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Expanding the Scope and Orthogonality of PNA Synthesis

Pothukanuri, Srinivasu
Pianowski, Zbigniew
Published in European Journal of Organic Chemistry. 2008, vol. 2008, no. 18, p. 3141-3148
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 PeptidesNucleic acidsCombinatorial chemistryProtecting groups
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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.

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Deposited on : 2012-12-18

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