SITE-SPECIFIC PHOTOMODIFICATION OF DNA BY PORPHYRIN-OLIGONUCLEOTIDE CONJUGATES SYNTHESIZED VIA A SOLID-PHASE H-PHOSPHONATE APPROACH

ga-hydroxyhexamethylene)carbamoyl]phenyl]porphyrin was converted to it s H-phosphonate derivative and conjugated using solid phase synthesis with the 5'-hydroxyl group of deoxyribonucleotides d(TCTTCCCA) and d(T )(12). These conjugates were transformed into their (N-methylpyridiniu myl)porphyrin analogs in the reaction with methyl iodide. A 532 nm las er beam was utilized to photoactivate both types of the conjugates in the presence of the target 22-mer and 16-mer oligonucleotides. Photoac tivation of porphyrin-oligonucleotide conjugates resulted in site-spec ific DNA modification characterized by a main reaction site size of si milar to 5 bases.