Journal ArticleDOI
Template-directed oligonucleotide strand ligation, covalent intramolecular DNA circularization and catenation using click chemistry.
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TLDR
A template-free click-ligation reaction has been used for the intramolecular circularization of a single stranded oligonucleotide which was used as a template for the synthesis of a covalently closed DNA catenane.Abstract:
The copper-catalyzed azide-alkyne cycloaddition reaction has been used for the template-mediated chemical ligation of two oligonucleotide strands, one with a 5'-alkyne and the other with a 3'-azide, to produce a DNA strand with an unnatural backbone at the ligation point. A template-free click-ligation reaction has been used for the intramolecular circularization of a single stranded oligonucleotide which was used as a template for the synthesis of a covalently closed DNA catenane.read more
Citations
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Journal ArticleDOI
Cu-catalyzed azide-alkyne cycloaddition.
TL;DR: The basis for the unique properties and rate enhancement for triazole formation under Cu(1) catalysis should be found in the high ∆G of the reaction in combination with the low character of polarity of the dipole of the noncatalyzed thermal reaction, which leads to a considerable activation barrier.
Journal ArticleDOI
Analysis and Optimization of Copper-Catalyzed Azide–Alkyne Cycloaddition for Bioconjugation
TL;DR: This work introduced an electrochemical method to generate and protect catalytically active CuI–ligand species for CuAAC bioconjugation and synthetic coupling reactions with miminal effort to exclude air.
Journal ArticleDOI
Click chemistry with DNA
TL;DR: Some of the pioneering work that has been carried out in DNA click chemistry is described, including the use of copper catalysed alkyne-azide cycloaddition to label oligonucleotides with fluorescent dyes, sugars, peptides and other reporter groups.
Journal ArticleDOI
Postsynthetic DNA Modification through the Copper‐Catalyzed Azide–Alkyne Cycloaddition Reaction
TL;DR: The copper(I)-catalyzed Huisgen cycloaddition of azides and alkynes (CuAAC) has recently been added to the repertoire of DNA labeling methods, thus allowing the virtually unlimited functionalization of both small synthetic oligonucleotides and large gene fragments with unprecedented efficiency.
Journal ArticleDOI
The application of CuAAC ‘click’ chemistry to catenane and rotaxane synthesis
Kevin D. Hänni,David A. Leigh +1 more
TL;DR: This tutorial review highlights the rapidly increasing utility and future potential of the CuAAC reaction in mechanically interlocked molecule synthesis.
References
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Journal ArticleDOI
A stepwise huisgen cycloaddition process: copper(I)-catalyzed regioselective "ligation" of azides and terminal alkynes.
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DNA in a material world
TL;DR: The specific bonding of DNA base pairs provides the chemical foundation for genetics and this powerful molecular recognition system can be used in nanotechnology to direct the assembly of highly structured materials with specific nanoscale features, as well as in DNA computation to process complex information.
Journal ArticleDOI
"Clicking" functionality onto electrode surfaces.
TL;DR: The applicability of Sharpless “click” chemistry, specifically Huisgen 1,3-dipolar cycloadditions, as a general methodology for functionalizing surfaces coated with self-assembled monolayers is demonstrated.
Journal ArticleDOI
Photosynthetic microbial mats in the 3,416-Myr-old ocean
Michael M. Tice,Donald R. Lowe +1 more
TL;DR: It is concluded that photosynthetic organisms had evolved and were living in a stratified ocean supersaturated in dissolved silica 3,416 Myr ago.