Cyclopenta[f]isoquinoline derivatives designed to bind specifically to native deoxyribonucleic acid. III. Interaction of 6-carbamylmethyl-8-methyl-7H-cyclopenta[f]isoquinolin-3(2H)-one with deoxyribonucleic acids and polydeoxyribonucleotides

作者: Nitya G. Kundu , Charles Heidelberger

DOI: 10.1016/0006-291X(74)90277-0

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摘要: Abstract By the use of space-filling models, a novel compound, 6-carbamylmethyl-8-methyl-7 H -cyclopenta[f]isoquinolin-3(2 )-one ( 1 ) was devised which would be expected to hydrogen bond specifically GC pairs in major groove double helix such that (i) amino group cytosine molecule donates C-3 carbonyl isoquinoline moiety and (ii) amide proton side chain N-7 guanine. From difference spectra studies it found binds native calf thymus DNA better than denatured DNA; inhibited RNA synthesis by DNA-dependent polymerase; equilibrium dialysis experiments revealed poly(dG).poly(dC), whereas no binding poly(dA).poly(dT) observed.

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