Oligomerization route to Py-Im polyamide macrocycles

David M. Chenoweth, Daniel A. Harki, Peter B. Dervan

Research output: Contribution to journalArticlepeer-review

7 Scopus citations

Abstract

Image Persented Cyclic eight-ring pyrrole-imidazole polyamides are sequence-specific DNA-binding small molecules that are cell permeable and can regulate endogenous gene expression. Syntheses of cyclic polyamides have been achieved by solid-phase and solution-phase methods. A rapid solution-phase oligomerization approach to eight-ring symmetrical cyclic polyamides yields 12- and 16-membered macrocycles as well. A preference for DNA binding by the 8- and 16-membered oligomers was observed over the 12-ring macrocycle, which we attributed to a conformational constraint not present in the smaller and larger systems.

Original languageEnglish (US)
Pages (from-to)3590-3593
Number of pages4
JournalOrganic Letters
Volume11
Issue number16
DOIs
StatePublished - Aug 20 2009

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