Abstract
Among the contingency of methodologies available for bioconjugation, the Click dipolar [3+2] cycloaddition pathway that results in the formation of triazole linkage were extensively investigated during the last few years in a wide variety of molecular architectures – that ranges between small molecules and polymers. Synthetic feasibility as well as the stability and application of triazole linkage were explored and successfully accomplished in live cells, in vitro, in vivo and tissues. The objective of this review is to present recent reports of this synthetic methodology, as applied to oligonucleotide chemistry. Advances in development of Click solid supports, newer alkyne and azide building blocks, covalent conjugations at either termini (3',5'), internal sites (base, sugar and backbone), solid and solution-phase labeling strategies, and applications to oligonucleotide detection are summarized in this review.
Keywords: Click chemistry, Click reactions, Nucleosides, Nucleotides and oligonucleotides labeling, Cycloaddition reactions.
Current Organic Chemistry
Title:Click Chemistry Based Functionalizations of Nucleoside, Nucleotide and Nucleic Acids
Volume: 17 Issue: 19
Author(s): Anilkumar R. Kore and Irudaya Charles
Affiliation:
Keywords: Click chemistry, Click reactions, Nucleosides, Nucleotides and oligonucleotides labeling, Cycloaddition reactions.
Abstract: Among the contingency of methodologies available for bioconjugation, the Click dipolar [3+2] cycloaddition pathway that results in the formation of triazole linkage were extensively investigated during the last few years in a wide variety of molecular architectures – that ranges between small molecules and polymers. Synthetic feasibility as well as the stability and application of triazole linkage were explored and successfully accomplished in live cells, in vitro, in vivo and tissues. The objective of this review is to present recent reports of this synthetic methodology, as applied to oligonucleotide chemistry. Advances in development of Click solid supports, newer alkyne and azide building blocks, covalent conjugations at either termini (3',5'), internal sites (base, sugar and backbone), solid and solution-phase labeling strategies, and applications to oligonucleotide detection are summarized in this review.
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Cite this article as:
Kore R. Anilkumar and Charles Irudaya, Click Chemistry Based Functionalizations of Nucleoside, Nucleotide and Nucleic Acids, Current Organic Chemistry 2013; 17 (19) . https://dx.doi.org/10.2174/13852728113179990030
DOI https://dx.doi.org/10.2174/13852728113179990030 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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