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    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

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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:

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