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  • Title: Molecular recognition between oligopeptides and nucleic acids. Monocationic imidazole lexitropsins that display enhanced GC sequence dependent DNA binding.
    Author: Kissinger K, Krowicki K, Dabrowiak JC, Lown JW.
    Journal: Biochemistry; 1987 Sep 08; 26(18):5590-5. PubMed ID: 2823885.
    Abstract:
    A series of monocationic lexitropsins, or information-reading oligopeptides, were synthesized to minimize and offset the AT bias for doubly cationic ligands bound in the minor groove of DNA. The compounds possess an N-formyl group in place of the guanidinium moiety normally present in netropsin. By systematic replacement of the N-methylpyrrole groups of the dipeptide with N-methylimidazole, a remarkably high degree of sequence specificity was obtained. One of the compounds having two N-methylimidazole residues was found to exhibit dramatically altered specificity when compared with netropsin and preferred to bind to the sequence 5'-CCGT-3' 3'-GGCA-5'. The structural elements underlying sequence recognition in terms of the model for the netropsin-DNA interaction are presented and discussed.
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