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Literature DB >> 22987334

Pyrrole-imidazole polyamides distinguish between double-helical DNA and RNA.

David M Chenoweth¹, Jordan L Meier, Peter B Dervan.

Abstract

Groove specificity: pyrrole-imidazole polyamides are well-known for their specific interactions with the minor groove of DNA. However, polyamides do not show similar binding to duplex RNA, and a structural rationale for the molecular-level discrimination of nucleic acid duplexes by minor-groove-binding ligands is presented.

Entities: Chemical Disease

Mesh：

Substances：

Year: 2012 PMID： 22987334 PMCID： PMC3535541 DOI： 10.1002/anie.201205775

Source DB: PubMed Journal: Angew Chem Int Ed Engl ISSN： 1433-7851 Impact factor: 15.336

43 in total

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Authors: M Mrksich; W S Wade; T J Dwyer; B H Geierstanger; D E Wemmer; P B Dervan
Journal: Proc Natl Acad Sci U S A Date: 1992-08-15 Impact factor: 11.205

Review 3. Recent advances in developing small molecules targeting RNA.

Authors: Lirui Guan; Matthew D Disney
Journal: ACS Chem Biol Date: 2012-01-12 Impact factor: 5.100

4. Defining the sequence-recognition profile of DNA-binding molecules.

Authors: Christopher L Warren; Natasha C S Kratochvil; Karl E Hauschild; Shane Foister; Mary L Brezinski; Peter B Dervan; George N Phillips; Aseem Z Ansari
Journal: Proc Natl Acad Sci U S A Date: 2006-01-17 Impact factor: 11.205

5. The binding mode of drugs to the TAR RNA of HIV-1 studied by electric linear dichroism.

Authors: C Bailly; P Colson; C Houssier; F Hamy
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6. Myotonic dystrophy type 1 RNA crystal structures reveal heterogeneous 1 × 1 nucleotide UU internal loop conformations.

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7. Completion of a Programmable DNA-Binding Small Molecule Library.

Authors: Carey F Hsu; John W Phillips; John W Trauger; Michelle E Farkas; Jason M Belitsky; Alexander Heckel; Bogdan Z Olenyuk; James W Puckett; Clay C C Wang; Peter B Dervan
Journal: Tetrahedron Date: 2007-07-02 Impact factor: 2.457

8. Solid-phase synthesis of DNA binding polyamides on oxime resin.

Authors: J M Belitsky; D H Nguyen; N R Wurtz; Peter B Dervan
Journal: Bioorg Med Chem Date: 2002-08 Impact factor: 3.641

9. Cyclic pyrrole-imidazole polyamides targeted to the androgen response element.

Authors: David M Chenoweth; Daniel A Harki; John W Phillips; Christian Dose; Peter B Dervan
Journal: J Am Chem Soc Date: 2009-05-27 Impact factor: 15.419

10. Expanding the repertoire of natural product-inspired ring pairs for molecular recognition of DNA.

Authors: Katy A Muzikar; Jordan L Meier; Daniel A Gubler; Jevgenij A Raskatov; Peter B Dervan
Journal: Org Lett Date: 2011-09-29 Impact factor: 6.005

11 in total

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Authors: Stephanie A Barros; David M Chenoweth
Journal: Angew Chem Int Ed Engl Date: 2014-09-24 Impact factor: 15.336

2. Linker dependent intercalation of bisbenzimidazole-aminosugars in an RNA duplex; selectivity in RNA vs. DNA binding.

Authors: Nihar Ranjan; Dev P Arya
Journal: Bioorg Med Chem Lett Date: 2016-10-27 Impact factor: 2.823

3. Bridgehead-Substituted Triptycenes for Discovery of Nucleic Acid Junction Binders.

Authors: Stephanie A Barros; Ina Yoon; Sung-Eun Suh; David M Chenoweth
Journal: Org Lett Date: 2016-05-12 Impact factor: 6.005

4. Why are Hoogsteen base pairs energetically disfavored in A-RNA compared to B-DNA?

Authors: Atul Rangadurai; Huiqing Zhou; Dawn K Merriman; Nathalie Meiser; Bei Liu; Honglue Shi; Eric S Szymanski; Hashim M Al-Hashimi
Journal: Nucleic Acids Res Date: 2018-11-16 Impact factor: 16.971

5. Sequence selective recognition of double-stranded RNA at physiologically relevant conditions using PNA-peptide conjugates.

Authors: Oluwatoyosi Muse; Thomas Zengeya; Juddy Mwaura; Dziyana Hnedzko; Dennis W McGee; Christof T Grewer; Eriks Rozners
Journal: ACS Chem Biol Date: 2013-06-12 Impact factor: 5.100

6. DNA binding property and antitumor evaluation of xanthone with dimethylamine side chain.

Authors: Rui Shen; Weihua Wang; Gengliang Yang
Journal: J Fluoresc Date: 2014-04-06 Impact factor: 2.217

7. 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.

Authors: Desiree-Faye Kaixin Toh; Gitali Devi; Kiran M Patil; Qiuyu Qu; Manikantha Maraswami; Yunyun Xiao; Teck Peng Loh; Yanli Zhao; Gang Chen
Journal: Nucleic Acids Res Date: 2016-09-04 Impact factor: 16.971

8. Estimating genome-wide off-target effects for pyrrole-imidazole polyamide binding by a pathway-based expression profiling approach.

Authors: Jason Lin; Sakthisri Krishnamurthy; Hiroyuki Yoda; Yoshinao Shinozaki; Takayoshi Watanabe; Nobuko Koshikawa; Atsushi Takatori; Paul Horton; Hiroki Nagase
Journal: PLoS One Date: 2019-04-09 Impact factor: 3.240

Review 9. From Interaction to Function in DNA-Templated Supramolecular Self-Assemblies.

Authors: Mathieu Surin; Sébastien Ulrich
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10. Triptycene-based small molecules modulate (CAG)·(CTG) repeat junctions.

Authors: Stephanie A Barros; David M Chenoweth
Journal: Chem Sci Date: 2015-06-10 Impact factor: 9.825