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Scientific article
English

Expanding the Scope and Orthogonality of PNA Synthesis

Published inEuropean journal of organic chemistry, vol. 2008, no. 18, p. 3141-3148
Publication date2008
Abstract

Peptide nucleic acids (PNAs) hybridize to natural oligonucleotides according to Watson and Crick base-pairing rules. The robustness of PNA oligomers and ease of synthesis have made them an attractive platform to encode small or macromolecules for microarraying purposes and other applications based on programmable self assembly. A cornerstone of these endeavors is the orthogonality of PNA synthesis with other chemistries. Herein, we present a thorough investigation of six types of protecting groups for the terminal nitrogen atom (Alloc, Teoc, 4-N3Cbz, Fmoc, 4-OTBSCbz, and Azoc) and five protecting groups on the nucleobases (Cl-Bhoc, F-Bhoc, Teoc, 4-OMeCbz, and Boc).

Keywords
  • Peptides
  • Nucleic acids
  • Combinatorial chemistry
  • Protecting groups
Affiliation Not a UNIGE publication
Citation (ISO format)
POTHUKANURI, Srinivasu, PIANOWSKI, Zbigniew, WINSSINGER, Nicolas. Expanding the Scope and Orthogonality of PNA Synthesis. In: European journal of organic chemistry, 2008, vol. 2008, n° 18, p. 3141–3148. doi: 10.1002/ejoc.200800141
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Article (Published version)
accessLevelRestricted
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ISSN of the journal1099-0690
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