Singh, Ishwar and Freeman, Colin and Heaney, Frances (2011) Efficient Synthesis of DNA Conjugates by Strain-Promoted Azide–Cyclooctyne Cycloaddition in the Solid Phase. European Journal of Organic Chemistry, 33. pp. 6739-6746. ISSN 1434-193X

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Abstract

Conjugation of ligands to DNA oligonucleotides has been achieved in the solid phase by strain-promoted azide–alkyne cycloaddition (SPAAC). The oligonucleotide, modified with a simple nonfluroinated, monocyclic octyne, efficiently forms conjugates with a range of azide dipoles with varying steric and electronic characteristics. The reaction is clean and easily executed in a copper free environment at room temperature. It provides a variety of triazole-linked nucleic acid conjugates and is potentially useful in biotechnology and cell biology.

Item Type:	Article
Keywords:	Medicinal chemistry; Oligonucleotides; DNA; Solid-phase synthesis; Click reaction; Azides; Alkynes; Cycloaddition; Bioconjugation;
Academic Unit:	Faculty of Science and Engineering > Chemistry
Item ID:	7750
Identification Number:	https://doi.org/10.1002/ejoc.201101045
Depositing User:	Dr. Frances Heaney
Date Deposited:	13 Jan 2017 14:23
Journal or Publication Title:	European Journal of Organic Chemistry
Publisher:	Wiley
Refereed:	Yes
Funders:	Science Foundation Ireland (SFI), Irish Research Council for Science Engineering and Technology (IRCSET)
URI:	http://onlinelibrary.wiley.com
Use Licence:	This item is available under a Creative Commons Attribution Non Commercial Share Alike Licence (CC BY-NC-SA). Details of this licence are available here

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