Literature DB >> 16178534

Convergent synthesis of peptide nucleic acids by native chemical ligation.

Christian Dose1, Oliver Seitz.   

Abstract

[reaction: see text] A convergent strategy for synthesizing long contiguous PNA by a native chemical ligation-like technique of PNA segment couplings is presented. This approach required the synthesis of a new PNA-monomer featuring a 1-amino-2-thiol group. It is shown that the additional mercaptomethyl group leaves the hybridization properties of PNA ligation products unaffected. Furthermore, rapid and efficient fluorescence labeling of the ligation products is demonstrated.

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Year:  2005        PMID: 16178534     DOI: 10.1021/ol051489+

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  9 in total

Review 1.  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

2.  Synthesis and characterization of conformationally preorganized, (R)-diethylene glycol-containing γ-peptide nucleic acids with superior hybridization properties and water solubility.

Authors:  Bichismita Sahu; Iulia Sacui; Srinivas Rapireddy; Kimberly J Zanotti; Raman Bahal; Bruce A Armitage; Danith H Ly
Journal:  J Org Chem       Date:  2011-06-15       Impact factor: 4.354

3.  In situ vesicle formation by native chemical ligation.

Authors:  Roberto J Brea; Christian M Cole; Neal K Devaraj
Journal:  Angew Chem Int Ed Engl       Date:  2014-10-24       Impact factor: 15.336

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

Review 5.  Perspectives on conformationally constrained peptide nucleic acid (PNA): insights into the structural design, properties and applications.

Authors:  Chaturong Suparpprom; Tirayut Vilaivan
Journal:  RSC Chem Biol       Date:  2022-03-18

6.  Synthesis of conformationally preorganized and cell-permeable guanidine-based gamma-peptide nucleic acids (gammaGPNAs).

Authors:  Bichismita Sahu; Venugopal Chenna; Kira L Lathrop; Sufi M Thomas; Gerald Zon; Kenneth J Livak; Danith H Ly
Journal:  J Org Chem       Date:  2009-02-20       Impact factor: 4.354

7.  Effect of Steric Constraint at the γ-Backbone Position on the Conformations and Hybridization Properties of PNAs.

Authors:  Matthew J Crawford; Srinivas Rapireddy; Raman Bahal; Iulia Sacui; Danith H Ly
Journal:  J Nucleic Acids       Date:  2011-05-25

8.  Polyanionic Carboxyethyl Peptide Nucleic Acids (ce-PNAs): Synthesis and DNA Binding.

Authors:  Yuliya Kirillova; Nataliya Boyarskaya; Andrey Dezhenkov; Mariya Tankevich; Ivan Prokhorov; Anna Varizhuk; Sergei Eremin; Dmitry Esipov; Igor Smirnov; Galina Pozmogova
Journal:  PLoS One       Date:  2015-10-15       Impact factor: 3.240

Review 9.  Chiral peptide nucleic acids with a substituent in the N-(2-aminoethy)glycine backbone.

Authors:  Toru Sugiyama; Atsushi Kittaka
Journal:  Molecules       Date:  2012-12-27       Impact factor: 4.411

  9 in total

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