Ribosomal synthesis of dehydrobutyrine- and methyllanthionine-containing peptides

Yuki Goto, Kazuhiro Iwasaki, Kohei Torikai, Hiroshi Murakami, Hiroaki Suga

Research output: Contribution to journalArticle

38 Citations (Scopus)

Abstract

We report here the ribosomal synthesis of methyllanthionine-containing cyclic peptides involving a site-specific incorporation of vinylglycine under the reprogrammed genetic code, followed by the isomerization of the vinylglycine to dehydrobutyrine, and the subsequent intramolecular Michael addition of a cysteine residue placed at a downstream position of the vinylglycine.

Original languageEnglish
Pages (from-to)3419-3421
Number of pages3
JournalChemical Communications
Issue number23
DOIs
Publication statusPublished - Aug 7 2009

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Isomerization
Peptides
Cyclic Peptides
Cysteine
dehydrobutyrine
vinylglycine

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Electronic, Optical and Magnetic Materials
  • Ceramics and Composites
  • Chemistry(all)
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Materials Chemistry

Cite this

Ribosomal synthesis of dehydrobutyrine- and methyllanthionine-containing peptides. / Goto, Yuki; Iwasaki, Kazuhiro; Torikai, Kohei; Murakami, Hiroshi; Suga, Hiroaki.

In: Chemical Communications, No. 23, 07.08.2009, p. 3419-3421.

Research output: Contribution to journalArticle

Goto, Yuki ; Iwasaki, Kazuhiro ; Torikai, Kohei ; Murakami, Hiroshi ; Suga, Hiroaki. / Ribosomal synthesis of dehydrobutyrine- and methyllanthionine-containing peptides. In: Chemical Communications. 2009 ; No. 23. pp. 3419-3421.
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