Preparation of a clickable monomer compatible with automated PNA synthesis

Author:

Newell Grace E.ORCID,Sabourin Axel,Montchamp Jean-Luc

Funder

Texas Christian University

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference35 articles.

1. (a) “Sequence-selective recognition of DNA by strand displacement with a thymine-substituted polyamide,” Nielsen, P. E.; Egholm, M.; Berg, R. H.; Buchardt, O. Science 1991, 254, 1497-1500; (b) “PNA hybridizes to complementary oligonucleotides obeying the Watson-Crick hydrogen-bonding rules,” Egholm, M.; Buchardt, O.; Christensen, L.; Behrens, C.; Freier, S. M.; Driver, D. A.; Berg, R. H.; Kim, S. K.; Norden, B.; Nielsen, P. E. Nature 1993, 365, 566-568;(c) “Peptide nucleic acids and their potential applications in biotechnology,” Buchardt, O.; Egholm, M.; Berg, R. H.; Nielsen, P. E. Trends Biotech. 1993, 11, 384-386; (d) Special issues on peptide nucleic acids: Letters in Peptide Science 2003, 10, issues ¾, pp 135-376; (e) “Synthesis and Application of Negatively Charged PNA Analogues,” Efimov, V. A.; Chakhmakhcheva, O. G.; Wickstrom, E. Nucleosides, Nucleotides & Nucleic Acids 2005, 24, 1853-1874; (f) “Peptide nucleic acid conjugates: Synthesis, properties and applications,” Zhilina, Z. V.; Ziemba, A. J.; Ebbinghaus, S. W. Curr. Top. Med. Chem. 2005, 5, 1119-1131; (g) “Recent advances in the field of peptide nucleic acids,” Howarth, N. M. Lett. Org. Chem. 2006, 3, 495-503; (h) “Biological activity and biotechnological aspects of peptide nucleic acid,” Lundin, K. E.; Good, L.; Stroemberg, R.; Graeslund, A.; Smith, C. I. E. Adv. Genetics 2006, 56, 1-51; (i) “Peptide nucleic acids with a structurally biased backbone: effects of conformational constraints and stereochemistry,” Corradini, R.; Sforza, S.; Tedeschi, T.; Totsingan, F.; Marchelli, R. Curr. Top. Med. Chem. 2007, 7, 681-694; (j) “Nucleobase modifications in peptide nucleic acids,” Wojciechowski, F.; Hudson, R. H. E. Curr. Top. Med. Chem. 2007, 7, 667; (k) “Peptide nucleic acids: a novel approach,” Sahu, N.; Shilakari, G.; Nayak, A.; Kohli, D. V. Curr. Chem. Biol. 2008, 2, 110-121; (l) Synthesis of DNA and RNA analogs: Hunziker, J.; Leumann, C. In Modern Synthetic Methods; Ernst, B., Leumann, C.; Verlag: New York, 1995; pp 331-417. (m) “Peptide Nucleic Acids: Protocols and Applications” Nielsen, P. E., Editor, Horizon Bioscience, 2nd Ed, 2004, Wymondham, UK; (n) “Peptide Nucleic Acids: Methods and Protocols” Nielsen, P. E., Editor, Methods in Molecular Biology Vol. 208, Humana Press, 2002, Totowa, NJ; (o) “Peptide Nucleic Acids: Methods and Protocols 2nd Edition” Nielsen, P. E., Appella, D. H., Editors, Methods in Molecular Biology Vol. 1050, Humana Press, Springer, 2014, New York, NY; (p) “Peptide Nucleic Acids, Morpholinos and Related Antisense Biomolecules” Janson, C. G.; During, M. J., Editors, Kluwer Plenum, 2006, New York, NY. (q) “Peptide nucleic acid (PNA): its medical and biotechnical applications and promise for the future”, Ray, A.; Norden, B. FASEB J. 2000, 14, 1041-1060; (r) “An Introduction to Peptide Nucleic Acid”, Nielsen, P. E.; Egholm, M. Current Issues Molec. Biol. 1999, 1, 89-104; (s) “Peptide Nucleic Acids (PNA): Synthesis, Properties and Potential Applications”, Hyrup, B.; Nielsen, P. E. Bioorg. Med. Chem. 1996, 4, 5-23.

2. (a) Recent highlights in modified oligonucleotide chemistry", Cobb, A. J. A. Org. Biomol. Chem. 2007, 5, 3260-3275

3. (b) Crooke, S. T. Antisense Drug Technology (2nd Edition) CRC Press, Boca Raton, 2008

4. (c) "Peptide Nucleic Acids (PNAs) in Chemical Biology and Drug Discovery", Nielsen, P. E. Chem. Biodivers. 2010, 7, 786-804

5. Glazer, P. M. Yale J. Biol. Chem. 2017, 90, 583-598

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