DNA sequence recognition by an imidazole-containing isopropyl thiazole polyamide (thiazotropsin b)

C.J. Suckling, Andrew J. Hampshire, Hannah Khairallah, A.I. Khalaf, Abdolrasoul H. Ebrahimabadi, R.D. Waigh, Tom Brown, Keith R. Fox

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14 Citations (Scopus)

Abstract

We have used DNA footprinting and fluorescence melting experiments to study the sequence specific binding of an imidazole-containing isopropyl-substituted thiazole polyamide (thiazotropsin B) to DNA. While the parent compound (thiazotropsin A) binds to the hexanucleotide sequence ACTAGT, changing one of the N-methylpyrrole groups to N-methylimidazole changes the preferred binding sequence to (A/T)CGCG(T/A). Experiments with DNA fragments that contain variants of this sequence suggest that the ligand can also bind, with lower affinity, to sequences which differ from this by 1 bp in any position.

Original languageEnglish
Pages (from-to)3469-3474
Number of pages6
JournalBioorganic and Medicinal Chemistry Letters
Volume16
Issue number13
DOIs
Publication statusPublished - 1 Jul 2006

Keywords

  • DNA recognition
  • minor groove ligand
  • footprinting

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    Suckling, C. J., Hampshire, A. J., Khairallah, H., Khalaf, A. I., Ebrahimabadi, A. H., Waigh, R. D., ... Fox, K. R. (2006). DNA sequence recognition by an imidazole-containing isopropyl thiazole polyamide (thiazotropsin b). Bioorganic and Medicinal Chemistry Letters, 16(13), 3469-3474. https://doi.org/10.1016/j.bmcl.2006.04.007