We introduce a new member of a family of photochemically active oligonucleotide conjugates. A Phenanthrodihydrodioxin (PDHD)-based agent was synthesized and covalently linked to a 5'-end of the 9-mer oligonucleotide via a hexamethylene linker. The conjugate hybridized to a complementary 30-nucleotide-long target and efficiently cleaved it in a sequence specific manner. Up to 67% of target was specifically damaged (51% cross-links and 16% direct cleavage). While the photosensitizer alone nonspecifically damaged only Gs in a single-stranded target, its conjugate cross-linked to and damaged also A, T, and C sites in a target in agreement with duplex and tripler formation.
Bendinskas, Kestutis G.; Harsch, Andreas; Wilson, R. Marshall; and Midden, W. Robert, "Sequence-specific Photomodification Of Dna By An Oligonucleotide-phenanthrodihydrodioxin Conjugate" (1998). Chemistry Faculty Publications. 88.