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Synthesis and Biological Evaluation of Pyrrole–Imidazole Polyamide Probes for Visualization of Telomeres

  • Yusuke Kawamoto

Part of the Springer Theses book series (Springer Theses)

About this book

Introduction

This book presents a novel method of synthesizing sequence-specific DNA binding pyrrole–imidazole (Py–Im) polyamides and demonstrates polyamides targeting longer base pairs than those previously reported and their cellular application. It discusses the development of the facile synthetic method of tandem hairpin Py–Im polyamides and the method of visualizing telomeres under mild conditions without harsh denaturation, as well as research resulting in the synthesis not only of previously reported tandem dimer polyamides but also longer tandem trimer and tetramer polyamides. Using fluorescently labeled tandem hairpin Py–Im polyamides targeting a human telomere repetitive sequence, the author successfully stained telomeres in fixed cells without denaturation. These fluorescently labeled tandem tetramer polyamides are able to visualize human telomeres with lower background signals than previous polyamide probes, suggesting that they have higher specificity for telomeres. As such, this book provides insights into recent advance in Py–Im polyamides, particularly the extension of the target sites and improvement of the specificity, which can be applied to the study of pyrrole–imidazole polyamides with higher sequence specificity and the function of telomeres.

Keywords

Pyrrole-imidazole Polyamide Minor Groove Binder Solid-phase Peptide Synthesis Telomere Visualization of Telomeres

Authors and affiliations

  • Yusuke Kawamoto
    • 1
  1. 1.Department of Chemistry and BiochemistryUniversity of CaliforniaSan Diego, La JollaUSA

Bibliographic information

  • DOI https://doi.org/10.1007/978-981-13-6912-4
  • Copyright Information Springer Nature Singapore Pte Ltd. 2019
  • Publisher Name Springer, Singapore
  • eBook Packages Chemistry and Materials Science
  • Print ISBN 978-981-13-6911-7
  • Online ISBN 978-981-13-6912-4
  • Series Print ISSN 2190-5053
  • Series Online ISSN 2190-5061
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