Development of 1,3a,6a-triazapentalene-labeled enterobactin as a fluorescence quenching sensor of iron ion

• Hayashi, Tsukiho

• Osawa, Ayumi

• Watanabe, Takehiro

• Murata, Yoshiko

• Nakayama, Atsushi

• Namba, Kosuke

Abstract

1,3a,6a-Triazapentalene (TAP)-labeled enterobactin was developed as an iron ion sensor. 3-Acetylated-TAP was successfully introduced to the catechol ring of enterobactin, a well-recognized siderophore secreted by various Gram-negative bacteria. The fluorescence of TAPlabeled enterobactin decreased gradually as the amount of Fe3+ ion as an additive was increased, and 1.2 equiv of Fe3+ ion completely quenched the fluorescence. In clear contrast, when other metal ions were used, the fluorescence of TAP-labeled enterobactin remained even at 5.0 equiv.

Journal

• Tetrahedron Letters

  Tetrahedron Letters 58 (20), 1961-1964, 2017-04-05

  Elsevier

Keywords

• iron ion sensor
• fluorescence quenching
• 1,3a,6a-triazapentalene
• enterobactin
• siderophore

Details

• CRID: 1050845763224148096
• NII Article ID: 120006631341
• NII Book ID: AA00861801
• ISSN: 00404039
• DOI: 10.1016/j.tetlet.2017.04.011
• Web Site: https://repo.lib.tokushima-u.ac.jp/111874
• Web Site: https://api.elsevier.com/content/article/PII:S0040403917304379?httpAccept=text/plain
• Web Site: https://api.elsevier.com/content/article/PII:S0040403917304379?httpAccept=text/xml
• Text Lang: en
• Article Type: journal article
• Data Source:
  • IRDB
  • Crossref
  • CiNii Articles
  • KAKEN