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Literature DB >> 23504541

A Template-Mediated Click-Click Reaction: PNA-DNA, PNA-PNA (or Peptide) Ligation, and Single Nucleotide Discrimination.

Xiaohua Peng¹, Hong Li, Michael Seidman.

Abstract

A highly efficient chemical ligation was developed for quantitative conjugation of PNA with DNA (PNA or peptide) using the copper-catalyzed azide-alkyne cycloaddition reaction. While PNAs with an alkyne at the C-terminus and an azide at the N-terminus have been used, an efficient click-click reaction occurs. The PNA click ligation is sequence-specific and capable of single nucleotide discrimination.

Entities: Chemical Disease Gene Species

Keywords: Chemical Ligation; Click Chemistry; DNA detection; Peptide Nucleic Acids; Single Nucleotide Discrimination

Year: 2010 PMID： 23504541 PMCID： PMC3597112 DOI： 10.1002/ejoc.201000615

Source DB: PubMed Journal: European J Org Chem ISSN： 1099-0690

23 in total

1. As fast and selective as enzymatic ligations: unpaired nucleobases increase the selectivity of DNA-controlled native chemical PNA ligation.

Authors: Simon Ficht; Christian Dose; Oliver Seitz
Journal: Chembiochem Date: 2005-11 Impact factor: 3.164

2. Colorimetric sensing by using allosteric-DNAzyme-coupled rolling circle amplification and a peptide nucleic acid-organic dye probe.

Authors: M Monsur Ali; Yingfu Li
Journal: Angew Chem Int Ed Engl Date: 2009 Impact factor: 15.336

3. Low-noise stemless PNA beacons for sensitive DNA and RNA detection.

Authors: Elke Socher; Lucas Bethge; Andrea Knoll; Nadine Jungnick; Andreas Herrmann; Oliver Seitz
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

4. Rapid and efficient DNA strand cross-linking by click chemistry.

Authors: Petr Kocalka; Afaf H El-Sagheer; Tom Brown
Journal: Chembiochem Date: 2008-05-23 Impact factor: 3.164

Review 5. Postsynthetic DNA modification through the copper-catalyzed azide-alkyne cycloaddition reaction.

Authors: Philipp M E Gramlich; Christian T Wirges; Antonio Manetto; Thomas Carell
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

6. Synthesis and properties of DNA-PNA chimeric oligomers.

Authors: P J Finn; N J Gibson; R Fallon; A Hamilton; T Brown
Journal: Nucleic Acids Res Date: 1996-09-01 Impact factor: 16.971

7. Template-directed oligonucleotide strand ligation, covalent intramolecular DNA circularization and catenation using click chemistry.

Authors: Ravindra Kumar; Afaf El-Sagheer; John Tumpane; Per Lincoln; L Marcus Wilhelmsson; Tom Brown
Journal: J Am Chem Soc Date: 2007-05-09 Impact factor: 15.419

Review 2. 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

A Template-Mediated Click-Click Reaction: PNA-DNA, PNA-PNA (or Peptide) Ligation, and Single Nucleotide Discrimination.

1. As fast and selective as enzymatic ligations: unpaired nucleobases increase the selectivity of DNA-controlled native chemical PNA ligation.

2. Colorimetric sensing by using allosteric-DNAzyme-coupled rolling circle amplification and a peptide nucleic acid-organic dye probe.

3. Low-noise stemless PNA beacons for sensitive DNA and RNA detection.

4. Rapid and efficient DNA strand cross-linking by click chemistry.

Review 5. Postsynthetic DNA modification through the copper-catalyzed azide-alkyne cycloaddition reaction.

6. Synthesis and properties of DNA-PNA chimeric oligomers.

7. Template-directed oligonucleotide strand ligation, covalent intramolecular DNA circularization and catenation using click chemistry.

8. Photocleavable fluorescent nucleotides for DNA sequencing on a chip constructed by site-specific coupling chemistry.

9. Accelerated hybridization of oligonucleotides to duplex DNA.

10. Sequence-selective recognition of DNA by strand displacement with a thymine-substituted polyamide.

1. Inducible alkylation of DNA by a quinone methide-peptide nucleic acid conjugate.

Review 2. Perspectives on conformationally constrained peptide nucleic acid (PNA): insights into the structural design, properties and applications.

Review 3. Click nucleic acid ligation: applications in biology and nanotechnology.

4. Rapid oligonucleotide-templated fluorogenic tetrazine ligations.

5. Enzyme-free translation of DNA into sequence-defined synthetic polymers structurally unrelated to nucleic acids.