Dde-protected PNA monomers, orthogonal to Fmoc, for the synthesis of PNA-peptide conjugates

L Bialy, J J Diaz-Mochon, E Specker, L Keinicke, M Bradley

Research output: Contribution to journalArticlepeer-review

Abstract

Peptide nucleic acids have become, arguably, one of the most interesting of DNA mimics. Herein the efficient solution phase synthesis of four novel 1-(4,4-dimethyl-2,6-dioxacyclohexylidene)ethyl/4-methoxytrityl (Dde/Mmt) protected PNA monomers is reported which were then used to synthesise PNA-peptide conjugates through a mild Dde deprotection strategy, which was fully orthogonal to Fmoc chemistry, allowing at will Fmoc peptide and Dde-PNA synthesis. (c) 2005 Elsevier Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)8295-8305
Number of pages11
JournalTetrahedron
Volume61
Issue number34
DOIs
Publication statusPublished - 22 Aug 2005

Keywords

  • PNA
  • Dde
  • Fmoc
  • orthogonality
  • conjugate
  • peptide
  • SOLID-PHASE SYNTHESIS
  • NUCLEIC-ACID
  • POLYAMIDE
  • THYMINE
  • DNA

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