title: DNA sequence recognition in the minor groove by hairpin pyrrole polyamide-Hoechst 33258 analogue conjugate.
abstract: A hairpin pyrrole polyamide conjugated to a Hoechst 33258 (Ht) analogue, PyPyPy-gamma-PyPyPy-gamma-Ht, was synthesized on solid-phase by adaptation of an Fmoc technique using a series of PyBOP/HOBt mediated coupling reactions. Sequence selectivity and complex stabilities were characterized by spectrofluorometric titrations and thermal melting studies. The polyamide of the conjugate was observed to bind in a hairpin motif forming 1:1 conjugate:dsDNA complexes. The conjugate is able to recognize nine contiguous A/T bps, discriminating from the sequences containing fewer than nine contiguous A/T bps.
authors.affiliation: Department of Chemistry and Biochemistry, University of California at Santa Barbara, Santa Barbara, CA 93106, USA.
authors.forename: Putta Mallikarjuna
authors.initials: PM
authors.lastname: Reddy
authors.forename: Rachel
authors.initials: R
authors.lastname: Dexter
authors.forename: Thomas C
authors.initials: TC
authors.lastname: Bruice
mesh_terms: D001483:Base Sequence; D001665:Binding Sites; D006690:Bisbenzimidazole / Q000138:chemical synthesis* / Q000494:pharmacology; D004247:DNA / Q000737:chemistry / Q000187:drug effects / Q000378:metabolism*; D015394:Molecular Structure; D009690:Nucleic Acid Conformation; D009757:Nylons / Q000737:chemistry*; D011758:Pyrroles / Q000737:chemistry*; D013050:Spectrometry, Fluorescence; D013696:Temperature; D017186:Titrimetry
chemical_list: D009757:Nylons; D011758:Pyrroles; D004247:DNA; D006690:Bisbenzimidazole