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Cyclobutane pyrimidine dimers (CPDs) in DNA are produced by UV photoirradiation. When electrons are supplied, these lesions are cleaved and can be converted back to native thymine bases. Electrons pla...y a crucial role in the repair of CPDs. Five synthetic oligonucleotides harboring DNAs were synthesized and purified by reversed-phase HPLC. Efficient cleavage required a compound bearing both an electron donor and a positive charge. Indole is a strong electron donor, and the structures of unsymmetrical indolylmaleimides contain an indole moiety. Positively charged unsymmetrical indolylmaleimides generated via N-methylation of the quinoline ring were investigated for their ability to repair CPDs in double-stranded DNA. The fluorescence intensities of indolylmaleimides increased in the presence of double-stranded DNAs containing CPDs, testing binding interactions. The repair efficiency of these CPD-containing substrates was approximately 30% after 30 min of UV photoirradiation in the presence of indolylmaleimides. Extending photoirradiation to 60 min further increased the repair yield. A novel small-molecule was identified that efficiently repaired CPDs in double-stranded DNA.続きを見る
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