Peptide nucleic acid synthesis by novel amide formation

Org Lett. 2007 Aug 16;9(17):3291-3. doi: 10.1021/ol071215h. Epub 2007 Jul 28.

Abstract

Synthesis of self-activated peptide nucleic acid (PNA) monomers and an efficient method for PNA synthesis using a benzothiazole-2-sulfonyl (Bts) group as an amine-protecting group as well as an acid-activating group are reported. Couplings were complete within 120 min, and the deprotection was performed in 10 min. This Bts strategy provides a high purity PNA oligomer and is appropriate for large-scale synthesis. The results of the 15-mer PNA oligomer are described.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry
  • Combinatorial Chemistry Techniques
  • Peptide Nucleic Acids / chemical synthesis*

Substances

  • Amides
  • Peptide Nucleic Acids