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

作者：Hayashi Tsukiho; Osawa Ayumi; Watanabe Takehiro; Murata Yoshiko; Nakayama Atsushi; Namba Kosuke^*

来源：Tetrahedron Letters, 2017, 58(20): 1961-1964.

DOI：10.1016/j.tetlet.2017.04.011

• Iron ion sensor
• Fluorescence quenching
• 1,3a,6a-Triazapentalene
• Enterobactin
• Siderophore

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 TAP-labeled 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.

• 出版日期2017-5-17