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Photochem Photobiol ; 74(5): 686-93, 2001 Nov.
Article in English | MEDLINE | ID: mdl-11723796

ABSTRACT

Eight single-stranded oligodeoxyribonucleotides 32P-labeled at the 5'-end were synthesized; they were annealed with the complementary oligodeoxyribonucleotides to form the corresponding double-stranded helices. These duplexes possessed standard Watson-Crick base pairs, locally perturbed sites of a base mismatch, or a bulge. Further, 5'-32P-labeled oligodeoxyribonucleotides with a hairpin loop were also synthesized. Cleavage of these single- and double-stranded oligodexyribonucleotides selectively at the deoxyguanosine residue was accomplished by use of 3-(p-tolylamino)-1,5-azulenequinone 1 upon irradiation with 350 nm UV light. The single strands were cleaved more efficiently than the double-helices. For the helices containing a deoxyguanosine residue at a bulge, at a hairpin loop or toward the end, the cleaving efficiency was increased. Computation results indicate that two possibilities exist for agent 1 to form two "Watson-Crick type" hydrogen bonds with guanine in single-stranded oligodeoxyribonucleotides; yet, only one possibility exists in duplexes.


Subject(s)
Deoxyguanosine/chemistry , Oligodeoxyribonucleotides/chemistry , Photolysis , Base Sequence , Electrophoresis, Polyacrylamide Gel , Models, Molecular , Nucleic Acid Conformation , Oligodeoxyribonucleotides/radiation effects , Thermodynamics
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