N-Benzoyl-protected Peptide Nucleic Acid (PNA) Monomers Expand the Range of Nucleobases Available for PNA-DNA Chimera

Masahito Inagaki, Ryohei Uematsu, Tatsuya Mizutani, Daisuke Unabara, Yasuyuki Araki, Seiji Sakamoto, Hiromu Kashida, Masaki Nishijima, Hiroyuki Asanuma, Yoshihisa Inoue, Takehiko Wada

Research output: Contribution to journalArticle

Abstract

We synthesized N-benzoyl-protected peptide nucleic acid (PNA) monomers, which are robust under the conditions for deprotecting the 9-fluorenylmethoxycarbonyl (Fmoc) group by piperidine but are removable by aqueous ammonia and hence totally compatible with Fmoc-solid phase synthesis. This new invention expands the range of available nucleobase sequences, allowing us to use acid-sensitive PNA oligomers and purine nucleotides (both of which are difficult to use in the conventional methods) in the preparation of PNA-DNA chimeras to avoid the drawbacks of traditional PNAs.

Original languageEnglish
Pages (from-to)341-344
Number of pages4
JournalChemistry Letters
Volume48
Issue number4
DOIs
Publication statusPublished - 2019 Jan 1

Keywords

  • Benzoyl protecting group
  • PNA-DNA chimeras
  • Peptide nucleic acid (PNA)

ASJC Scopus subject areas

  • Chemistry(all)

Fingerprint Dive into the research topics of 'N-Benzoyl-protected Peptide Nucleic Acid (PNA) Monomers Expand the Range of Nucleobases Available for PNA-DNA Chimera'. Together they form a unique fingerprint.

  • Cite this