthesis and characterization of oligonucleotides containing formamidopyrimidine lesions (Fapy.dA, Fapy.dG) at defined sites.
abstract: The preparation of oligonucleotides containing Fapy.dA (N4-(2-Deoxy-alpha,beta-D-erythro-pentofuranosyl)-4,6-diamino- 5-formamidopyrimidine) and Fapy.dG (N6-(2-Deoxy-alpha,beta-D-erythro-pento-furanosyl)-2,6- diamino-4-hydroxy-5-formamido-pyrimidine) at defined sites was achieved by introducing the lesions as dinucleotide phosphoramidites. Oligonucleotides as composed of as many as 36-nucleotides were prepared by solid-phase synthesis and/or a combination of chemical synthesis and enzymatic ligation. Oligonucleotides containing non-hydrolyzable analogues were also prepared. Oligonucleotides containing these modified nucleotides were characterized by a variety of chemical and biochemical methods.
authors.affiliation: Department of Chemistry, Colorado State University, Ft. Collins, CO 80523, USA.
authors.forename: K
authors.initials: K
authors.lastname: Haraguchi
authors.forename: M O
authors.initials: MO
authors.lastname: Delaney
authors.forename: C J
authors.initials: CJ
authors.lastname: Wiederholt
authors.forename: A
authors.initials: A
authors.lastname: Sambandam
authors.forename: Z
authors.initials: Z
authors.lastname: Hantosi
authors.forename: M M
authors.initials: MM
authors.lastname: Greenberg
mesh_terms: D004249:DNA Damage; D005559:Formamides / Q000737:chemistry*; D005663:Furans / Q000737:chemistry*; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry; D011743:Pyrimidines / Q000737:chemistry*
chemical_list: D005559:Formamides; D005663:Furans; C475814:N4-(2-deoxypentofuranosyl)-4,6-diamino-5-formamidopyrimidine; C435881:N6-(2-deoxy-erythro-pentofuranosyl)-2,6-diamino-4-hydroxy-5-formamidopyrimidine; D009841:Oligonucleotides; D009943:Organophosphorus Compounds; D011743:Pyrimidines; C434331:phosphoramidite