Development of a fluoride-responsive amide bond cleavage device that is potentially applicable to a traceable linker

• Yamamoto, Jun

• Maeda, Nami

• Komiya, Chiaki

• Tanaka, Tomohiro

• Denda, Masaya

• Ebisuno, Koji

• Nomura, Wataru

• Tamamura, Hirokazu

• Sato, Youichi

• Yamauchi, Aiko

• Shigenaga, Akira

• Otaka, Akira

Abstract

A fluoride-responsive (FR) amino acid that induces amide bond cleavage upon the addition of a fluoride was developed, and it was applied to a FR traceable linker. By the use of an alkyne-containing peptide as a model of an alkynylatd target protein of a bioactive compound, introduction of the FR traceable linker onto the peptide was achieved. Subsequent fluoride induced cleavage of the linker followed by labeling of the released peptide derivative was also conducted to examine the potential applicability of the FR traceable linker to the enrichment and labeling of alkynylated target molecules.

Journal

• Tetrahedron

  Tetrahedron 70 (34), 5122-5127, 2014-06-06

  Elsevier Ltd.

Keywords

• Cleavable linker
• Fluoride-responsive
• Traceable linker
• Stimulus-responsive amino acid

Details

• CRID: 1050282812443172992
• NII Article ID: 120006493358
• NII Book ID: AA00861787
• ISSN: 00404020
• DOI: 10.1016/j.tet.2014.05.110
• Web Site: http://repo.lib.tokushima-u.ac.jp/111908
• Web Site: https://api.elsevier.com/content/article/PII:S0040402014008400?httpAccept=text/xml
• Web Site: https://api.elsevier.com/content/article/PII:S0040402014008400?httpAccept=text/plain
• Text Lang: en
• Article Type: journal article
• Data Source:
  • IRDB
  • Crossref
  • CiNii Articles
  • KAKEN