Generation of a C-3'-thymidinyl radical in single-stranded oligonucleotides under anaerobic conditions.
[reaction: see text] A C-3'-thymidinyl radical has been photochemically generated site-specifically in DNA oligonucleotides. A nucleoside H-phosphonate bearing a C-3' acetyl group was incorporated into DNA oligomers using a hand-coupling technique. When nucleotides containing the modified monomer were photolyzed (> or =320 nm) in the presence of a hydrogen atom donor, reduction products were detected by RP-HPLC and MALDI-ToF MS analysis.
Bryant-Friedrich
Amanda C
AC
Department of Chemistry, Oakland University, Rochester, Michigan 48309, USA. friedric@oakland.edu
D001483:Base Sequence; D002851:Chromatography, High Pressure Liquid; D004247:DNA / Q000737:chemistry*; D009841:Oligonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D063065:Organophosphonates / Q000737:chemistry*; D010084:Oxidation-Reduction; D010777:Photochemistry; D019032:Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization; D013936:Thymidine / Q000138:chemical synthesis / Q000737:chemistry*
D009841:Oligonucleotides; D063065:Organophosphonates; D004247:DNA; D013936:Thymidine