
Nucleosides and Nucleotides p. 2135 - 2141 (1998)
Update date:2022-09-26
Topics:
Zagotto, Giuseppe
Mitaritonna, Giovanni
Sissi, Claudia
Palumbo, Manlio
Aminoacyl-hydroxy-anthraquinones bearing glicyl, valyl, lysyl and tryptophanyl residues in the side-chain were synthesized as new potential DNA-directed drugs. These compounds bind very tightly to double-stranded DNA by intercalating their planar portion into the nucleic acid and further stabilizing the complex through electrostatic contacts with the backbone phosphates. All protonated groups in the side-chains participate in the latter process. The free energy of DNA-binding corrected for the electrostatic contribution is similar for the lysyl and glicyl derivatives, which points to a common geometry of intercalation.
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