Literature DB >> 15548003

(S,S)-trans-cyclopentane-constrained peptide nucleic acids. a general backbone modification that improves binding affinity and sequence specificity.

Jonathan K Pokorski1, Mark A Witschi, Bethany L Purnell, Daniel H Appella.   

Abstract

Replacing the ethylenediamine portion of aminoethylglycine peptide nucleic acids (aegPNAs) with one or more (S,S)-trans-cyclopentane diamine units significantly increases binding affinity and sequence specificity to complementary DNA, making these modified PNAs ideal for use as nucleic acid probes in genomic analysis. The synthesis and study of this new class of PNAs (tcypPNAs) is described in which trans-cyclopentane diamine has been incorporated into several positions, and in varying number, within PNA backbones of mixed-base sequences.

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Year:  2004        PMID: 15548003     DOI: 10.1021/ja046280q

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  21 in total

Review 1.  Targeting DNA G-quadruplex structures with peptide nucleic acids.

Authors:  Igor G Panyutin; Mykola I Onyshchenko; Ethan A Englund; Daniel H Appella; Ronald D Neumann
Journal:  Curr Pharm Des       Date:  2012       Impact factor: 3.116

Review 2.  Insights on chiral, backbone modified peptide nucleic acids: Properties and biological activity.

Authors:  Maria Moccia; Mauro F A Adamo; Michele Saviano
Journal:  Artif DNA PNA XNA       Date:  2016-01-11

3.  Improvement of sequence selectivity in triple helical recognition of RNA by phenylalanine-derived PNA.

Authors:  Thomas Zengeya; Artem Gindin; Eriks Rozners
Journal:  Artif DNA PNA XNA       Date:  2013-10-08

4.  Crystal structure of chiral gammaPNA with complementary DNA strand: insights into the stability and specificity of recognition and conformational preorganization.

Authors:  Joanne I Yeh; Boris Shivachev; Srinivas Rapireddy; Matthew J Crawford; Roberto R Gil; Shoucheng Du; Marcela Madrid; Danith H Ly
Journal:  J Am Chem Soc       Date:  2010-08-11       Impact factor: 15.419

5.  Pyrrolidinyl peptide nucleic acid with α/β-peptide backbone: A conformationally constrained PNA with unusual hybridization properties.

Authors:  Chotima Vilaivan; Choladda Srisuwannaket; Cheeraporn Ananthanawat; Chaturong Suparpprom; Junji Kawakami; Yoshie Yamaguchi; Yuko Tanaka; Tirayut Vilaivan
Journal:  Artif DNA PNA XNA       Date:  2011-04

6.  PPG peptide nucleic acids that promote DNA guanine quadruplexes.

Authors:  Ethan A Englund; Pankaj Gupta; Christopher M Micklitsch; Mykola I Onyshchenko; Evgenia Remeeva; Ronald D Neumann; Igor G Panyutin; Daniel H Appella
Journal:  Chembiochem       Date:  2014-07-08       Impact factor: 3.164

Review 7.  Advantages of peptide nucleic acids as diagnostic platforms for detection of nucleic acids in resource-limited settings.

Authors:  Ning Zhang; Daniel H Appella
Journal:  J Infect Dis       Date:  2010-04-15       Impact factor: 5.226

8.  Orientation preferences of backbone secondary amide functional groups in peptide nucleic acid complexes: quantum chemical calculations reveal an intrinsic preference of cationic D-amino acid-based chiral PNA analogues for the P-form.

Authors:  Christopher M Topham; Jeremy C Smith
Journal:  Biophys J       Date:  2006-10-27       Impact factor: 4.033

9.  Multivalent LKγ-PNA oligomers bind to a human telomere DNA G-rich sequence to form quadruplexes.

Authors:  Pankaj Gupta; Elizabeth E Rastede; Daniel H Appella
Journal:  Bioorg Med Chem Lett       Date:  2015-07-29       Impact factor: 2.823

10.  Cyclopentane-peptide nucleic acids for qualitative, quantitative, and repetitive detection of nucleic acids.

Authors:  Christopher M Micklitsch; Bereket Yemane Oquare; Chao Zhao; Daniel H Appella
Journal:  Anal Chem       Date:  2012-12-18       Impact factor: 6.986

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