ArticleNucleic acids research2012
Enhancing the cellular uptake of Py-Im polyamides through next-generation aryl turns.
Article in Nucleic acids research, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.
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Who cites it
21 citing papers in PubMed.
- Modulation of dynamic DNA G-quadruplex structures in the hTERT promoter region by ligands.Nucleic acids research · 2024Article
- The use of RNA-based treatments in the field of cancer immunotherapy.Molecular cancer · 2023Review
- DNA-Binding Properties of New Fluorescent AzaHx Amides: Methoxypyridylazabenzimidazolepyrroleimidazole/pyrrole.Chembiochem : a European journal of chemical biology · 2018Article
- The past and presence of gene targeting: from chemicals and DNA via proteins to RNA.Philosophical transactions of the Royal Society of London. Series B, Biological sciences · 2018Review
- Reprogramming cell fate with artificial transcription factors.FEBS letters · 2018Review
- A synthetic DNA-binding inhibitor of SOX2 guides human induced pluripotent stem cells to differentiate into mesoderm.Nucleic acids research · 2017Article
- Modulation of topoisomerase IIα expression and chemosensitivity through targeted inhibition of NF-Y:DNA binding by a diamino p-anisyl-benzimidazole (Hx) polyamide.Biochimica et biophysica acta. Gene regulatory mechanisms · 2017Article
- Review
- [Recognition study of double strand DNA with hairpin oligopolyamide].Sheng wu yi xue gong cheng xue za zhi = Journal of biomedical engineering = Shengwu yixue gongchengxue zazhi · 2017Article
- Controlling gene networks and cell fate with precision-targeted DNA-binding proteins and small-molecule-based genome readers.The Biochemical journal · 2014Review
- Article
- Complex of the herpes simplex virus type 1 origin binding protein UL9 with DNA as a platform for the design of a new type of antiviral drugs.Journal of biomolecular structure & dynamics · 2014Article
- Fluorescent probes for nucleic Acid visualization in fixed and live cells.Molecules (Basel, Switzerland) · 2013Review
- Programmable DNA-binding small molecules.Bioorganic & medicinal chemistry · 2013Review
- Animal toxicity of hairpin pyrrole-imidazole polyamides varies with the turn unit.Journal of medicinal chemistry · 2013Article
- Antitumor activity of a pyrrole-imidazole polyamide.Proceedings of the National Academy of Sciences of the United States of America · 2013Article
- Synthesis of cyclic Py-Im polyamide libraries.The Journal of organic chemistry · 2013Article
- Guiding the design of synthetic DNA-binding molecules with massively parallel sequencing.Journal of the American Chemical Society · 2012Article
- Gene expression changes in a tumor xenograft by a pyrrole-imidazole polyamide.Proceedings of the National Academy of Sciences of the United States of America · 2012Article
- Single-dose pharmacokinetic and toxicity analysis of pyrrole-imidazole polyamides in mice.Cancer chemotherapy and pharmacology · 2012Article
Corrections and comments
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3 authors.
Funding
Abstract
Pyrrole-imidazole (Py-Im) hairpin polyamides are a class of programmable, sequence-specific DNA binding oligomers capable of disrupting protein-DNA interactions and modulating gene expression in living cells. Methods to control the cellular uptake and nuclear localization of these compounds are essential to their application as molecular probes or therapeutic agents. Here, we explore modifications of the hairpin γ-aminobutyric acid turn unit as a means to enhance cellular uptake and biological activity. Remarkably, introduction of a simple aryl group at the turn potentiates the biological effects of a polyamide targeting the sequence 5'-WGWWCW-3' (W =A/T) by up to two orders of magnitude. Confocal microscopy and quantitative flow cytometry analysis suggest this enhanced potency is due to increased nuclear uptake. Finally, we explore the generality of this approach and find that aryl-turn modifications enhance the uptake of all polyamides tested, while having a variable effect on the upper limit of polyamide nuclear accumulation. Overall this provides a step forward for controlling the intracellular concentration of Py-Im polyamides that will prove valuable for future applications in which biological potency is essential.
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