Efficient synthesis of DNA conjugates by strain-promoted azide-cyclooctyne cycloaddition in the solid phase

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

Full content URL: http://dx.doi.org/10.1002/ejoc.201101045

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Item Type:Article
Item Status:Live Archive

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.

Additional Information:Article first published online: 19 SEP 2011
Keywords:Medicinal chemistr, Oligonucleotides, DNA, Solid-phase synthesis, Click reaction, Azides, Alkynes, Cycloaddition, Bioconjugation}
Subjects:B Subjects allied to Medicine > B200 Pharmacology, Toxicology and Pharmacy
Divisions:College of Science > School of Pharmacy
ID Code:11292
Deposited On:25 Jul 2013 15:33

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