Journal
ORGANIC LETTERS
Volume 11, Issue 16, Pages 3590-3593Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol901311m
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Funding
- NIGMS NIH HHS [R01 GM027681, R37 GM027681, GM27681, R01 GM027681-29] Funding Source: Medline
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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.
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