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Literature DB >> 27258688

Pseudo-Ligandless Click Chemistry for Oligonucleotide Conjugation.

Stephanie Mack^1,2, Munira F Fouz^1,2, Sourav K Dey^1,2, Subha R Das¹.

Abstract

Particularly for its use in bioconjugations, the copper-catalyzed (or copper-promoted) azide-alkyne cycloaddition (CuAAC) reaction or 'click chemistry', has become an essential component of the modern chemical biologist's toolbox. Click chemistry has been applied to DNA, and more recently, RNA conjugations, and the protocols presented here can be used for either. The reaction can be carried out in aqueous buffer, and uses acetonitrile as a minor co-solvent that serves as a ligand to stabilize the copper. The method also includes details on the analysis of the reaction product. © 2016 by John Wiley & Sons, Inc.

Entities: Chemical Disease Species

Keywords: DNA; RNA; alkyne; azide; bioconjugation; labeling; nucleic acids

Mesh：

Substances：

Year: 2016 PMID： 27258688 PMCID： PMC4940987 DOI： 10.1002/cpch.1

Source DB: PubMed Journal: Curr Protoc Chem Biol ISSN： 2160-4762

14 in total

1. Click Chemistry: Diverse Chemical Function from a Few Good Reactions.

Authors: Hartmuth C. Kolb; M. G. Finn; K. Barry Sharpless
Journal: Angew Chem Int Ed Engl Date: 2001-06-01 Impact factor: 15.336

2. Click chemistry: function follows form.

Authors: M G Finn; Valery V Fokin
Journal: Chem Soc Rev Date: 2010-03-04 Impact factor: 54.564

3. Backbone-branched DNA building blocks for facile angular control in nanostructures.

Authors: Eduardo Paredes; Xiaojuan Zhang; Harshad Ghodke; Vamsi K Yadavalli; Subha R Das
Journal: ACS Nano Date: 2013-04-29 Impact factor: 15.881

4. Optimization of acetonitrile co-solvent and copper stoichiometry for pseudo-ligandless click chemistry with nucleic acids.

Authors: Eduardo Paredes; Subha R Das
Journal: Bioorg Med Chem Lett Date: 2012-06-29 Impact factor: 2.823

Review 5. Current approaches for RNA labeling in vitro and in cells based on click reactions.

Authors: Daniela Schulz; Andrea Rentmeister
Journal: Chembiochem Date: 2014-09-15 Impact factor: 3.164

6. Direct DNA conjugation to star polymers for controlled reversible assemblies.

Authors: Saadyah Averick; Eduardo Paredes; Wenwen Li; Krzysztof Matyjaszewski; Subha R Das
Journal: Bioconjug Chem Date: 2011-09-13 Impact factor: 4.774

Review 7. Click chemistry with DNA.

Authors: Afaf H El-Sagheer; Tom Brown
Journal: Chem Soc Rev Date: 2010-02-09 Impact factor: 54.564

Pseudo-Ligandless Click Chemistry for Oligonucleotide Conjugation.

1. Click Chemistry: Diverse Chemical Function from a Few Good Reactions.

2. Click chemistry: function follows form.

3. Backbone-branched DNA building blocks for facile angular control in nanostructures.

4. Optimization of acetonitrile co-solvent and copper stoichiometry for pseudo-ligandless click chemistry with nucleic acids.

Review 5. Current approaches for RNA labeling in vitro and in cells based on click reactions.

6. Direct DNA conjugation to star polymers for controlled reversible assemblies.

Review 7. Click chemistry with DNA.

8. Copper-Catalyzed Azide-Alkyne Click Chemistry for Bioconjugation.

9. Analysis and optimization of copper-catalyzed azide-alkyne cycloaddition for bioconjugation.

10. Bioorthogonal chemistry: fishing for selectivity in a sea of functionality.

1. Identification of Adenosine-to-Inosine RNA Editing with Acrylonitrile Reagents.

2. Efficient Synthesis of Light-Triggered Circular Antisense Oligonucleotides Targeting Cellular Protein Expression.

3. A ruthenium-oligonucleotide bioconjugated photosensitizing aptamer for cancer cell specific photodynamic therapy.