Synthesis and characterization of oligonucleotides containing formamidopyrimidine lesions (Fapy.dA, Fapy.dG) at defined sites.
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.
Haraguchi
K
K
Department of Chemistry, Colorado State University, Ft. Collins, CO 80523, USA.
Delaney
M O
MO
Wiederholt
C J
CJ
Sambandam
A
A
Hantosi
Z
Z
Greenberg
M M
MM
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*
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