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Synlett 1999; 1999(6): 819-821
DOI: 10.1055/s-1999-2711
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The Synthesis of a Thymine Containing E-Olefinic Peptide Nucleic Acid (OPA) Monomer

Christopher D. Roberts* , Rolf Schütz, Christian J. Leumann
  • *Department of Chemistry and Biochemistry, University of Berne, Freiestrasse 3, CH-3012 Berne, Switzerland; Fax +41 31 6 31 34 22; E-mail: leumann@ioc.unibe.ch
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Publication History

Publication Date:
31 December 1999 (online)

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A monomeric unit of a conformationally constrained PNA analog, E-olefinic peptide nucleic acid (E-OPA) containing the base thymine was synthesized in 14 steps. The key step involved a palladium (0) catalyzed cross-coupling reaction utilizing a Reformatsky reagent as nucleophile. A protecting group regime that is compatible with solid-phase PNA and DNA chemistries was chosen.

OPA - PNA - Reformatsky - DNA-analog - antisense

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