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Synthesis of Pyrrolidinyl PNA and Its Site-Specific Labeling at Internal Positions by Click Chemistry

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Peptide Nucleic Acids

Part of the book series: Methods in Molecular Biology ((MIMB,volume 2105))

Abstract

Pyrrolidinyl PNA with an α-/β-dipeptide backbone consisting of alternating nucleobase-modified d-proline and (1S,2S)-2-aminocyclopentanecarboxylic acid (also known as acpcPNA) is a class of conformationally constrained PNA that shows exceptional DNA hybridization properties including very high specificity and the inability to form self-pairing hybrids. In this chapter, details of the syntheses of acpcPNA as well as its monomers and a protocol for site-specific labeling with a fluorescent dye via click chemistry are reported.

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Authors and Affiliations

  1. Organic Synthesis Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, Thailand

    Boonsong Ditmangklo, Penthip Muangkaew, Kotchakorn Supabowornsathit & Tirayut Vilaivan

Authors
  1. Boonsong Ditmangklo
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  2. Penthip Muangkaew
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  3. Kotchakorn Supabowornsathit
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  4. Tirayut Vilaivan
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Corresponding author

Correspondence to Tirayut Vilaivan .

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Editors and Affiliations

  1. Department of Cellular and Molecular Medicine, Faculty of Health and Medical Sciences, University of Copenhagen, Copenhagen, Denmark

    Peter E. Nielsen

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Ditmangklo, B., Muangkaew, P., Supabowornsathit, K., Vilaivan, T. (2020). Synthesis of Pyrrolidinyl PNA and Its Site-Specific Labeling at Internal Positions by Click Chemistry. In: Nielsen, P. (eds) Peptide Nucleic Acids. Methods in Molecular Biology, vol 2105. Humana, New York, NY. https://doi.org/10.1007/978-1-0716-0243-0_3

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  • DOI: https://doi.org/10.1007/978-1-0716-0243-0_3

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  • Publisher Name: Humana, New York, NY

  • Print ISBN: 978-1-0716-0242-3

  • Online ISBN: 978-1-0716-0243-0

  • eBook Packages: Springer Protocols

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