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Non-Natural Nucleic Acids pp 107–130Cite as

Synthesis of Nucleobase-Functionalized Morpholino Monomers

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Part of the book series: Methods in Molecular Biology ((MIMB,volume 1973))

Abstract

Morpholino antisense oligonucleotides are used as routine tools in developmental biology to investigate gene function during early embryogenesis. These chemically modified oligos contain morpholine ring connected with phosphorodiamidate linkages as backbone but carry unmodified nucleobases. In this chapter, we describe the methods to further modify the nucleobases using palladium-catalyzed cross-coupling reactions. The key reactions used are halogenations of the nucleobases in suitable position and subsequent Pd-catalyzed Sonogashira and Suzuki reactions. The sequential synthetic steps are described in detail in this chapter, and the examples are shown in tables.

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Acknowledgment

This work was supported by the Council of Scientific and Industrial Research (CSIR), New Delhi, by a grant no. 02(0204)/14/EMR-II.

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Authors and Affiliations

  1. Department of Organic Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Kolkata, India

    Bappaditya Nandi, Sankha Pattanayak, Sibasish Paul, Jayanta Kundu & Surajit Sinha

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  1. Bappaditya Nandi
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  2. Sankha Pattanayak
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  3. Sibasish Paul
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  4. Jayanta Kundu
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  5. Surajit Sinha
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Corresponding author

Correspondence to Surajit Sinha .

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Editors and Affiliations

  1. Department of Chemistry and Biochemistry, Georgia Southern University, Savannah, GA, USA

    Nathaniel Shank

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Nandi, B., Pattanayak, S., Paul, S., Kundu, J., Sinha, S. (2019). Synthesis of Nucleobase-Functionalized Morpholino Monomers. In: Shank, N. (eds) Non-Natural Nucleic Acids. Methods in Molecular Biology, vol 1973. Humana, New York, NY. https://doi.org/10.1007/978-1-4939-9216-4_7

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  • DOI: https://doi.org/10.1007/978-1-4939-9216-4_7

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  • Publisher Name: Humana, New York, NY

  • Print ISBN: 978-1-4939-9215-7

  • Online ISBN: 978-1-4939-9216-4

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