ArticleBiochemistry2012
Recognition of double-stranded RNA by guanidine-modified peptide nucleic acids.
Article in Biochemistry, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed, 61 citations in OpenAlex.
- Perspectives on conformationally constrained peptide nucleic acid (PNA): insights into the structural design, properties and applications.RSC chemical biology · 2022Review
- Nuclear magnetic resonance reveals a two hairpin equilibrium near the 3'-splice site of influenza A segment 7 mRNA that can be shifted by oligonucleotides.RNA (New York, N.Y.) · 2022Article
- Peptide nucleic acid Hoogsteen strand linker design for major groove recognition of DNA thymine bases.Journal of computer-aided molecular design · 2021Article
- Chemical approaches to discover the full potential of peptide nucleic acids in biomedical applications.Beilstein journal of organic chemistry · 2021Review
- Triplex-Forming Peptide Nucleic Acids with Extended Backbones.Chembiochem : a European journal of chemical biology · 2020Article
- Thermal Stability of Peptide Nucleic Acid Complexes.The journal of physical chemistry. B · 2019Article
- Interactions of 2'-O-methyl oligoribonucleotides with the RNA models of the 30S subunit A-site.PloS one · 2018Article
- Peptide nucleic acids: Advanced tools for biomedical applications.Journal of biotechnology · 2017Review
- Sequence-specific and Selective Recognition of Double-stranded RNAs over Single-stranded RNAs by Chemically Modified Peptide Nucleic Acids.Journal of visualized experiments : JoVE · 2017Article
- Incorporating a guanidine-modified cytosine base into triplex-forming PNAs for the recognition of a C-G pyrimidine-purine inversion site of an RNA duplex.Nucleic acids research · 2016Article
- Insights on chiral, backbone modified peptide nucleic acids: Properties and biological activity.Artificial DNA, PNA & XNA · 2014Review
- Using triple-helix-forming Peptide nucleic acids for sequence-selective recognition of double-stranded RNA.Current protocols in nucleic acid chemistry · 2014Article
- Incorporation of thio-pseudoisocytosine into triplex-forming peptide nucleic acids for enhanced recognition of RNA duplexes.Nucleic acids research · 2014Article
- Chiral peptide nucleic acids with a substituent in the N-(2-aminoethy)glycine backbone.Molecules (Basel, Switzerland) · 2012Review
- Triple-helical recognition of RNA using 2-aminopyridine-modified PNA at physiologically relevant conditions.Angewandte Chemie (International ed. in English) · 2012Article
- Recent advances in chemical modification of Peptide nucleic acids.Journal of nucleic acids · 2012Article
- Improvement of sequence selectivity in triple helical recognition of RNA by phenylalanine-derived PNA.Artificial DNA, PNA & XNAArticle
Corrections and comments
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
Double-helical RNA has become an attractive target for molecular recognition because many noncoding RNAs play important roles in the control of gene expression. Recently, we discovered that short peptide nucleic acids (PNA) bind strongly and sequence selectively to a homopurine tract of double-helical RNA via formation of a triple helix. Herein, we tested if the molecular recognition of RNA could be enhanced by α-guanidine modification of PNA. Our study was motivated by the discovery of Ly and co-workers that the guanidine modification greatly enhances the cellular delivery of PNA. Isothermal titration calorimetry showed that the guanidine-modified PNA (GPNA) had reduced affinity and sequence selectivity for triple-helical recognition of RNA. The data suggested that in contrast to unmodified PNA, which formed a 1:1 PNA-RNA triple helix, GPNA preferred a 2:1 GPNA-RNA triplex invasion complex. Nevertheless, promising results were obtained for recognition of biologically relevant double-helical RNA. Consistent with enhanced strand invasion ability, GPNA derived from d-arginine recognized the transactivation response element of HIV-1 with high affinity and sequence selectivity, presumably via Watson-Crick duplex formation. On the other hand, strong and sequence selective triple helices were formed by unmodified and nucelobase-modified PNA and the purine-rich strand of the bacterial A-site. These results suggest that appropriate chemical modifications of PNA may enhance molecular recognition of complex noncoding RNAs.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.