Labile exocyclic amine protection of nucleosides in DNA, RNA and oligonucleotide analog synthesis facililating N-deacylation, minimizing depurination and chain degradation

N. D. Sinha, P. Davis, N. Usman, J. Pérez, R. Hodge, J. Kremsky, R. Casale

    Research output: Contribution to journalArticlepeer-review

    87 Scopus citations

    Abstract

    The use of tert-butylphenoxyacetyl for N-protection of nucleoside bases during oligonucleotide synthesis facilitates its removal under mild conditions. This protecting group reduces depurination of deoxyadenosine residues, and minimizes premature desilylation resulting in chain degradation during post-synthesis workup of synthetic RNA.

    Original languageEnglish (US)
    Pages (from-to)13-23
    Number of pages11
    JournalBiochimie
    Volume75
    Issue number1-2
    DOIs
    StatePublished - 1993

    Keywords

    • chemical synthesis of DNA, RNA
    • chimeric oligonucleotides
    • oligonucleotide methylphosphonate diesters
    • synthetic ribozyme

    ASJC Scopus subject areas

    • Biochemistry

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